UNITED STATES
SECURITIES AND EXCHANGE COMMISSIONWashington, D.C. 20549

FORM 10-K

|ý                                           | ANNUAL REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934    
|------------------------------------------- | ----------------------------------------------------------------------------------------
|For the fiscal year ended December 31, 2007
|Or                                         
|o                                           | TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934
|For the transition period from        to   

Commission file number 000-50070

SAFETY INSURANCE GROUP, INC.(Exact name of registrant as specified in its charter)

|Delaware                                                                                                       |  | 13-4181699                               
|-------------------------------------------------------------------------------------------------------------- |  | -----------------------------------------
|(State or other jurisdiction of
incorporation or organization)                                                 |  | (I.R.S. Employer
Identification No.)     
|20 Custom House Street, Boston, Massachusetts 02110(Address of principal executive offices including zip code)
|(617) 951-0600(Registrant's telephone number, including area code)                                            
|Securities registered pursuant to Section 12(b) of the Act:                                                   
|Title of each class                                                                                            |  | Name of each exchange on which registered
|Common Shares, $0.01 par value per share                                                                       |  | NASDAQ Global Select Market              

Indicate by check mark whether the registrant is a well-known seasoned issuer, as defined in Rule 405 of the Securities
Act. Yes o    No ý

Indicate by check mark whether the registrant is not required to file reports pursuant to Section 13 of Section 15(d) of the
Act. Yes o    No ý

Indicate by check mark whether the registrant (1) has filed all reports required to be filed by Section 13 or 15(d) of the Securities Exchange Act of
1934 during the preceding 12 months (or for such shorter period that the registrant was required to file such reports), and (2) has been subject to such filing requirements for the past
90 days. Yes ý    No o

Indicate by check mark if disclosure of delinquent filers pursuant to Item 405 of Regulation S-K (§ 229.405 of this
chapter) is not contained herein, and will not be contained, to the best of registrant's knowledge, in definitive proxy or information statements incorporated by reference in Part III of this
Form 10-K or any amendment to this Form 10-K. ý

Indicate by check mark whether the registrant is a large accelerated filer, an accelerated filer, a non-accelerated filer, or a smaller reporting company. See
definitions of "large accelerated filer," "accelerated filer," and "smaller reporting company" in Rule 12b-2 of the Exchange Act. (Check one):

|Large accelerated filer o |  | Accelerated filer ý |  | Non-accelerated filer o (Do not check if a smaller reporting company) |  | Smaller reporting company o
|------------------------- |  | ------------------- |  | --------------------------------------------------------------------- |  | ---------------------------

Indicate
by check mark whether the registrant is a shell company (as defined in Rule 12b-2 of the Exchange
Act). Yes o    No ý

The aggregate market value of the registrant's voting and non-voting common equity (based on the closing sales price on NASDAQ) held by
non-affiliates of the registrant as of June 30, 2007, was approximately $618,492,568.

As
of March 7, 2008, there were 16,197,089 Common Shares with a par value of $0.01 per share outstanding.

Documents Incorporated by Reference

Portions of the registrant's definitive proxy statement for its Annual Meeting of Shareholders to be held on May 16, 2008, which Safety Insurance
Group, Inc. (the "Company", "we", "our", "us") intends to file within 120 days after its December 31, 2007 year-end, are incorporated by reference into
Part III hereof.



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SAFETY INSURANCE GROUP, INC.

Table of Contents

|           |  |                                                                                                              |  | Page
No.
|---------- |  | ------------------------------------------------------------------------------------------------------------ |  | --------
|PART I.    |  |                                                                                                              |  |         
|Item 1.    |  | Business                                                                                                     |  | 1       
|Item 1A.   |  | Risk Factors                                                                                                 |  | 29      
|Item 1B.   |  | Unresolved Staff Comments                                                                                    |  | 35      
|Item 2.    |  | Properties                                                                                                   |  | 35      
|Item 3.    |  | Legal Proceedings                                                                                            |  | 35      
|Item 4.    |  | Submission of Matters to a Vote of Security Holders                                                          |  | 35      
|PART II.   |  |                                                                                                              |  |         
|Item 5.    |  | Market for Registrant's Common Equity, Related Stockholder Matters and Issuer Purchases of Equity Securities |  | 36      
|Item 6.    |  | Selected Financial Data                                                                                      |  | 38      
|Item 7.    |  | Management's Discussion and Analysis of Financial Condition and Results of Operations                        |  | 41      
|Item 7A.   |  | Quantitative and Qualitative Disclosures About Market Risk                                                   |  | 68      
|Item 8.    |  | Financial Statements and Supplementary Data                                                                  |  | 70      
|Item 9.    |  | Changes in and Disagreements With Accountants on Accounting and Financial Disclosure                         |  | 99      
|Item 9A.   |  | Controls and Procedures                                                                                      |  | 99      
|Item 9B.   |  | Other Information                                                                                            |  | 99      
|PART III.  |  |                                                                                                              |  |         
|Item 10.   |  | Directors, Executive Officers and Corporate Governance                                                       |  | 100     
|Item 11.   |  | Executive Compensation                                                                                       |  | 100     
|Item 12.   |  | Security Ownership of Certain Beneficial Owners and Management and Related Stockholder Matters               |  | 101     
|Item 13.   |  | Certain Relationships and Related Transactions, and Director Independence                                    |  | 101     
|Item 14.   |  | Principal Accountant Fees and Services                                                                       |  | 101     
|PART IV.   |  |                                                                                                              |  |         
|Item 15.   |  | Exhibits, Financial Statement Schedules                                                                      |  | 101     
|SIGNATURES |  | 110                                                                                                         

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In this Form 10-K, all dollar amounts are presented in thousands, except average premium, average claim and per claim data, share, and per
share data.

PART I.

ITEM 1.    BUSINESS

General

We are a leading provider of private passenger automobile insurance in Massachusetts. In addition to private passenger automobile insurance (which represented
74.6% of our direct written premiums in 2007), we offer a portfolio of property and casualty insurance products, including commercial automobile, homeowners, dwelling fire, umbrella and business owner
policies. Operating exclusively in Massachusetts through our insurance subsidiaries, Safety Insurance Company ("Safety Insurance"), Safety Indemnity Insurance Company ("Safety Indemnity") and Safety
Property and Casualty Insurance Company ("Safety P&C") which was organized in December 2006 (together referred to as the "Insurance Subsidiaries"), we have established strong relationships with 814
independent insurance agents in 916 locations throughout Massachusetts. We have used these relationships and our extensive knowledge of the Massachusetts market to become the second largest private
passenger automobile carrier, capturing an approximate 11.4% share of the Massachusetts private passenger automobile insurance market, and the third largest commercial automobile carrier, with an
11.1% share of the Massachusetts commercial automobile insurance market, in 2007 according to statistics compiled by Commonwealth Automobile Reinsurers ("CAR"). In addition, we were also ranked the
45th largest automobile writer in the country according to A.M. Best, based on 2006 direct written premiums. We were incorporated under the laws of Delaware in 2001, but
through our predecessors, we have underwritten insurance in Massachusetts since 1979.

We
have maintained profitability in part by managing our cost structure through, for example, the use of technology. Our share of the Massachusetts private passenger automobile insurance
market has grown from 10.4% in 2002 to 11.4% in 2007 and we have continued to expand our product offerings. Our direct written premiums have increased by 20.0% between 2002 and 2007, from $516,556 to
$619,848. However, our direct written premiums decreased by 1.5% between 2006 and 2007 as a result of a state mandated private passenger automobile rate decrease of 11.7% effective April 1,
2007. On January 25, 2008 the Commissioner of Insurance of the Commonwealth of Massachusetts (the "Commissioner") approved our request for a further 6.3% decrease in our private passenger
automobile insurance rates under the state's newly implemented system of competitive rating (discussed in more detail below) effective April 1, 2008. As a result we anticipate a further
reduction in private passenger automobile direct written premium for 2008. We filed for an additional decrease of 0.2%, effective May 1, 2008, and also will offer additional discounts, such as
when policyholders have maintain continuous coverage with us or buy other policies from us, among other things.

On
June 20, 2007, we applied for admission in the State of New Hampshire for a Certificate of Authority to transact insurance business. On October 16, 2007, the State of
New Hampshire Insurance Department issued a Certificate of Authority for property and casualty insurance to each of the Insurance Subsidiaries. We anticipate that we will begin writing business in New
Hampshire late in 2008.

Website Access to Information

The Internet address for our website iswww.SafetyInsurance.com. All of our press releases and United States
Securities and Exchange Commission ('SEC") reports are available for viewing or download at our website. These documents are made available on our website as soon as reasonably practicable after each
press release is made and SEC report is filed with, or furnished to, the SEC. Copies of any current public information about our company are available without charge upon written,

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telephone,
faxed or e-mailed request to the Office of Investor Relations, Safety Insurance Group, Inc., 20 Custom House Street, Boston, MA 02110, Tel:
877-951-2522, Fax: 617-603-4837, or e-mail:InvestorRelations@SafetyInsurance.com. The
materials on our website are not part of this report on Form 10-K nor are they incorporated by reference into this report and the URL above is intended to be an inactive textual
reference only.

Our Competitive Strengths

We Have Strong Relationships with Independent Agents.In 2006, independent agents accounted for approximately 78.9% of the
Massachusetts automobile insurance market measured by direct written premiums as compared to only about 40.6% nationwide, according to A.M. Best. For that reason, our strategy is centered
around, and we sell exclusively through, a network of 814 independent agents (of which 270 are Exclusive Representative Producers ["ERPs"]) in 916 locations throughout
Massachusetts. In order to support our independent agents and enhance our relationships with them, we:



Through
these measures, we strive to become the preferred provider of the independent agents in our agency network and capture a growing share of the total insurance business written by
these agents in Massachusetts. We must compete with other insurance carriers for the business of independent agents.

We Have an Uninterrupted Record of Profitable Operations.In every year since our inception in 1979, we have been profitable.
We have achieved our profitable growth by, among other things:



We Are a Technological Leader.We have dedicated significant human and financial resources to the development of advanced
information systems. Our technology efforts have benefited us in two distinct ways. First, we continue to develop technology that empowers our independent agent customers to make it easier for them to
transact business with their clients and with the Insurance Subsidiaries. In our largest business line, private passenger automobile insurance, our agents now submit approximately 98% of all
applications for new policies or endorsements for existing policies to us electronically through our proprietary information portal, the Agents Virtual Community ("AVC"). Second, our

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investment
in technology has allowed us to re-engineer internal back office processes to provide more efficient service at lower cost. Our adjusted statutory expense ratios have been below
the average industry statutory expense ratio in each of the past five years. Our systems have also improved our overall productivity, as evidenced by our direct written premiums per employee
increasing to $1,082 in 2007 from $978 in 2002, while the average premium per exposure was $963 in 2007 compared to $967 in 2002.

We Have an Experienced, Committed and Knowledgeable Management Team.Our senior management team owns approximately 7% of the
common stock of Safety Insurance Group, Inc. on a fully diluted basis. Our senior management team, led by our President, Chief Executive Officer and Chairman of the Board, David F. Brussard,
has an average of over 28 years of industry experience per executive, as well as an average of over 26 years of experience with Safety. The team has demonstrated an ability to operate
successfully within the regulated Massachusetts private passenger automobile insurance market.

Our Strategy

To achieve our goal of increasing shareholder value, our strategy is to maintain and develop strong independent agent relationships by providing our agents with a
full package of insurance products and information technology services. We believe this strategy will allow us to:



The Massachusetts Property and Casualty Insurance Market

Introduction.We are licensed by the Commissioner to transact property and casualty insurance in Massachusetts. All of our
business is extensively regulated by the Commissioner.

The Massachusetts Market for Private Passenger Automobile Insurance.Private passenger automobile insurance has been heavily
regulated in Massachusetts. In many respects, the private passenger automobile insurance market in Massachusetts prior to 2008 has been unique, in comparison to other states. This is due to a number
of factors, including unusual regulatory conditions, the market dominance of domestic companies, the relative absence of large national companies, and the heavy reliance on independent insurance
agents as the market's principal distribution channel. For many insurance companies, these factors have presented substantial challenges, but we believe they provided us a competitive advantage,
because, as our financial history shows, we have a thorough understanding of this market.

Changes to the Regulation of Private Passenger Automobile Insurance in Massachusetts.Since 1977 the Commissioner has fixed
and established the premium rates that all insurers must use in the Massachusetts private passenger automobile insurance market. Since 1982, CAR has managed the residual market for private passenger
automobile insurance using a reinsurance mechanism. On July 16, 2007, the Commissioner issued two decisions that significantly change these two long standing approaches to how private passenger
automobile insurance is regulated in Massachusetts. In the first

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decision,
the Commissioner announced that she would not fix and establish the maximum premium rates that can be charged for private passenger automobile insurance policies issued or renewed after
April 1, 2008. In a letter accompanying the decision, the Commissioner stated that in place of the "fixed and established" system, she would permit companies to file their own premium rates for
approval by the Commissioner, under a system that the Commissioner has characterized as "managed competition" ("Managed Competition").

The
Commissioner has taken additional steps to implement this decision. First, with respect to allowing competitive pricing, the Commissioner has promulgated new regulations setting the
terms and conditions that insurers must comply with in establishing their rates to be effective April 1, 2008. The regulation contains a list of prohibited factors, including a prohibition of
the use of credit information in rating or underwriting. In her announcement of the final regulation, the Commissioner stated that she would review whether credit information should continue to be
banned after the one-year transition period ending March 31, 2009. The Commissioner has also issued a number of bulletins providing guidance on various issues, including regulatory
review standards, discounts, product form, endorsement, and new business application standards and classification plan requirements. Pursuant to this authority, we filed for a 6.3% rate decrease, for
our policies issued and renewed on or after April 1, 2008. On January 11, 2008, the Commissioner held a hearing on the issues raised by the Attorney General regarding our rate filing. On
January 25, 2008, the Commissioner issued her Opinion, Findings and Decision concluding that we had met our burden of proof on the issues that were the subject of the hearing and, therefore,
the filing was not disapproved. On February 15, 2008, the Attorney General notified the Commissioner that she would not appeal the Commissioner's decision.

In
the second decision, the Commissioner approved and set a time table for the implementation of new CAR rules pursuant to which the current reinsurance program run by CAR will be
replaced with an assigned risk plan known as the Massachusetts Automobile Insurance Plan ("MAIP"). Under these new rules, insurance applicants who are not able to obtain coverage from an insurance
company will be assigned to insurers by CAR, based on each insurer's pro-rata market share. The MAIP will begin to be implemented on April 1, 2008 for new business written on and
after that date. We will no longer be assigned ERPs whose business we must insure (subject to the option of ceding it to CAR). The last policy effective date on which any risk can be ceded to CAR in
accordance with the current reinsurance program is March 31, 2009. Policies will be assigned to us for three years, unless the policyholder is offered a voluntary policy by another insurer.

These
decisions remove many of the factors that have historically distinguished the Massachusetts private passenger automobile insurance market from that market in other states such as
the use of a standard policy form, the use of a single safe driver insurance plan, and the role of ERPs and CAR.

However,
certain of the historically unique factors related to the Massachusetts private passenger automobile insurance market have not been eliminated, including compulsory insurance,
affinity group marketing, and the prominence of independent agents.

Products

Historically, we have focused on underwriting private passenger automobile insurance, which is written through our subsidiary, Safety Insurance. In 1989, we
formed Safety Indemnity to offer commercial automobile insurance at preferred rates. Since 1997, we have expanded the breadth of our product line in order for agents to address a greater portion of
their clients' insurance needs by selling multiple products. Homeowners, business owners policies, personal umbrella, dwelling fire and commercial umbrella insurance are written by Safety Insurance at
standard rates, and written by Safety Indemnity at preferred rates. In December 2006, we formed Safety P&C to offer homeowners and commercial automobile insurance at ultra preferred rates. The table
below shows our premiums in each

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of
these product lines for the periods indicated and the portions of our total premiums each product line represented.

|                             |       | For the Years Ended December 31, |        
|---------------------------- | ----- | -------------------------------- | -------
|
|
|Private passenger automobile |       | $                                | 462,453
|Commercial automobile        |       |                                  | 82,242 
|Homeowners                   |       |                                  | 57,515 
|Business owners policies     |       |                                  | 12,481 
|Personal umbrella            |       |                                  | 2,158  
|Dwelling fire                |       |                                  | 2,341  
|Commercial umbrella          |       |                                  | 658    
|                             |       |                                  |        
|                             | Total |                                  | $      
|                             |       |                                  |        

Our
product lines are as follows:

Private Passenger Automobile (74.6% of 2007 direct written premiums).Private passenger automobile insurance is our primary
product, and we support all Massachusetts policy forms and limits of coverage. Private passenger automobile policies provide coverage for bodily injury and property damage to others,
no-fault personal injury coverage for the insured/insured's car occupants, and physical damage coverage for an insured's own vehicle for collision or other perils. We have priced our
private passenger coverage competitively by offering group discounts since 1995 and we currently offer approximately 186 affinity group discount programs ranging from 3% to 8% discounts. We received
approval for a rate decrease of 6.3% effective April 1, 2008, under Massachusetts' Managed Competition regulations. We also offer, effective April 1, 2008, various new discounts
including a discount of 10% when a private passenger policy is issued along with a non private passenger policy with us, and a longevity/renewal credit of up to 8% for policyholders who maintain
continuous coverage with us. We received approval for an additional rate decrease of 0.2% to be effective May 1, 2008.

Commercial Automobile (13.3% of 2007 direct written premiums).Our commercial automobile program supports all Massachusetts
policy forms and limits of coverage including endorsements that broaden coverage over and above that offered on the standard Massachusetts policy forms. Commercial automobile policies provide coverage
for bodily injury and property damage to others, no-fault personal injury coverage, and physical damage coverage for an insured's own vehicle for collision or other perils resulting from
the ownership or use of commercial vehicles in a business. We offer insurance for commercial vehicles used for business purposes such as private passenger-type vehicles, trucks, tractors
and trailers, and insure individual vehicles as well as commercial fleets. Commercial automobile policies are written at a standard rate through Safety Insurance. We received approval for a rate
increase of 2.1% effective December 16, 2004, and did not file for rate changes during 2005, 2006 and 2007. Qualifying risks eligible for preferred rates are written through Safety Indemnity
which uses rates that are 20% lower than Safety Insurance. Effective December 1, 2007 qualifying risks eligible for ultra preferred rates are written through Safety P&C which uses rates that
are 35% lower than Safety Insurance.

Homeowners (9.3% of 2007 direct written premiums).We offer a broad selection of coverage forms for qualified policyholders.
Homeowners policies provide coverage for losses to a dwelling and its contents from numerous perils, and coverage for liability to others arising from ownership or occupancy. We write policies on
homes, condominiums, and apartments. We offer loss-free credits of up to 16% for eight years of loss free experience, along with an account credit of up to 18% when a home is written
together with an automobile. All forms of homeowners coverage are written at a standard rate through Safety Insurance. We received approval for a rate increase of 3.4% effective

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March 1,
2007. Qualifying risks eligible for preferred rates are written through Safety Indemnity which uses rates that are 13% lower than Safety Insurance. Effective September 1, 2007
qualifying risks eligible for ultra preferred rates are written through Safety P&C which uses rates that are 22% lower than Safety Insurance. We have filed for a rate increase of 1.6% effective
April 1, 2008, and have filed to increase our account credit to 20%.

Business Owners Policies (2.0% of 2007 direct written premiums).We serve eligible small and medium sized commercial accounts
with a program that covers apartments and residential condominiums; mercantile establishments, including limited cooking restaurants; offices, including office condominiums; processing and services
businesses; special trade contractors; and wholesaling businesses. Business owner policies provide liability and property coverage for many perils, including business interruption from a covered loss.
Equipment breakdown coverage is automatically included, and a wide range of additional coverage is available to qualified customers. We write policies for business owners at standard rates with
qualifying risks eligible for preferred lower rates.

Commercial Package Policies (Included in our Business Owners Policies direct written premiums).For larger commercial
accounts, or those clients that require more specialized or tailored coverages, we offer a commercial package policy program that covers a more extensive range of business enterprises. Commercial
package policies provide any combination of property, general liability, crime and inland marine insurance. Property automatically includes equipment breakdown coverage, and a wide range of additional
coverage is available to qualified customers. We write commercial package policies at standard rates with qualifying risks eligible for preferred lower rates.

Personal Umbrella (0.3% of 2007 direct written premiums).We offer personal excess liability coverage over and above the
limits of individual automobile, watercraft, and homeowner's insurance policies to clients. We offer a discount (account credit) of 10% when an umbrella policy is written together with an automobile
insurance policy. We write policies at standard rates with limits of $1,000 to $5,000.

Dwelling Fire (0.4% of 2007 direct written premiums).We underwrite dwelling fire insurance, which is a limited form of a
homeowner's policy for non-owner occupied residences. We offer superior construction and protective device credits, with a discount (account credit) of 5% when a dwelling fire policy is
issued along with an automobile policy. We write all forms of dwelling fire coverage at standard rates with qualifying risks eligible for preferred lower rates.

Commercial Umbrella (0.1% of 2007 direct written premiums).We offer an excess liability product to clients for whom we
underwrite both commercial automobile and business owner policies. The program is directed at commercial automobile risks with private passenger-type automobiles or light and medium
trucks. We write commercial umbrella policies at standard rates with limits ranging from $1,000 to $5,000.

Inland Marine (Included in our Homeowners direct written premiums).We offer inland marine coverage as an endorsement for all
homeowners and business owner policies, and as part of our commercial package policy. Inland marine provides additional coverage for jewelry, fine arts and other items that a homeowners or business
owner policy would limit or not cover. Scheduled items valued at more than $5 must meet our underwriting guidelines and be appraised.

Watercraft (Included in our Homeowners direct written premiums).We offer watercraft coverage for small and medium sized
pleasure craft with maximum lengths of 32 feet, valued at less than $75 and maximum speed of 39 knots. We write this coverage as an endorsement to our homeowner's policies.

In
the wake of the September 11, 2001 tragedies, the insurance industry is also impacted by terrorism, and we have filed and received approval for a number of terrorism
endorsements from the Commissioner, which limit our liability and property exposure according to the Terrorism Risk

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Insurance
Act of 2002, the Terrorism Risk Insurance Extension Act of 2005 and the Terrorism Risk Insurance Program Reauthorization Act of 2007. See "Reinsurance," discussed below.

Distribution

We distribute our products exclusively through independent agents, unlike some of our competitors, which use multiple distribution channels. We believe this gives
us a competitive advantage with the agents. With the exception of our ERPs, we do not accept business from insurance brokers. Our voluntary agents have authority pursuant to our voluntary agency
agreement to bind our Insurance Subsidiaries for any coverage that is within the scope of their authority. We reserve the ability under Massachusetts law to cancel any coverage, other than private
passenger automobile insurance, within the first 30 days after it is bound. In total, our 814 independent agents (including our ERPs) have 916 offices (some agencies have more than one office)
and approximately 4,848 customer service representatives.

Voluntary Agents.In 2007, we obtained approximately 79.0% of our direct written premiums for automobile insurance and 100%
of our direct written premiums for all of our other lines of business through our voluntary agents. As of February 29, 2008, we had agreements with 544 voluntary agents. Our voluntary agents
are located in all regions of Massachusetts.

We
look for agents with profitable portfolios of business. To become a voluntary agent for our Company, we generally require that an agency: (i) have been in business for at least
five years; (ii) have exhibited a three year private passenger average ratio of losses, excluding loss adjustment expenses, to net earned premiums ("pure loss ratio") of 64.0% or less on the
portion of the agent's portfolio that we would underwrite; (iii) make a commitment for us to underwrite at least 300 policies from the agency during the first twelve months after entering an
agreement with us; and (iv) offer multiple product lines. Every year, we review the performance of our agents during the prior year. If an agent fails to meet our profitability standards, we
try to work with the agent to improve the profitability of the business it places with us. We generally terminate contracts each year with a few agencies, which, despite our efforts, have been
consistently unable to meet our standards. Although independent agents usually represent several unrelated insurers, our goal is to be one of the top two insurance companies represented in each of our
agencies, as measured by premiums. No individual agency generated more than 3.0% of our direct written premiums in 2007.

Exclusive Representative Producers.In 2007, our ERPs generated approximately 21.0% of our direct written premiums for
automobile insurance. As of December 31, 2007, we had 54 private passenger automobile ERPs. CAR defines ERPs as licensed dwelling fire or casualty insurance agents or brokers who have a place
of business in Massachusetts, but have no existing voluntary independent agency relationship with an automobile insurer conducting business in Massachusetts.

Massachusetts
law guarantees that CAR provide motor vehicle insurance coverage to all qualified applicants. To facilitate this system, under CAR's current rules, any qualified licensed
insurance producer that is unable to obtain a voluntary automobile relationship with an insurer becomes an ERP and is assigned to an insurer, which is then required to write that agent's policies. As
noted, the MAIP begins April 1, 2008 and is scheduled to be fully implemented by April 1, 2009. Beginning April 1, 2008 all Massachusetts agents (including ERPs) are authorized to
submit eligible business to the MAIP for random assignment to a servicing carrier such as Safety. We will receive individual policies assigned to us from the MAIP starting April 1, 2008.

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Beginning January 1, 2006, CAR implemented a Limited Servicing Carrier Program (the "LSC program") for ceded commercial automobile policies. CAR approved Safety Insurance and five
other servicing carriers through a Request for Proposal to process approximately $200,000 of ceded commercial automobile business based on CAR data as of December 31, 2005, which will be spread
equitably among the six servicing carriers. CAR assigned 353 voluntary agents (many of which were already voluntary agents of Safety) and 103 ERPs to Safety Insurance for the LSC program. In addition
during 2007, CAR requested bids for the ceded taxi/limousine/car service commercial automobile business pool. Safety Insurance bid through a Request for Proposal to process approximately $16,000 of
ceded taxi/limousine/car service commercial automobile business based on CAR data as of December 31, 2006 and was approved effective January 1, 2008 to be one of two servicing carriers
for this business, which will be spread equitably among the two servicing carriers.

The
table below shows our direct written exposures in each of our product lines for the periods indicated and the change in exposures for each product line.

|                              |                                    | For the Years Ended December 31, |        
|----------------------------- | ---------------------------------- | -------------------------------- | -------
|
|
|
|Private passenger automobile: |                                    |                                  |        
|                              |                                    | Voluntary agents                 |        
|                              |                                    | ERPs                             |        
|                              |                                    |                                  |        
|                              | Total private passenger automobile |                                  | 477,567
|                              |                                    |                                  |        
|Commercial automobile:        |                                    |                                  |        
|                              |                                    | Voluntary agents                 |        
|                              |                                    | ERPs                             |        
|                              |                                    |                                  |        
|                              | Total commercial automobile        |                                  | 53,671 
|                              |                                    |                                  |        
|Other:                        |                                    |                                  |        
|Homeowners                    |                                    | 69,635                           |        
|Business owners               |                                    | 5,285                            |        
|Personal umbrella             |                                    | 8,735                            |        
|Dwelling fire                 |                                    | 2,424                            |        
|Commercial umbrella           |                                    | 410                              |        
|                              |                                    |                                  |        
|                              | Total other                        |                                  | 86,489 
|                              |                                    |                                  |        
|                              | Total                              |                                  | 617,727
|                              |                                    |                                  |        
|Total voluntary agents        |                                    | 525,281                          |        
|Total ERPs                    |                                    | 92,446                           |        

Our
total written exposures increased by 3.1% for the year ended December 31, 2007. The increase was the result of our voluntary agent written exposures increasing by 6.5% and our
ERP written exposures decreasing by 12.6%. Our private passenger automobile exposures increased by 2.6% primarily as a result of the addition of voluntary agents. The decrease in our ERP written
exposures was due to a CAR ERP redistribution which began in 2006 and our offering of voluntary agency contracts to some of our ERPs. Our commercial automobile exposures decreased by 1.9% primarily as
a result of reduced exposures from ERPs submitting business through the CAR LSC program. Our other than auto exposures increased by 9.4% primarily as a result of our voluntary agents efforts to sell
multiple products to their clients.

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Marketing

We view the independent agent as our customer and business partner. As a result, a component of our marketing efforts focuses on developing interdependent
relationships with leading Massachusetts agents that write profitable business and positioning ourselves as the preferred insurance carrier of those agents, thereby receiving a larger portion of each
agent's aggregate business. Our principal marketing strategies to agents are:



Beginning
in 2007, we started marketing our products directly to consumers, using a variety of radio, television, and print advertisements.

Commission Schedule and Profit Sharing Plan.We have several programs designed to attract profitable new private passenger
automobile business from agents by paying them more than the minimum commission the law requires (which is 13.0% of premiums for 2007, and 13.0% in 2008). We recognize our top performing agents by
making them members of our President's Club or Executive Club. In 2007, President's Club members received a commission equal to 18.0% of premiums for each new policy with a safe driver credit code of
99 and 98 (drivers with no accidents or violations in the prior six and five years respectively), while Executive Club members received a commission equal to 15.0% of premiums for such policies.

Further,
we have a competitive agency incentive commission program under which we pay agents up to 8.0% of premiums based on the loss ratio on their business.

We
have received no inquiries from the Commissioner relative to how we conduct our contingent commissions and profit sharing programs. The Massachusetts Attorney General did question the
inclusion of contingent commission expenses in her appeal of our April 1, 2008 private passenger rate filing. As noted above, the Commissioner ruled on January 25, 2008 that the
inclusion of expenses attributable to contingent commissions was reasonable and not prohibited by Massachusetts law.

Service and Support.We believe that the level and quality of service and support we provide helps differentiate us from
other insurers. We have made a significant investment in information technology designed to facilitate our agents' business. Our AVC website helps agents manage their work efficiently. We provide a
substantial amount of information online that agents need to serve their customers, such as information about the status of new policies, bill payments and claims. Providing this type of content
reduces the number of customer calls we receive and empowers the agent's customer service representatives by enabling them to respond to customers' inquiries while the customer is on the telephone.
Finally, we believe that the knowledge and experience of our employees enhance the quality of support we provide.

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Underwriting

Our underwriting department is responsible for a number of key decisions affecting the profitability of our business, including:



We
are organized into three underwriting units, a separate unit for private passenger automobile, a separate unit for all other personal lines underwriting including homeowners, dwelling
fire, personal umbrella and inland marine coverages, and a separate unit for commercial lines, including commercial auto, business owners policies, commercial umbrella and commercial package policies.

Pricing.Prior to April 1, 2008 our pricing strategy for private passenger automobile insurance primarily depends on
the maximum permitted premium rates and minimum permitted commission levels mandated by the Commissioner. Beginning April 1, 2008 subject to the Commissioners review we set
rates for our private passenger using industry loss cost data, our own loss experience, residual market deficits, catastrophe modeling and prices charged by our competitors in the Massachusetts
market. Current regulations do not allow tiering of rates for private passenger automobile insurance and all three of our companies are approved for the same rate level effective April 1, 2008.
Beginning April 1, 2008 subject to Commissioner review, CAR sets the premium rates for personal automobile policies reinsured through CAR and policies assigned to carriers by the MAIP. However
companies may only charge the insured the lower of the CAR/MAIP rate or the company's competitive voluntary market rate. Safety Insurance's approved rate is lower than the CAR/MAIP rate and all
policies we reinsure with CAR after April 1, 2008 or are assigned by the MAIP after April 1, 2008 will be written at our approved rate.

We
offer group discounts to members of 186 affinity groups, including the Boston College Alumni Association, the Massachusetts Bar Association and the Massachusetts Medical Society. In
general, we target affinity groups with a mature and stable membership base along with favorable driving records, offering between a 3% and 8% discount (with 4% being the average discount offered).
Approximately 9.0% of the private passenger policies we issue receive an affinity group discount.

Subject
to Commissioner review, CAR sets the premium rates for commercial automobile policies reinsured through CAR. Subject to Commissioner review, we set rates for commercial
automobile policies that are not reinsured through CAR, and for all other insurance lines we offer, including homeowners, dwelling fire, personal umbrella, commercial umbrella, commercial package
policies and business owner policies. We base our rates on industry loss cost data, our own loss experience, residual market deficits, catastrophe modeling and prices charged by our competitors in the
Massachusetts market. We have three pricing tiers for most products, utilizing Safety Insurance for standard rates, Safety Indemnity for preferred rates and Safety P&C for ultra preferred rates. We
received approval for a rate increase of 2.1% for our Safety Insurance commercial automobile line effective December 16, 2004, and did not file for a rate change during 2005, 2006 or 2007. We
received approval for a rate deviation for Safety P&C commercial automobile of 35% below our comparable Safety Insurance rate. We received approval for a rate increase of 3.4% for our homeowners line
effective March 1, 2007, and have filed for a rate increase of 1.6% effective April 1, 2008.

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Cede/Retain Decisions.Until April 1, 2009 under CAR's current rules for private passenger policies, we must decide,
within 23 days after the effective date of renewing an existing policy, whether to cede it to CAR's reinsurance pool (effective April 1, 2008, new policies may not be ceded to CAR). Each
Massachusetts private passenger automobile insurer must bear a portion of the losses of the private passenger reinsurance pool. Under CAR's current rules, we are able to reduce our total allocated
share of the losses of the reinsurance pool by ceding less business to the pool than our proportionate share. As a result, in determining whether to cede an underpriced policy to CAR's private
passenger automobile reinsurance pool, we attempt to evaluate whether we are likely to incur greater total losses by ceding it to the pool or by retaining it. According to the January 18, 2008
CAR Cession Volume AnalysisPrivate Passenger Report, as of November 30, 2007, we have ceded 4.3% of our private passenger automobile business to the pool in 2007, compared to an
average of 4.4% for the
industry. Our goal is to cede only those policies that incur less total losses resulting from a cession to CAR, than the total losses incurred by retaining the policy.

CAR
runs a reinsurance pool for commercial automobile policies and beginning January 1, 2006, we are one of six servicing carriers that can service commercial automobile policies
for CAR. CAR also runs a reinsurance pool for taxi/limousine/car service commercial automobile policies and beginning January 1, 2008 we are one of two servicing carriers that can service these
policies for CAR. All commercial automobile business that is not written in the voluntary market is apportioned to one of the six servicing carriers who handle the business on behalf of CAR or to one
of the two servicing carriers who handle the business on behalf of CAR for taxi/limousine/car service business. Each Massachusetts commercial automobile insurer must bear a portion of the losses of
the total commercial reinsurance pool that is serviced by the approved servicing carriers.

Bulk Policy Transfers and New Voluntary Agents.From time to time, we receive proposals from existing voluntary agents to
transfer a portfolio of the agent's business from another insurer to us. Our underwriters model the profitability of these portfolios before we accept these transfers. Among other things, we usually
require that the private passenger portion of the portfolio have a pure loss ratio of 64.0% or less on the portion of the agent's portfolio that we would underwrite. In addition, we require any new
voluntary agent to commit to transfer a portfolio to us consisting of at least 300 policies.

Policy Processing and Rate Pursuit.Our underwriting department assists in processing policy applications, endorsements,
renewals and cancellations. For many years, we have used and implemented proprietary software that enables agents to connect to our network and enter policy and endorsement applications for private
passenger automobile insurance from their office computers. In our private passenger automobile insurance line, our agents now submit approximately 98% of all applications for new policies or
endorsements for existing policies through our proprietary information portal, the AVC. During 2007, we introduced propriety software for our commercial automobile and homeowners insurance lines of
business that offers the same functionality that we provide in our personal automobile software.

Our
rate pursuit team aggressively monitors all insurance transactions to make sure we receive the correct premium for the risk insured. We accomplish this by verifying Massachusetts
pricing criteria, such as proper classification of drivers, the make, model and age of insured vehicles and the availability of discounts. We verify that operators are properly listed and classified,
assignment of operators to vehicles, vehicle garaging, vehicle pre-inspection requirements and in some cases the validity of discounts. In our homeowners and dwelling fire lines, our team
has completed a project to update the replacement costs for each dwelling. We use third-party software to assist in these appraisal efforts.

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Technology

The focuses of our information technology effort are:



We
believe that our technology initiatives have increased revenue and decreased costs. For example, these initiatives have allowed us to reduce the number of call-center
transactions which we perform, and to transfer many manual processing functions from our internal operations to our independent agents. We also believe that these initiatives have contributed to our
overall increases in productivity. In 1990, we had 399 employees and $154,997 in direct written premiums. As of December 31, 2007, we had 573 employees and $619,848 in direct written premiums,
which represents an increase from $388 direct written premiums per employee in 1990 to $1,082 direct written premiums per employee in 2007.

Internal Applications (Intranet)

Our employees access our proprietary applications through our corporate intranet. Our intranet applications streamline internal processes and improve overall
operational efficiencies in areas including:

Claims.Our claims workload management application allows our claims and subrogation adjusters to better manage injury
claims. Subrogation refers to the process by which we are reimbursed by other insurers for claims costs we incur due to the fault of their insureds. The use of this application has reduced the time it
takes for us to respond to and settle casualty claims, which we believe helps reduce the total amount of our claims expense.

The
automated adjuster assignment system categorizes our new claims by severity and assigns them to the appropriate adjuster responsible for investigation. Once assigned, the integrated
workload management tools facilitate the work of promptly assigning appraisers, investigating liability, issuing checks and receiving subrogation receipts.

The
RadicalGlass.com application allows our claims department to contain glass costs by increasing the windshield repair to replacement ratio. For every windshield that is repaired
rather than replaced there is an average savings of $275 per windshield claim.

A
VIP Claims Center was introduced during 2006 to provide increased service levels to our independent insurance agents and their clients. The VIP Claims Center uses a network of rental
car centers and auto body repair shops to provide a higher level of service to the clients of the independent insurance agents while reducing costs, such as rental expense, through reduced cycle
times.

Billing.Proprietary billing systems, integrated with the systems of our print and lock-box vendors, expedite the
processing and collection of premium receipts and finance charges from agents and policyholders. We believe the sophistication of our direct bill system helps us to limit our bad debt expense. In both
2007 and 2006 our bad debt expense as a percentage of direct written premiums was 0.2%.

External Applications

Agency employees can securely access business critical applications through our corporate extranet, which we call AVC. AVC includes Web-enabled
applications, advanced security and an Internet-enabled communications network, which we believe constitutes many of our agents' only high-speed Internet

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connection.
We believe that AVC is unique to the Massachusetts insurance industry because using AVC allows an agent to access a variety of vendors and other carriers over the Internet through a single
portal. We currently have a patent application pending on AVC. The patent application pertains to the method and system by which AVC delivers customer services to independent insurance agents. The
capability for agency personnel to schedule online appointments with third-party vendors (such as glass repair retailers and rental car agencies) for their clients is also available. We designed AVC
to be scalable so that these types of vendors and potentially, other insurers, can link to the network and create a "once and done" environment for the independent agent.

Listed
below are examples of the business critical applications agents may access through AVC.

New Business and Endorsement Processing.Agents can perform new business and endorsement processing with our point of sale
application. Agents can upload policy data to our system directly from their agency system or rate quote software in AVC's secure Web environment without having to re-enter policy
information. Agents are then able to download many of these transactions to their agency management system the next business day.

Inquiry Access.Inquiry Access is a customer service application designed to provide agency customer service representatives
with real-time access to our database of insured information. This application allows agents to view the status of claims, billing and policy detail.

Policyholder Inquiry.Policyholder Inquiry provides 24 hours a day, 7 days a week self-service
account information to our policyholders through our website or through their independent agents' websites. This application provides policyholders with round-the-clock access
to billing and claims information.

Other Tools and Services.AVC gives agents access to electronic versions of underwriting manuals, which include updated
guidelines for acceptable risks, commission levels and product pricing. Further, we provide our agents with third-party software (the XNET Cost Estimator from Marshall Swift/Boeck) that we make
available through AVC to help assess home replacement costs. This initiative helps ensure that we receive the correct premium with respect to homeowners policies and provide the correct level of
coverage against home loss. Finally, we provide agents a daily report of all their insurance transactions processed through AVC. This report allows our agents to monitor their performance and review
profitability goals.

Claims

Because of the unique differences between the management of casualty claims and property claims, we use separate departments for each of these types of claims.

Casualty Claims

We have a proven record of settling casualty claims below the industry average in Massachusetts. According to the Automobile Insurers Bureau, our average casualty
claim settlement during the period from January 1994 through June 30, 2007, was $5,595, approximately 3.1% lower than the Massachusetts industry average of $5,770.

We
have adopted stringent claims settlement procedures, which include guidelines that establish maximum settlement offers for soft tissue injuries, which constituted approximately 81% of
our bodily injury claims in 2007. If we are unable to settle these claims within our guidelines, we generally take the claim to litigation. We believe that these procedures result in providing our
adjusters with a uniform approach to negotiation.

We
believe an important component of handling claims efficiently is prompt investigation and settlement. We find that faster claims settlements often result in less expensive claims
settlements. Our

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E-Claim
reporting system is an online product that reduces the time it takes for agents to notify our adjusters about claims, thereby enabling us to contact third-party claimants and other
witnesses quickly. After business hours we outsource claims adjustment support to an independent firm whose employees contact third-party claimants and other witnesses. We believe that early
notification results in our adjusters conducting prompt investigations of claims and compiling more accurate information about those claims. Our claims workload management software also assists our
adjusters in handling claims quickly.

We
believe the structure of our casualty claims unit allows us to respond quickly to claimants anywhere in the Commonwealth of Massachusetts. Comprising 94 people, the department is
organized into distinct claim units that contain loss costs for soft tissue injuries. Field adjusters are located geographically for prompt response to claims, with our litigation unit focused on
managing loss costs and litigation expenses for serious injury claims.

Additionally,
we utilize a special unit to investigate fraud in connection with casualty claims. This special unit has one manager and ten employees. In cases where adjusters suspect
fraud in connection with a claim, we deploy this special unit to conduct investigations. We deny payment to claimants in cases in which we have succeeded in accumulating sufficient evidence of fraud.

Property Claims

Our property claims unit handles property claims arising in our private passenger and commercial automobile, homeowners and other insurance lines. Process
automation has streamlined our property claims function. Many of our property claims are now handled by the agents through AVC using our Power Desk software application. As agents receive calls from
claimants, Power Desk permits the agent to immediately send information related to the claim directly to us and to an independent appraiser selected by the agent to value the claim. Once we receive
this information, an automated system redirects the claim to the appropriate internal adjuster responsible for investigating the claim to determine liability. Upon determination of liability, the
system automatically begins the process of
seeking a subrogation recovery from another insurer, if liable. We believe this process results in a shorter time period from when the claimant first contacts the agent to when the claimant receives a
claim payment, while enabling our agents to build credibility with their clients by responding to claims in a timely and efficient manner. We benefit from decreased labor expenses from the need for
fewer employees to handle the reduced property claims call volume.

Another
important factor in keeping our overall property claims costs low is collecting subrogation recoveries. We track the amounts we pay out in claims costs and identify cases in
which we believe we can reclaim some or all of those costs through the use of our automated workload management tools.

Reserves

Significant periods of time can elapse between the occurrence of an insured loss, the reporting of the loss to the insurer and the insurer's payment of that loss.
To recognize liabilities for unpaid losses, insurers establish reserves as balance sheet liabilities representing estimates of amounts needed to pay reported and unreported losses and the expenses
associated with investigating and paying the losses, or loss adjustment expenses. Every quarter, we review and establish our reserves. Regulations promulgated by the Commissioner require us to
annually obtain a certification from either a qualified actuary or an approved loss reserve specialist who may be one of our employees that our loss and loss adjustment expenses reserves are
reasonable.

When
a claim is reported, claims personnel establish a "case reserve" for the estimated amount of the ultimate payment. The amount of the reserve is primarily based upon an evaluation of
the type of claim involved, the circumstances surrounding each claim and the policy provisions relating to the loss. The estimate reflects informed judgment of such personnel based on general
insurance reserving

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practices
and on the experience and knowledge of the claims person. During the loss adjustment period, these estimates are revised as deemed necessary by our claims department based on subsequent
developments and periodic reviews of the cases.

In
accordance with industry practice, we also maintain reserves for estimated losses incurred but not yet reported. Incurred but not yet reported reserves are determined in accordance
with commonly accepted actuarial reserving techniques on the basis of our historical information and experience. We make adjustments to incurred but not yet reported reserves quarterly to take into
account changes in the volume of business written, claims frequency and severity, our mix of business, claims processing and other items that can be expected to affect our liability for losses and
loss adjustment expenses over time.

When
reviewing reserves, we analyze historical data and estimate the impact of various loss development factors, such as our historical loss experience and that of the industry,
legislative enactments, judicial decisions, legal developments in imposition of damages, and changes and trends in general economic conditions, including the effects of inflation. There is no precise
method, however, for evaluating the impact of any specific factor on the adequacy of reserves, because the eventual development of reserves is affected by many factors. After taking into account all
relevant factors, management believes that our provision for unpaid losses and loss adjustment expenses at December 31, 2007, is adequate to cover the ultimate net cost of losses and claims
incurred as of that date.

Management
determines its loss and LAE reserves estimates based upon the analysis of the Company's actuaries. Management has established a process for the Company's actuaries to follow
in establishing reasonable reserves. The process consists of meeting with our claims department, establishing ultimate incurred losses by using development models accepted by the actuarial community,
and reviewing the analysis with management. The Company's estimate for loss and LAE reserves, net of the effect of ceded reinsurance, ranges from a low of $354,330 to a high of $399,814 as of
December 31, 2007. The Company's loss and LAE reserves, based on management's best estimate, were set at $393,430 as of December 31, 2007. The ultimate liability may be greater or less
than reserves carried at the balance sheet date. Establishment of appropriate reserves is an inherently uncertain process, and there can be no certainty that currently established reserves will prove
adequate in light of subsequent actual experience. To the extent that reserves are inadequate and are strengthened, the amount of such increase is treated as a charge to earnings in the period that
the deficiency is recognized. To the extent that reserves are redundant and are released, the amount of the release is a credit to earnings in the period the redundancy is recognized. We do not
discount any of our reserves.

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The following table presents development information on changes in the reserves for losses and loss adjustment expenses ("LAE") of our Insurance Subsidiaries for the three years ended
December 31, 2007.

For the Years Ended December 31,2007

2006

2005Reserves for losses and LAE, beginning of year

$
449,444

$
450,716

$
450,897Less reinsurance recoverable on unpaid losses and LAE


(78,464
)

(80,550
)

(84,167
)Net reserves for losses and LAE, beginning of year


370,980


370,166


366,730Incurred losses and LAE, related to:Current year


405,284


396,653


425,213Prior years


(30,791
)

(42,747
)

(39,620
)Total incurred losses and LAE


374,493


353,906


385,593Paid losses and LAE related to:Current year


229,237


219,879


237,557Prior years


122,806


133,213


144,600Total paid losses and LAE


352,043


353,092


382,157Net reserves for losses and LAE, end of year


393,430


370,980


370,166Plus reinsurance recoverables on unpaid losses and LAE


84,290


78,464


80,550Reserves for losses and LAE, end of year

$
477,720

$
449,444

$
450,716


At
the end of each period, the reserves were re-estimated for all prior accident years. Our prior year reserves decreased by $30,791, $42,747 and $39,620, during 2007, 2006
and 2005, respectively. The decrease in prior year reserves during 2007 resulted from re-estimations of prior year ultimate loss and LAE liabilities and is primarily composed of reductions
of $15,503 in the Company's retained automobile reserves and $11,335 in the CAR assumed reserves. It is not appropriate to extrapolate future favorable or unfavorable development of reserves from this
past experience.

The
following table represents the development of reserves, net of reinsurance, for calendar years 1997 through 2007. The top line of the table shows the reserves at the balance sheet
date for each of the indicated years. This represents the estimated amounts of losses and loss adjustment expenses for claims arising in all years that were unpaid at the balance sheet date, including
losses that had been incurred but not yet reported to us. The upper portion of the table shows the cumulative amounts paid as of the end of each successive year with respect to those claims. The lower
portion of the table shows the re-estimated amount of the previously recorded reserves based on experience as of the end of each succeeding year, including cumulative payments made since
the end of the respective year. The estimate changes as more information becomes known about the payments, frequency and severity of claims for individual years. Favorable loss development, shown as a
cumulative redundancy in the table, exists when the original reserve estimate is greater than the re-estimated reserves at December 31, 2007.

Information
with respect to the cumulative development of gross reserves (that is, without deduction for reinsurance ceded) also appears at the bottom portion of the table.

In
evaluating the information in the table, it should be noted that each amount entered incorporates the effects of all changes in amounts entered for prior periods. Thus, if the 2004
estimate for a previously incurred loss was $150,000 and the loss was reserved at $100,000 in 2000, the $50,000

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deficiency
(later estimate minus original estimate) would be included in the cumulative redundancy (deficiency) in each of the years 2000-2004 shown in the table. It should further be
noted that the table does not present accident or policy year development data. In addition, conditions and trends that have affected the development of liability in the past may not necessarily recur
in the future. Accordingly, it is not appropriate to extrapolate future redundancies or deficiencies from the table.

|                                                 |                   | As of and for the Year Ended December 31,
|------------------------------------------------ | ----------------- | -----------------------------------------
|
|Reserves for losses and LAE originally estimated |                   | $                                        
|Cumulative amounts paid as of:                   |                   |                                          
|                                                 | One year later    |                                          
|                                                 | Two years later   |                                          
|                                                 | Three years later |                                          
|                                                 | Four years later  |                                          
|                                                 | Five years later  |                                          
|                                                 | Six years later   |                                          
|                                                 | Seven years later |                                          
|                                                 | Eight years later |                                          
|                                                 | Nine years later  |                                          
|                                                 | Ten years later   |                                          

|
|

|                                        |                   | As of and for the Year Ended December 31, | 
|--------------------------------------- | ----------------- | ----------------------------------------- | 
|
|Reserves re-estimated as of:            |                   |                                           | 
|                                        | One year later    |                                           | 
|                                        | Two years later   |                                           | 
|                                        | Three years later |                                           | 
|                                        | Four years later  |                                           | 
|                                        | Five years later  |                                           | 
|                                        | Six years later   |                                           | 
|                                        | Seven years later |                                           | 
|                                        | Eight years later |                                           | 
|                                        | Nine years later  |                                           | 
|                                        | Ten years later   |                                           | 
|Cumulative (redundancy) deficiency 2007 |                   |                                           | 

|
|

|                                 |  | As of and for the Year Ended December 31,
|-------------------------------- |  | -----------------------------------------
|
|Gross liability-end of year      |  | $                                        
|Reinsurance recoverables         |  |                                          
|Net liabilityend of year        |  |                                          
|Gross estimated liabilitylatest |  |                                          
|Reinsurance recoverableslatest  |  |                                          
|Net estimated liabilitylatest   |  |                                          

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As the table shows, our net reserves grew at a faster rate than our gross reserves over the ten-year period. As we have grown, we have
been able to retain a greater percentage of our direct business. Additionally, in the past we conducted substantial business as a servicing carrier for other insurers, in which we would service the
residual market automobile insurance business assigned to other carriers for a fee. All business generated through this program was ceded to the other carriers. As we reduced the amount of our
servicing carrier business, our proportion of reinsurance ceded diminished.

The
table also shows that we have substantially benefited in the current and prior years from releasing redundant reserves. In the years ended December 31, 2007, 2006 and 2005 we
decreased loss reserves related to prior years by $30,791, $42,747 and $39,620, respectively. Reserves and development are discussed further in Item 7Management's Discussion and
Analysis of Financial Condition and Results of Operations, "Executive Summary and Overview."

As
a result of our focus on core business lines since our founding in 1979, we believe we have no exposure to asbestos or environmental pollution liabilities.

Reinsurance

We reinsure with other insurance companies a portion of our potential liability under the policies we have underwritten, thereby protecting us against an
unexpectedly large loss or a catastrophic occurrence that could produce large losses. Reinsurance involves an insurance company transferring (ceding) a
portion of its exposure on insurance underwritten by it to another insurer (reinsurer). The reinsurer assumes a portion of the exposure in return for a share of the premium. Reinsurance does not
legally discharge an insurance company from its primary liability for the full amount of the policies, but it does make the reinsurer liable to the company for the reinsured portion of any loss
realized.

We
are selective in choosing our reinsurers, seeking only those companies that we consider to be financially stable and adequately capitalized. In an effort to minimize exposure to the
insolvency of a reinsurer, we continuously evaluate and review the financial condition of our reinsurers. Swiss Re, our primary reinsurer, maintains an A.M. Best rating of "A+" (Superior). All
of our other reinsurers have an A.M. Best rating of "A" (Excellent) or better except for Folksamerica, PARIS RE, Montpelier and New Castle which are rated "A-" (Excellent).

We
maintain reinsurance coverage to help lessen the effect of losses from catastrophic events, maintaining coverage that during 2007 protected us in the event of a "246-year
storm" (that is, a storm of a severity expected to occur once in a 246 year period). We use various software products to measure our exposure to catastrophe losses and the probable maximum loss
to us for catastrophe losses such as hurricanes. The models include estimates for our share of the catastrophe losses generated in the residual market for property insurance by the Massachusetts
Property Insurance Underwriting Association. In 2007, we purchased four layers of excess catastrophe reinsurance providing coverage for property losses in excess of $15,000 up to a maximum of
$280,000. Our reinsurers co-participation is 90.0% of $15,000 for the 1st layer, 85.0% of $30,000 for the 2nd layer, 85.0% of $190,000 for the
3rd layer, and 50.0% of $30,000 for the 4th layer.

In
the aftermath of Hurricane Katrina in 2005, the reinsurance market has seen from the various software modelers, increases in the estimate of damage from hurricanes in the southern and
northeast portions of the United States due to revised estimations of increased hurricane activity and increases in cost of repairs due to increased estimates in the amount of "demand surge" in the
periods following a significant event. While we have continued to manage our exposure to catastrophes such as hurricanes, and have not increased the amount of property we insure subject to a loss from
a hurricane, the changes to the various software models during the past few years, and again in 2007 have increased our modeled probable maximum loss due to catastrophic events. We continue to adjust
our reinsurance programs as a result of the changes to the models. For 2008, we have purchased three layers of excess catastrophe reinsurance providing coverage for property losses in excess of
$15,000 up to a maximum of

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$280,000.
Our reinsurers' co-participation is 90.0% of $15,000 for the 1st layer, 85.0% of 40,000 for the 2nd layer and 85.0% of $210,000 for the
3rd layer. As a result of these changes to the models, and our revised reinsurance program, we maintain coverage that protects us in the event of a "208-year storm"
(that is, a storm of a severity expected to occur once in a 208 year period).

We
also have casualty excess of loss reinsurance for large casualty losses occurring in our automobile, homeowners, dwelling fire, business owners policies, commercial package policies,
personal umbrella
and commercial umbrella lines of business in excess of $1,000 up to a maximum of $5,000, with an annual aggregate deductible of $500. We have property excess of loss reinsurance coverage for large
property losses, with coverage in excess of $1,500 up to a maximum of $15,000, for our homeowners, business owner, and commercial package policies. In addition, we have a quota share reinsurance
agreement for personal and commercial umbrella lines of business under which we cede 90.0% of the premiums. For 2007, we ceded 90.0% of losses under our personal and commercial umbrella policies with
an annual aggregate deductible of $75. We also have a reinsurance agreement with Hartford Steam Boiler Inspection and Insurance Company, which is a quota share agreement under which we cede 100% of
the premiums and losses for the equipment breakdown coverage under our business owner policies and commercial package policies.

In
the wake of the September 11, 2001 tragedies, reinsurers have begun to exclude coverage for claims in connection with any act of terrorism. Our reinsurance programs for 2006
and 2007 excludes coverage for acts of terrorism, except for fire or collapse losses as a result of terrorism, under homeowners, dwelling fire, private passenger automobile and commercial automobile
policies. For business owner policies and commercial package policies, terrorism is excluded if the total insured value is greater than $20,000.

The
Terrorism Risk Insurance Act of 2002 ("TRIA") was signed into law on November 26, 2002, and expired December 31, 2005. The Terrorism Risk Insurance Extension Act of
2005 was signed into law on December 22, 2005, and expired December 31, 2007. The Terrorism Risk Insurance Extension Act of 2007 ("TRIEA") was signed into law on December 26, 2007
which reauthorized TRIA for seven years, expanded the definition of an "Act of Terrorism" while expanding the private sector role and reducing the federal share of compensation for insured losses
under the program. The intent of this legislation is to provide federal assistance to the insurance industry for the needs of commercial insurance policyholders with the potential exposure for losses
due to acts of terrorism. The TRIEA provides reinsurance for certified acts of terrorism. Effective January 1, 2008, we will begin to issue policy endorsements for all commercial policyholders
to comply with TRIA after obtaining Commissioner approval.

As
of December 31, 2007, we had no material amounts recoverable from any reinsurer, excluding the residual markets described below. On March 10, 2005, our Board of
Directors adopted a resolution that prohibits Safety from purchasing finite reinsurance (reinsurance that transfers only a relatively finite or limited amount of risk to the reinsurer) without
approval by the Board. To date, the Company has never purchased a finite reinsurance contract.

In
addition to the above mentioned reinsurance programs, we are a participant in CAR, the Massachusetts mandated residual market under which premiums, expenses, losses and loss
adjustment expenses on ceded business are shared by all insurers writing automobile insurance in Massachusetts. We also participate in the Massachusetts Property Insurance Underwriting Association in
which premiums, expenses, losses and loss adjustment expenses on homeowners business that cannot be placed in the voluntary market are shared by insurers writing homeowners insurance in Massachusetts.

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Competition

The property and casualty insurance business is highly competitive and many of our competitors have substantially greater financial and other resources than we
do. We compete with both large national writers and smaller regional companies. Our competitors include companies, which, like us, serve the independent agency market, as well as companies which sell
insurance directly to customers. Direct writers may have certain competitive advantages over agency writers, including increased name recognition, loyalty of the customer base to the insurer rather
than to an independent agency and, potentially, lower cost structures. A material reduction in the amount of business independent agents sell would adversely affect us. Further, we and others compete
on the basis of the commissions and other cash and non-cash incentives provided to agents. Although historically, a number of national insurers that are much larger than we are have chosen
not to compete in a material way in the Massachusetts private passenger automobile market, if one or more of these companies decided to aggressively enter the market it could have a material adverse
effect on us. The Commissioner has announced that her Managed Competition reforms were, in part, designed to make Massachusetts more appealing to these companies and one such company, Progressive
Insurance Company, has announced it plans to being writing insurance in the state. These companies include some that would be able to sustain significant losses in order to acquire market share, as
well as others which use distribution methods that compete with the independent agent channel. There can be no assurance that we will be able to compete effectively against these companies in the
future.

In
Massachusetts, as of December 31, 2007, 19 insurers actively wrote private passenger automobile insurance, according to CAR. Of these 19 insurers, 4 are national companies
which use independent agents to sell their products, 8 are regional or Massachusetts-only companies which use independent agents to sell their products (including us) and 7 are national,
regional or Massachusetts-only companies which sell their products directly to policyholders. Our principal competitors within the Massachusetts private passenger automobile insurance
industry are both regional companies, Commerce Group, Inc. and Arbella Insurance Group, which held 31.7% and 9.3% market shares based on automobile exposures, respectively, in 2007 according to
CAR.

Employees

At December 31, 2007, we employed 573 employees. Our employees are not covered by any collective bargaining agreement. Management considers our
relationship with our employees to be good.

Investments

Investment income is an important source of revenue for us and the return on our investment portfolio has a material effect on our net earnings. Our investment
objective is to focus on maximizing total returns while investing conservatively. We maintain a high quality investment portfolio consistent with our established investment policy. As of
December 31, 2007, there were no securities below investment grade (as defined by Moody's, S&P, and the Securities Valuation Office of the National Association of Insurance Commissioners
[see further details below]) in our fixed income securities portfolio. According to our investment guidelines, no more than 2.0% of our portfolio may be invested in the
securities of any one issuer (excluding U.S. government-backed securities), and no more than 0.5% of our portfolio may be invested in securities of any one issuer rated "Baa", or the lowest investment
grade assigned by Moody's. We continually monitor the mix of taxable and tax-exempt securities, in an attempt to maximize our total after-tax return. Since 1986, our investment
manager has been Deutsche Asset Management.

20

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The
following table reflects the composition of our investment portfolio at December 31, 2007 and 2006:

|                                                                        |                                     | At December 31, |        
|----------------------------------------------------------------------- | ----------------------------------- | --------------- | -------
|
|
|U.S. Treasury securities and obligations of U.S. Government agencies(1) |                                     | $               | 292,613
|Obligations of states and political subdivisions                        |                                     |                 | 529,117
|Asset-backed securities(1)                                              |                                     |                 | 101,514
|Corporate and other securities                                          |                                     |                 | 78,784 
|                                                                        |                                     |                 |        
|                                                                        | Subtotal, fixed maturity securities |                 | $      
|Equity securities                                                       |                                     |                 | 6,977  
|                                                                        |                                     |                 |        
|                                                                        | Totals                              |                 | $      
|                                                                        |                                     |                 |        

---

While
we have held common equity securities in our investment portfolio in the past, as of December 31, 2007, we held no such securities in our investment portfolio, except for
interests in mutual funds to fund the Safety Insurance Company Executive Incentive Compensation Plan, a non-qualified deferred compensation plan maintained for the purpose of providing
deferred compensation to a select group of management. We continuously evaluate market conditions and we expect in the future to purchase common equity securities.

The
principal risks inherent in holding mortgage-backed securities and other pass-through securities are prepayment and extension risks, which affect the timing of when cash
flows will be received. When interest rates decline, mortgages underlying mortgage-backed securities tend to be prepaid more rapidly than anticipated, causing early repayments. When interest rates
rise, the underlying mortgages tend to be prepaid at a slower rate than anticipated, causing the principal repayments to be extended. Although early prepayments may result in acceleration of income
from recognition of any unamortized discount, the proceeds typically are reinvested at a lower current yield, resulting in a net reduction of future investment income. In addition, in the current
market environment, such investments can also contain liquidity risks.

21

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The
following table reflects our investment results for each year in the three-year period ended December 31, 2007:

For the Years Ended December 31,2007

2006

2005Average cash and invested securities (at cost)

$
1,002,349

$
917,981

$
837,200Net investment income(1)

$
44,255

$
40,293

$
31,573Net effective yield(2)


4.4
%

4.4
%

3.8
%


---

Net
effective yield remained constant in 2007 from 2006 and net investment income increased primarily due to an $84,369 increase in average cash and cash equivalents (at cost). Net
effective yield and investment income increased in 2006 from 2005 primarily due to an increase of $80,780 in average cash and investment securities (at cost) and a shift to fixed maturity securities
from cash and cash equivalents related to management's investment strategy to lengthen the portfolio duration.

As
of December 31, 2007, our portfolio of fixed maturity investments was comprised entirely of investment grade corporate fixed maturity securities, U.S. government and agency
securities and asset-backed securities (i.e., all our securities received a rating assigned by Moody's of Baa or higher, except the few securities not rated by Moody's which received Standard
and Poor's ratings of A- or higher, as well as a rating assigned by the Securities Valuation Office of the National Association of Insurance Commissioners of 1 or 2.)

The
composition of our fixed income security portfolio by Moody's rating was as follows:

December 31, 2007Estimated
Fair Value

PercentU.S. Treasury securities and obligations of U.S. Government agencies

$
292,613

29.2
%Aaa/Aa


610,467

60.9A


53,931

5.4Baa


33,479

3.3Not rated (Standard & Poor's rating of A- or higher)


11,538

1.2Total

$
1,002,028

100.0
%


Ratings
are assigned by Moody's, or the equivalent, as discussed above. Such ratings are generally assigned upon the issuance of the securities and are subject to revision on the basis
of ongoing evaluations. Ratings in the table are as of the date indicated.

Moody's
rating system utilizes nine symbols to indicate the relative investment quality of a rated bond. Aaa rated bonds are judged to be of the best quality and are considered to carry
the smallest degree of investment risk. Aa rated bonds are also judged to be of high quality by all standards. Together with Aaa bonds, these bonds comprise what are generally known as high grade
bonds. Bonds rated A possess many favorable investment attributes and are considered to be upper medium grade obligations. Baa rated bonds are considered as medium grade obligations; they are neither
highly protected nor poorly secured. Bonds rated Ba or lower (those rated B, Caa, Ca and C) are considered to be too speculative to be of investment quality.

22

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The Securities Valuation Office of the National Association of Insurance Commissioners (the "SVO") evaluates all public and private bonds purchased as investments by insurance companies.
The SVO assigns one of six investment categories to each security it reviews. Category 1 is the highest quality rating and Category 6 is the lowest. Categories 1 and 2 are the
equivalent of investment grade debt as defined by rating agencies such as Standard & Poor's Ratings Services and Moody's, while Categories 3-6 are the equivalent of below
investment grade securities. SVO ratings are reviewed at least annually. At December 31, 2007, 91.1% of our fixed maturity investments were rated Category 1 and 8.9% of our fixed
maturity investments were rated Category 2, the two highest ratings assigned by the SVO. At December 31, 2007, we had no fixed maturity investments rated Category 3 or lower by
the SVO.

The
following table indicates the composition of our fixed income security portfolio (at carrying value) by time to maturity as of December 31, 2007:

December 31, 2007Estimated
Fair Value

PercentDue in one year or less

$
27,815

2.8
%Due after one year through five years


251,307

25.1Due after five years through ten years


166,928

16.7Due after ten years through twenty years


187,126

18.7Due after twenty years


8,462

0.8Asset-backed securities(1)


360,390

35.9Totals

$
1,002,028

100.0
%


---

Ratings

A.M. Best, which rates insurance companies based on factors of concern to policyholders, currently assigns Safety Insurance an "A (Excellent)" rating. Our "A"
rating was reaffirmed by A.M. Best on March 30, 2007. Such rating is the third highest rating of 13 ratings that A.M. Best assigns to solvent insurance companies, which currently
range from "A++ (Superior)" to "D (Very Vulnerable)." Publications of A.M. Best indicate that the "A" rating is assigned to those companies that in A.M. Best's opinion have a strong
ability to meet their obligations to policyholders over a long period of time. In evaluating a company's financial and operating performance, A.M. Best reviews the Company's profitability,
leverage and liquidity, as well as its book of business, the adequacy and soundness of its reinsurance, the quality and estimated fair value of its assets, the adequacy of its loss reserves, the
adequacy of its surplus, its capital structure, the experience and competence of its management and its market presence. A.M. Best's ratings reflect its opinion of an insurance company's
financial strength, operating performance and ability to meet its obligations to policyholders and are not evaluations directed to purchasers of an insurance company's securities.

In
assigning Safety Insurance's rating, A.M. Best recognized its excellent capitalization, sustained operating profitability, and favorable market position as an automobile
insurer in Massachusetts. A.M. Best also noted among our positive attributes: favorable operating earnings in recent years; our disciplined underwriting approach; and expertise in the highly
regulated Massachusetts automobile

23

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insurance
industry. A.M. Best cited other factors that partially offset these positive attributes, including our geographic concentration, elevated underwriting leverage and limited product
scope.

Supervision and Regulation

Introduction.Our principal operations are conducted through the Insurance Subsidiaries which are subject to comprehensive
regulation by the Division of Insurance, of which the Commissioner is the senior official. The Commissioner is appointed by the Governor. We are subject to the authority of the Commissioner in many
areas of our business under Massachusetts law, including:



In
addition, the Commissioner periodically conducts a financial examination of all licensees domiciled in Massachusetts. We were most recently examined for the five-year
period ending December 31, 2003. The Division had no material findings as a result of this examination.

Insurance Holding Company Regulation.Our principal operating subsidiaries are insurance companies, and therefore we are
subject to certain laws in Massachusetts regulating insurance holding company systems. These laws require that we file a registration statement with the Commissioner that discloses the
identity, financial condition, capital structure and ownership of each entity within our corporate structure and any transactions among the members of our holding company system. In some instances, we
must provide prior notice to the Commissioner for material transactions between our insurance company subsidiaries and other affiliates in our holding company system. These holding company statutes
also require, among other things, prior approval of the payment of extraordinary dividends or distributions and any acquisition of a domestic insurer.

Insurance Regulation Concerning Dividends.We rely on dividends from the Insurance Subsidiaries for our cash requirements.
The insurance holding company law of Massachusetts requires notice to the Commissioner of any dividend to the stockholders of an insurance company. The Insurance Subsidiaries may not make an
"extraordinary dividend" until thirty days after the Commissioner has received notice of the intended dividend and has not objected in such time. As historically administered by the Commissioner, this
provision requires the prior approval by the Commissioner of an extraordinary dividend. An extraordinary dividend is defined as any dividend or distribution that, together with other distributions
made within the preceding twelve months exceeds the greater of 10% of the insurer's surplus as of the preceding December 31, or the insurer's net income for the twelve-month period ending the
preceding December 31, in each case determined in accordance with statutory accounting practices. Under Massachusetts law, an insurer may pay cash dividends only from its unassigned funds, also
known as its earned surplus, and the insurer's remaining surplus must be both reasonable in relation to its outstanding liabilities and adequate to its financial needs. At year-end 2007,
the statutory surplus of Safety Insurance was $514,957 and its net income for 2007 was $83,375. A maximum of $83,375 will be available during 2008 for such dividends without prior approval of the
Commissioner.

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Acquisition of Control of a Massachusetts Domiciled Insurance Company.Massachusetts law requires advance approval by the
Commissioner of any change in control of an insurance company that is domiciled in Massachusetts. That law presumes that control exists where any person, directly or indirectly, owns, controls, holds
the power to vote or holds proxies representing 10% or more of our outstanding voting stock. Even persons who do not acquire beneficial ownership of more than 10% of the outstanding shares of our
common stock may be deemed to have acquired control if the Commissioner determines that control exists in fact. Any purchaser of shares of common stock representing 10% or more of the voting power of
our capital stock will be presumed to have acquired control of the Insurance Subsidiaries unless, following application by that purchaser the Commissioner determines that the acquisition does not
constitute a change of control or is otherwise not subject to regulatory review. These requirements may deter, delay or prevent transactions affecting the control of or the ownership of our common
stock, including transactions that could be advantageous to our stockholders.

Protection Against Insurer Insolvency.Massachusetts law requires that insurers licensed to do business in Massachusetts
participate in the Massachusetts Insurers Insolvency Fund ("Insolvency Fund"). The Insolvency Fund must pay any claim up to $300 of a policyholder of an insolvent insurer if the claim existed prior to
the declaration of insolvency or arose within sixty days after the declaration of insolvency. Members of the Insolvency Fund are assessed the amount the Insolvency Fund deems necessary to pay its
obligations and expenses in connection with handling covered claims. Subject to certain exceptions, assessments are made in the proportion that each member's net written premiums for the prior
calendar year for all property and casualty lines bore to the corresponding net written premiums for Insolvency Fund members for the same period. As a matter of Massachusetts law, insurance rates and
premiums include amounts to recoup any amounts paid by insurers for the costs of the Insolvency Fund. With respect to private passenger automobile insurance rates and premiums, the Commissioner has
historically made an adjustment in his or her annual rate decision reflecting any Insolvency Fund-related costs reported by the industry in its rate filing. By statute, no insurer in
Massachusetts may be assessed in any year an amount greater than two percent of that insurer's direct written premium for the calendar year prior to the assessment. We account for allocations from the
Insolvency Fund as underwriting expenses. In 2007 and 2005, we received a refund of prior year assessments of $112 and $50. In 2006, we incurred charges of $464 for our allocation from the Insolvency
Fund for the insolvencies of other insurers. CAR also assesses its members as a result of insurer insolvencies. Because CAR is not able to recover an insolvent company's share of the net CAR losses
from the Insolvency Fund, CAR must increase each of its member's share of the deficit in order to compensate for the insolvent carrier's inability to pay its deficit assessment. It is anticipated that
there will be additional assessments from time to time relating to various insolvencies.

The Insurance Regulatory Information System.The Insurance Regulatory Information System ("IRIS") was developed to help state
regulators identify companies that may require special financial attention. IRIS consists of a statistical phase and an analytical phase whereby financial examiners review annual statements and
financial ratios. The statistical phase consists of 12 key financial ratios based on year-end data that are generated annually from the database of the National Association of Insurance
Commissioners ("NAIC"). Each ratio has an established "usual range" of results. These ratios assist state insurance departments in executing their statutory mandate to oversee the financial condition
of insurance companies.

A
ratio result falling outside the usual range of IRIS ratios is not considered a failing result; rather, unusual values are viewed as part of the regulatory early monitoring system.
Furthermore, in some years, it may not be unusual for financially sound companies to have several ratios with results outside the usual ranges. Generally, an insurance company will become subject to
regulatory scrutiny if it falls outside the usual ranges of four or more of the ratios. In 2007, all our ratios for all our Insurance Subsidiaries were within the normal range, with the exception of
Change in Net Premiums

25

---



Written
for Safety Indemnity and Safety P&C due to a reapportionment of the participation percentages in the intercompany pooling agreement among the Insurance Subsidiaries effective January 1,
2007. In 2006 and 2005, all our ratios for both the Insurance Subsidiaries were within the normal range except for Net Change in Adjusted Policyholders' Surplus which exceeded the higher limit of the
range.

Risk Based Capital Requirements.The NAIC has adopted a formula and model law to implement risk based capital requirements
for most property and casualty insurance companies, which are designed to determine minimum capital requirements and to raise the level of protection that statutory surplus provides for policyholder
obligations. The risk based capital formula for property and casualty insurance companies measures three major areas of risk facing property and casualty insurers:



Under
Massachusetts law, insurers having less total adjusted capital than that required by the risk based capital calculation will be subject to varying degrees of regulatory action,
depending on the level of capital inadequacy.

The
risk based capital law provides for four levels of regulatory action. The extent of regulatory intervention and action increases as the level of total adjusted capital to risk based
capital falls. The first level, the company action level, as defined by the NAIC, requires an insurer to submit a plan of
corrective actions to the Commissioner if total adjusted capital falls below 200% of the risk based capital amount. The regulatory action level, as defined by the NAIC requires an insurer to submit a
plan containing corrective actions and requires the Commissioner to perform an examination or other analysis and issue a corrective order if total adjusted capital falls below 150% of the risk based
capital amount. The authorized control level, as defined by the NAIC, authorizes the Commissioner to take whatever regulatory actions he or she considers necessary to protect the best interest of the
policyholders and creditors of the insurer which may include the actions necessary to cause the insurer to be placed under regulatory control, i.e., rehabilitation or liquidation, if total
adjusted capital falls below 100% of the risk based capital amount. The fourth action level is the mandatory control level, as defined by the NAIC, which requires the Commissioner to place the insurer
under regulatory control if total adjusted capital falls below 70% of the risk based capital amount.

The
formulas have not been designed to differentiate among adequately capitalized companies that operate with higher levels of capital. Therefore, it is inappropriate and ineffective to
use the formulas to rate or to rank these companies. At December 31, 2007, our Insurance Subsidiaries had total adjusted capital in excess of amounts requiring company or regulatory action at
any prescribed risk based capital action level.

Regulation of Private Passenger Automobile Insurance in Massachusetts.Our principal line of business is Massachusetts
private passenger automobile insurance. As described in more detail above under "The Massachusetts Property and Casualty Insurance Market," prior to April 1, 2008 regulation of private
passenger automobile insurance in Massachusetts differed significantly from how this line of insurance is regulated in other states. These differences include the requirements that the premium rate we
and all insurers must charge is fixed and established by the Commissioner, that our ability and that of our competitors to deviate from the rate set by the Commissioner is restricted, and that some of
our insurance producers are assigned to us as a matter of law. Beginning April 1, 2008 Massachusetts has moved to Managed Competition and is transitioning to an assigned risk plan. See "The
Massachusetts Property and Casualty Insurance Market," as discussed above.

26

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Executive Officers and Directors

The table below sets forth certain information concerning our directors and executive officers as of the date of this annual report.

|Name                   |  | Age |  | Position                                                                    |  | Years
Employed
by Safety
|---------------------- |  | --- |  | --------------------------------------------------------------------------- |  | ------------------------
|David F. Brussard      |  | 56  |  | President, Chief Executive Officer and Chairman of the Board                |  | 32                      
|William J. Begley, Jr. |  | 53  |  | Vice President, Chief Financial Officer and Secretary                       |  | 22                      
|James D. Berry         |  | 48  |  | Vice PresidentInsurance Operations                                         |  | 25                      
|George M. Murphy       |  | 41  |  | Vice PresidentMarketing                                                    |  | 19                      
|Robert J. Kerton       |  | 61  |  | Vice PresidentClaims                                                       |  | 21                      
|David E. Krupa         |  | 47  |  | Vice PresidentClaims Operations                                            |  | 25                      
|Daniel D. Loranger     |  | 68  |  | Vice PresidentManagement Information Systems and Chief Information Officer |  | 27                      
|Edward N. Patrick, Jr. |  | 59  |  | Vice PresidentUnderwriting                                                 |  | 34                      
|A. Richard Caputo, Jr. |  | 42  |  | Director                                                                    |  |                        
|Frederic H. Lindeberg  |  | 67  |  | Director                                                                    |  |                        
|Peter J. Manning       |  | 69  |  | Director                                                                    |  |                        
|David K. McKown        |  | 70  |  | Director                                                                    |  |                        

David F. Brussardwas appointed Chairman of the Board in March 2004 and President and Chief Executive Officer ("CEO") in June 2001.
Mr. Brussard has served as a Director of the Company since October 2001. Since January 1999, Mr. Brussard has been the CEO and President of the Insurance Subsidiaries. Previously,
Mr. Brussard served as Executive Vice President of the Insurance Subsidiaries from 1985 to 1999 and as Chief Financial Officer and Treasurer of the Insurance Subsidiaries from 1979 to 1999.
Mr. Brussard has been employed by one or more of our subsidiaries for over 32 years. Mr. Brussard is also Chairman of the Governing Committee and a member of the Budget Committee,
Executive Committee and Nominating Committee of the Automobile Insurers Bureau of Massachusetts and is Chairman of the Governing Committee and a member of the Budget and Personnel Committee of CAR.
Mr. Brussard is also on the Board of Trustees of the Insurance Library Association of Boston.

William J. Begley, Jr.was appointed Chief Financial Officer, Vice President and Secretary of the Company on March 4, 2002. Since
January 1999, Mr. Begley has been the Chief Financial Officer and Treasurer of the Insurance Subsidiaries. Previously, Mr. Begley served as Assistant Controller of the Insurance
Subsidiaries from 1985 to 1987, as Controller from 1987 to 1990 and as Assistant Vice President/Controller from 1990 to 1999. Mr. Begley has been employed by the Insurance Subsidiaries for over
22 years. Mr. Begley also serves on the Audit Committee of CAR and is a member of the Board of Directors of the Massachusetts Insurers Insolvency Fund.

James D. Berrywas appointed Vice President of Insurance Operations of the Company on October 1, 2005. Mr. Berry has been
employed by the Insurance Subsidiaries for over 25 years and has directed the Company's Massachusetts Private Passenger line of business since 2001. Mr. Berry serves on the Market Review
Committee of CAR and the Personal Lines Rules and Forms Committee of the Automobile Insurers Bureau of Massachusetts. He also represents Safety on the Computer Sciences Corporation Series II
Advisory Council.

George M. Murphywas appointed Vice President of Marketing on October 1, 2005. Mr. Murphy has been employed by the Insurance
Subsidiaries for over 19 years and most recently served as Director of Marketing.

27

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Robert J. Kertonwas appointed Vice President of Casualty Claims of the Company on March 4, 2002. Mr. Kerton has served as
Vice President of Claims of the Insurance Subsidiaries since 1986 and has been employed by the Insurance Subsidiaries for over 21 years. Mr. Kerton previously served 18 years with
Allstate Insurance Company in various Massachusetts claim management assignments. Mr. Kerton serves as Chairman of the Claims Committee of the Automobile Insurers Bureau of Massachusetts, Vice
Chairman of the Claims Committee of CAR, and is a member of the Governing Board of the Massachusetts Insurance Fraud Bureau.

David E. Krupawas appointed Vice President of Property Claims of the Company on March 4, 2002. Mr. Krupa has served as Vice
President of Claims of the Insurance Subsidiaries since July 1990 and has been employed by the Insurance Subsidiaries for over 25 years. Mr. Krupa was first employed by the Company in
1982 and held a series of management positions in the Claims Department before being appointed Vice President in 1990. Mr. Krupa is a member of the Auto Damage Appraisers Licensing Board of
Massachusetts. In addition, Mr. Krupa has been a member of several claims committees both at the Automobile Insurers Bureau of Massachusetts and CAR.

Daniel D. Lorangerwas appointed Vice President of Management Information Systems of the Company on March 4, 2002. Mr. Loranger has
served as Vice President of Management Information Systems and Chief Information Officer of the Insurance Subsidiaries since 1980 and has been employed by the Insurance Subsidiaries for over
27 years. Mr. Loranger began his data processing career with Raytheon Manufacturing in 1960.

Edward N. Patrick, Jr.was appointed Vice President of Underwriting of the Company on March 4, 2002. Mr. Patrick has served
as Vice President of Underwriting of the Insurance Subsidiaries since 1979 and as Secretary since 1999. He has been employed by one or more of our subsidiaries for over 34 years.
Mr. Patrick has served on several committees of CAR, including the MAIP Steering, Actuarial, Market Review, Servicing Carrier, Statistical, Automation and Reinsurance Operations Committees.
Mr. Patrick has also served on the Operations Committee of CAR since 1984 and has served as its chairman since 1998. Mr. Patrick also is a member of the Board of Directors of the Liquor
Liability Joint Underwriting Association of Massachusetts.

A. Richard Caputo, Jr.has served as a director of the Company since June 2001. Mr. Caputo is a managing partner of The Jordan
Company, a private investment firm, which he has been with since 1990. Mr. Caputo is also a director of TAL International, Inc., Universal Technical Institute, Inc. and various
privately held companies.

Frederic H. Lindeberghas served as a director of the Company since August 2004. Mr. Lindeberg has had a consulting practice
providing taxation, management and investment counsel since 1991, focusing on finance, real estate, manufacturing and retail industries. Mr. Lindeberg retired in 1991 as
Partner-In-Charge of various KPMG tax offices, after 24 years of service where he provided both accounting and tax counsel to various clients. Mr. Lindeberg was
formerly an adjunct professor at Penn State Graduate School of Business. Mr. Lindeberg is currently a director of TAL International, Inc.

Peter J. Manninghas served as a director of the Company since September 2003. Mr. Manning retired in 2003 as Vice Chairman of
FleetBoston Financial, after 31 years with FleetBoston Financial Corporation (formerly BankBoston) where he also held the positions of Comptroller and Executive Vice President and Chief
Financial Officer. Mr. Manning started his career with Coopers & Lybrand in 1962 prior to his 1972 employment with BankBoston. He currently is a director of Thermo Fisher Scientific, and
various non-profit companies.

28

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David K. McKownhas served as director of the Company since November 2002. Mr. McKown has been a Senior Advisor to Eaton Vance
Management since 2000, focusing on business origination in real estate and asset-based loans. Mr. McKown retired in March 2000 having served as a Group Executive with BankBoston since 1993,
where he focused on acquisitions and high-yield bank debt financings. Mr. McKown has been in the banking industry for 47 years, worked for BankBoston for over 32 years
and had previously been the head of BankBoston's real estate department, corporate finance department, and a managing director of BankBoston's private equity unit. Mr. McKown is currently a
director of Global Partners L.P., of Newcastle Investment Corp., and various privately held companies.

ITEM 1A.    RISK FACTORS

An investment in our common stock involves a number of risks. Any of the risks described below could result in a significant or material
adverse effect on our results of operations or financial condition, and a corresponding decline in the market price of our common stock.

Because we are primarily a private passenger automobile insurance carrier, our business may be adversely affected by conditions in this industry.

Approximately 74.6% of our direct written premiums for the year ended December 31, 2007, were generated from private passenger automobile insurance
policies. As a result of our focus on that line of business, negative developments in the economic, competitive or regulatory conditions affecting the private passenger automobile insurance industry
could have a material adverse effect on our results of operations and financial condition. In addition, these developments would have a disproportionate effect on us, compared to insurers which
conduct operations in multiple business lines.

Because we write insurance only in Massachusetts, our business may be adversely affected by conditions in Massachusetts, including the potential affect
of the Commissioner's new Managed Competition.

All of our direct written premiums are currently generated in Massachusetts. Our revenues and profitability are therefore subject to prevailing regulatory,
economic, demographic, competitive and other conditions in Massachusetts. Changes in any of these conditions could make it more costly or difficult for us to conduct our business. Massachusetts has
recently enacted significant changes to the regulatory framework relating to private passenger automobile insurance. These changes include rate competition and restructuring the private passenger
automobile insurance residual market. The Commissioner intends that these changes will increase competition and result in lower premiums in private passenger automobile insurance in the state. We
cannot estimate how these regulatory changes will affect of private passenger automobile insurance business over the near and the long terms. Adverse results could include loss of market share,
decreased revenue, and/or increased costs. Additional competitors may enter the market in response to these changes; one national insurer recently announced that it would begin writing automobile
insurance in Massachusetts and others could follow. In addition, these developments would have a disproportionate effect on us, compared to insurers which conduct operations in multiple states.

On
June 20, 2007, we applied for admission in the State of New Hampshire for a Certificate of Authority to transact insurance business. On October 16, 2007, the State of
New Hampshire Insurance Department issued a Certificate of Authority for property and casualty insurance to each of the Insurance Subsidiaries. We anticipate that we will begin writing business in New
Hampshire late in 2008.

29

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We have exposure to claims related to severe weather conditions, which may result in an increase in claims frequency and severity.

We are subject to claims arising out of severe weather conditions, such as rainstorms, snowstorms and ice storms, that may have a significant effect on our
results of operations and financial condition. The incidence and severity of weather conditions are inherently unpredictable. There is generally an increase in claims frequency and severity under the
private passenger automobile insurance we write when severe weather occurs because a higher incidence of vehicular accidents and other insured losses tend to occur as a result of severe weather
conditions. In addition, we have exposure to an increase in claims frequency and severity under the homeowners and other property insurance we write because property damage may result from severe
weather conditions.

Because
some of our insureds live near the Massachusetts coastline, we also have a potential exposure to losses from hurricanes and major coastal storms such as Nor'easters. Although we
purchase catastrophe reinsurance to limit our exposure to these types of natural catastrophes, in the event of a major catastrophe resulting in property losses to us in excess of $280,000 our losses
would exceed the limits of this reinsurance in addition to losses from our quota share retention of a portion of the risk up to $280,000.

If we are not able to attract and retain independent agents, it could adversely affect our business.

We market our insurance solely through independent agents. We must compete with other insurance carriers for the business of independent agents. Some of our
competitors offer a larger variety of products, lower prices for insurance coverage or higher commissions. While we believe that the commissions and services we provide to our agents are competitive
with other insurers, changes in commissions, services or products offered by our competitors could make it harder for us to attract and retain independent agents to sell our insurance products.

Established competitors with greater resources may make it difficult for us to market our products effectively and offer our products at a profit.

The property and casualty insurance business is highly competitive and many of our competitors have substantially greater financial and other resources than us.
We compete with both large national writers and smaller regional companies. Further, our competitors include other companies which, like us, serve the independent agency market, as well as companies
which sell insurance directly to customers. Direct writers may have certain competitive advantages over agency writers, including increased name recognition, loyalty of the customer base to the
insurer rather than to an independent agency and, potentially, lower cost structures. A material reduction in the amount of business independent agents sell would directly and negatively affect our
profitability and our ability to compete with insurers that do not rely solely on the independent agency market to sell their products. Further, our Company and others compete on the basis of the
commissions and other cash and non-cash incentives provided to agents. Although a number of national insurers that are much larger than we are do not currently compete in a material way in
the Massachusetts personal auto market, if one or more of these companies decided to aggressively enter the market it could reduce our share of the Massachusetts market and thereby have a material
adverse effect on us. These companies include some that would be able to sustain significant losses in order to acquire market share, as well as others which use distribution methods that compete with
the independent agent channel. Recently, Progressive Corporation, a large insurer that markets directly to policyholders rather than through agents, announced that it would enter the Massachusetts
private passenger automobile insurance market. We are unable to predict the long-term effects on our business of the new Managed Competition regulatory environment.

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As a holding company, Safety Insurance Group, Inc. is dependent on the results of operations of the Safety Insurance Company.

Safety Insurance Group, Inc. is a company and a legal entity separate and distinct from Safety Insurance Company, our principal operating subsidiary. As a
holding company without significant operations of its own, the principal sources of Safety Insurance Group, Inc.'s funds are dividends and other distributions from Safety Insurance Company. Our
rights to participate in any distribution of assets of Safety Insurance Company are subject to prior claims of policyholders, creditors and preferred stockholders, if any, of Safety Insurance Company
(except to the extent that our rights, if any, as a creditor are recognized). Consequently, our ability to pay debts, expenses and cash dividends to our stockholders may be limited. The ability of
Safety Insurance Company to pay dividends is subject to limits under Massachusetts insurance law. Further, the ability of Safety Insurance Group, Inc. to pay dividends, and our subsidiaries'
ability to incur indebtedness or to use the proceeds of equity offerings, will be subject to limits under our revolving credit facility.

We are subject to comprehensive regulation by Massachusetts and our ability to earn profits may be restricted by these regulations.

General Regulation.We are subject to regulation by government agencies in Massachusetts, and we must obtain prior approval
for certain corporate actions. We must comply with regulations involving:



In
addition, insurance department examiners from Massachusetts perform periodic financial and market conduct examinations of insurance companies. Such regulation is generally intended
for the protection of policyholders rather than security holders.

Massachusetts
requires that all licensed property and casualty insurers bear a portion of the losses suffered by some insureds as a result of impaired or insolvent insurance companies by
participating in the Massachusetts Insurers Insolvency Fund ("Insolvency Fund"). Members of the Insolvency Fund are assessed a proportionate share of the obligations and expenses of the Insolvency
Fund in connection with an insolvent insurer. In 2007 and 2005, the Company received a refund of prior years' assessments from the Insolvency Fund of $112 and $50. In 2006, the Company received notice
of assessments from

31

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the
Insolvency Fund amounting to $464. These assessments were made by the Insolvency Fund to cover the cost of paying eligible claims of policyholders of these insolvent insurers, and by CAR, to
recover the shares of net CAR losses that would have been assessed to the insolvent companies but for their insolvencies. In addition, Massachusetts has established an underwriting association in
order to ensure that property insurance is available for owners of high risk property who are not able to obtain insurance from private insurers. The losses of this underwriting association are shared
by all insurers that write property and casualty insurance in Massachusetts. We are assessed from time to time to pay these losses. The effect of these assessments could reduce our profitability in
any given period and limit our ability to grow our business.

Because
we are unable to predict with certainty changes in the political, economic or regulatory environments in Massachusetts in the future, there can be no assurance that existing
insurance-related laws and regulations will not become more restrictive in the future or that new restrictive laws will not be enacted and, therefore, it is not possible to predict the potential
effects of these laws and regulations on us.

Massachusetts Personal Auto Regulation.We have been subject to the extensive regulation of the private passenger automobile
insurance industry in Massachusetts. Owners of registered automobiles are required to maintain minimum automobile insurance coverages. Historically, we have been required by law to issue a policy to
any applicant who seeks it. Prior to April 1, 2008 we were assigned certain agents that have been unable to obtain a voluntary contract with another insurer. We call these agents ERPs. In
addition, we are required to participate in a state mandated reinsurance program run by CAR, to which we cede certain undesirable risks and from which we are allocated a portion of the program's
overall losses. On April 1, 2008 an assigned risk plan ("MAIP") for private passenger automobile insurance starts a transition away from the prior system of ERPs assigned to Safety and begins
the assignment of individual risks to us. The MAIP will be fully implemented April 1, 2009 and replaces CAR as the private passenger automobile insurance residual market in Massachusetts. These
programs operate at an underwriting deficit and result in expense for us. Our ability to earn profits may be restricted by these requirements.

Our
marketing and underwriting strategies have been limited by maximum premium rates and minimum agency commission levels for personal automobile insurance, which are mandated by the
Commissioner. The Commissioner mandated an average rate decrease in private passenger automobile premiums of 11.7%, 8.7% and 1.7% for 2007, 2006 and 2005, respectively. The Commissioner mandated
average rate increases of 2.5% and 2.7% for 2004 and 2003, respectively, and no rate change for 2002. Beginning in April 1, 2008 Managed Competition begins in Massachusetts, and we have filed
and have been approved to decrease our rates 6.3% from the rates set by the Commissioner in 2007. We have also filed for an additional rate decrease of 0.2% to be effective May 1, 2008. In
addition, prior to April 1, 2008 the Commissioner annually established the minimum commission rate that insurers must pay their auto insurance agents. The Commissioner approved a commission
rate, as a percentage of premiums of 13.0%, 11.8%, and 10.9% in 2007, 2006, and 2005, respectively. We filed for and have been approved for a commission rate of 13.0% for 2008 which will take effect
on April 1, 2008.

We may enter new markets and there can be no assurance that our diversification strategy will be effective.

Although we intend to concentrate on our core businesses in Massachusetts, we also may seek to take advantage of prudent opportunities to expand our core
businesses into other states where we believe the independent agent distribution channel is strong. As a result of a number of factors, including the difficulties of finding appropriate expansion
opportunities and the challenges of operating in an unfamiliar market, we may not be successful in this diversification. Additionally, in order to carry out any such strategy we would need to obtain
the appropriate licenses from the insurance regulatory authority of any such state.

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On
June 20, 2007, we applied for admission in the State of New Hampshire for a Certificate of Authority to transact insurance business. On October 16, 2007, the State of
New Hampshire Insurance Department issued a Certificate of Authority for property and casualty insurance to each of the Insurance Subsidiaries. We anticipate that we will begin writing business in New
Hampshire late in 2008.

Our failure to maintain a commercially acceptable financial strength rating would significantly and negatively affect our ability to implement our
business strategy successfully.

A.M. Best has currently assigned Safety Insurance an "A (Excellent)" rating. An "A" rating is A.M. Best's third highest rating, out of 13 possible rating
classifications for solvent companies. An "A" rating is assigned to insurers that in A.M. Best's opinion have a strong ability to meet their ongoing obligations to policyholders. Moreover, an
"A" rating is assigned to companies that have, on balance, excellent balance sheet strength, operating performance and business profile when compared to the standards established by A.M.
Best. A.M. Best bases its ratings on factors that concern policyholders and not upon factors concerning investor protection. Such ratings are subject to change and are not recommendations to
buy, sell or hold securities. An important factor in an insurer's ability to compete effectively is its A.M. Best rating. Our A.M. Best rating is lower than those of some of our
competitors. Any future decrease in our rating could affect our competitive position.

Our losses and loss adjustment expenses may exceed our reserves, which could significantly affect our business.

The reserves for losses and loss adjustment expenses that we have established are estimates of amounts needed to pay reported and unreported claims and related
expenses based on facts and circumstances known to us as of the time we established the reserves. Reserves are based on historical claims information, industry statistics and other factors. The
establishment of appropriate reserves is an inherently uncertain process. If our reserves are inadequate and are strengthened, we would have to treat the amount of such increase as a charge to our
earnings in the period that the deficiency is recognized. As a result of these factors, there can be no assurance that our ultimate liability will not materially exceed our reserves and have a
negative effect on our results of operations and financial condition.

Due
to the inherent uncertainty of estimating reserves, it has been necessary, and may over time continue to be necessary, to revise estimated future liabilities as reflected in our
reserves for claims and policy expenses. The historic development of reserves for losses and loss adjustment expenses may not necessarily reflect future trends in the development of these amounts.
Accordingly, it is not appropriate to extrapolate redundancies or deficiencies based on historical information.

If we lose key personnel, our ability to implement our business strategy could be delayed or hindered.

Our future success depends significantly upon the efforts of certain key management personnel, including David F. Brussard, our Chief Executive Officer and
President. We have entered into employment agreements with Messrs. Brussard, Begley, Kerton, Krupa, Loranger, Patrick, Murphy, and Berry, the eight members of our Management Team. The loss of
key personnel could prevent us from
fully implementing our business strategy and could significantly and negatively affect our financial condition and results of operations. As we continue to grow, we will need to recruit and retain
additional qualified management personnel, and our ability to do so will depend upon a number of factors, such as our results of operations and prospects and the level of competition then prevailing
in the market for qualified personnel.

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Market fluctuations and changes in interest rates can have significant and negative effects on our investment portfolio.

Our results of operations depend in part on the performance of our invested assets. As of December 31, 2007, based upon fair value measurement, 99.3% of
our investment portfolio was invested in fixed maturity securities and 0.7% in common equity securities. Certain risks are inherent in connection with debt securities including loss upon default and
price volatility in reaction to changes in interest rates and general market factors.

We
have significant investment portfolios and adverse capital market conditions, including but not limited to volatility and credit spread changes, will impact the liquidity and value of
our investments, potentially resulting in higher realized or unrealized losses. Values of our investments can also be impacted by reductions in price transparency and changes in investor confidence
and preferences, potentially resulting in higher realized or unrealized losses.

We may not be able to successfully alleviate risk through reinsurance arrangements which could cause us to reduce our premiums written in certain lines
or could result in losses.

In order to reduce risk and to increase our underwriting capacity, we purchase reinsurance. The availability and the cost of reinsurance protection is subject to
market conditions, which are outside of our control. As a result, we may not be able to successfully alleviate risk through these arrangements. For example, if reinsurance capacity for homeowners
risks were reduced as a result of terrorist attacks, climate change or other causes, we might seek to reduce the amount of homeowners business we write. In addition, we are subject to credit risk with
respect to our reinsurance because the ceding of risk to reinsurers does not relieve us of our liability to our policyholders. A significant reinsurer's insolvency or inability to make payments under
the terms of a reinsurance treaty could have a material adverse effect on our results of operations and financial condition.

There are anti-takeover provisions contained in our organizational documents and in laws of the State of Delaware and the Commonwealth of
Massachusetts that could impede an attempt to replace or remove our management or prevent the sale of our company, which could diminish the value of our common stock.

Our certificate of incorporation, bylaws and the laws of Delaware contain provisions that may delay, deter or prevent a takeover attempt that stockholders might
consider in their best interests. For example, our organizational documents provide for a classified board of directors with staggered terms, prevent stockholders from taking action by written
consent, prevent stockholders from calling a special meeting of stockholders, provide for supermajority voting requirements to amend our certificate of incorporation and certain provisions of our
bylaws and provide for the filling of vacancies on our board of directors by the vote of a majority of the directors then in office. These provisions will render the removal of the incumbent board of
directors or management more difficult. In addition, these provisions may prevent stockholders from receiving the benefit of any premium over the market price of our common stock offered by a bidder
in a potential takeover. Even in the absence of a takeover attempt, the existence of these provisions may adversely affect the prevailing market price of our common stock if they are viewed as
discouraging takeover attempts in the future.

The
Massachusetts insurance law prohibits any person from acquiring control of us, and thus indirect control of Safety Insurance Group, Inc., without the prior approval of the
Commissioner. That law presumes that control exists where any person, directly or indirectly, owns, controls, holds the power to vote or holds proxies representing 10% or more of our outstanding
voting stock. Even persons who do not acquire beneficial ownership of more than 10% of the outstanding shares of our common stock may be deemed to have acquired such control if the Commissioner
determines that such control exists in fact. Therefore, any person seeking to acquire a controlling interest in us would face

34

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regulatory
obstacles which could delay, deter or prevent an acquisition that stockholders might consider in their best interests.

Section 203
of the General Corporation Law of Delaware, the jurisdiction in which the Company is organized, may affect the ability of an "interested stockholder" to engage in
certain business combinations including mergers, consolidations or acquisitions of additional shares, for a period of three years following the time that the stockholder becomes an interested
stockholder. An interested stockholder is defined to include persons owning directly or indirectly 15% or more of the outstanding voting stock of the corporation.

Future sales of shares of our common stock by our existing stockholders in the public market, or the possibility or perception of such future sales,
could adversely affect the market price of our stock.

Investors currently known to be the beneficial owners of greater than 5.0% of our outstanding common stock, hold approximately 19.8% of the common stock of Safety
Insurance Group, Inc. on a fully diluted basis. No prediction can be made as to the effect, if any, that future sales of shares by our existing stockholders, or the availability of shares for
future sale, will have on the prevailing market price of our common stock from time to time. Sales of substantial amounts of our common stock in the public market by our existing stockholders, or the
possibility or perception that such sales could occur, could cause the prevailing market prices for our common stock to decrease. If such sales reduce the market price of our common stock, our ability
to raise additional capital in the equity markets may be adversely affected.

ITEM 1B.    UNRESOLVED STAFF COMMENTS

As of the date of this report, the Company had no unresolved comments from the Commission staff regarding its periodic or current reports under the Exchange Act.

ITEM 2.    PROPERTIES

We conduct most of our operations in approximately 99 thousand square feet of leased space at 20 Custom House Street in downtown Boston,
Massachusetts. Our lease expires in December 2018.

ITEM 3.    LEGAL PROCEEDINGS

Our Insurance Subsidiaries are parties to a number of lawsuits arising in the ordinary course of their insurance business. We believe that the ultimate resolution
of these lawsuits will not, individually or in the aggregate, have a material adverse effect on our financial condition. Other than these lawsuits, we are not involved in any legal proceedings.

ITEM 4.    SUBMISSION OF MATTERS TO A VOTE OF SECURITY HOLDERS

There were no matters submitted to a vote of the Company's shareholders during the fourth quarter of 2007.

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PART II.

ITEM 5.    MARKET FOR THE REGISTRANT'S COMMON EQUITY, RELATED STOCKHOLDER MATTERS AND ISSUER PURCHASES OF EQUITY SECURITIES

As of March 10, 2008, there were 27 holders of record of the Company's common stock, par value $0.01 per share, and we estimate another 11,400 held in "Street
Name."

The
Company's common stock (symbol: SAFT) is listed on the NASDAQ Global Select Market. The following table sets forth the high and low close prices per share for each full quarterly
period within the Company's two most recent fiscal years.

2007

High

LowFirst quarter

$
50.89

$
38.00Second quarter

$
43.60

$
39.30Third quarter

$
41.70

$
31.51Fourth quarter

$
38.51

$
34.47


|
|

2006

High

LowFirst quarter

$
46.31

$
37.50Second quarter

$
50.08

$
40.80Third quarter

$
56.03

$
46.40Fourth quarter

$
53.96

$
48.61


The
closing price of the Company's common stock on March 10, 2008 was $35.80 per share.

During
2007, the Company declared and paid four quarterly cash dividends to stockholders, which totaled $21,048. During 2006, the Company declared and paid four quarterly cash dividends
to
stockholders, which totaled $13,733. The Company's Board of Directors declared a quarterly cash dividend on February 15, 2008, of $0.40 per share to stockholders of record on March 3,
2008, payable on March 14, 2008. The Company plans to continue to declare and pay quarterly cash dividends in 2008, depending on the Company's financial position and the regularity of its cash
flows.

The
Company relies on dividends from its Insurance Subsidiaries for a portion of its cash requirements. The payment by the Company of any cash dividends to the holders of common stock
therefore depends on the receipt of dividend payments from its Insurance Subsidiaries. The payment of dividends by the Insurance Subsidiaries is subject to limitations imposed by Massachusetts law, as
discussed in Item 1, Business, Supervision and Regulation, "Insurance Regulation Concerning Dividends", and also in Item 7Management's Discussion and Analysis of Financial
Condition and Results of Operations, Liquidity and Capital Resources.

The
information called for by Item 201 (d) of Regulation S-K regarding securities authorized for issuance under equity compensation plans will be
contained in the Company's Proxy Statement for its Annual Meeting of Shareholders, to be held on May 16, 2008 in Boston, MA, which the company intends to file with the U.S. Securities and
Exchange Commission within 120 days after December 31, 2007 (the Company's fiscal year end), and such information is incorporated herein by reference.

On
August 3, 2007, the Board of Directors approved a share repurchase program of up to $30,000 of the Company's outstanding common shares. Under the program, the Company may
repurchase shares of its common stock for cash in public or private transactions, in the open market or otherwise, at management's discretion. The timing of such repurchases and actual number of
shares repurchased depend on a variety of factors including price, market conditions and applicable regulatory and corporate requirements. The program does not require the Company to repurchase any
specific number of shares and may be modified, suspended or terminated at any time without prior notice. No treasury stock repurchases occurred during the fourth quarter of 2007.

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COMMON STOCK PERFORMANCE GRAPH

Set forth below is a line graph comparing the dollar change in the cumulative total shareholder return on the Company's Common Stock, for the period beginning on
November 27, 2002 (the close of the Company's IPO and first trade date for the Company's common stock) and ending on December 31, 2007, with the cumulative total return of the NASDAQ
Stock Market Index and a peer group comprised of six selected property & casualty insurance companies over the same period. The peer group consists of Baldwin & Lyons, Inc., the
Commerce Group, Inc., Mercury General Corp., State Auto Financial Corp., Selective Insurance Group, Inc., and Donegal Group. The graph shows the change in
value of an initial $100 investment on November 27, 2002, assuming re-investment of all dividends.

Comparative Cumulative Total Returns since 11/27/2002 IPO Among
Safety Insurance Group, Inc.,
Property & Casualty Insurance Peer Group and the NASDAQ Stock Market Index

GRAPHIC

The
foregoing performance graph and data shall not be deemed "filed" as part of this Form 10-K for purposes of Section 18 of the Securities Exchange Act of 1934
or otherwise subject to the liabilities of that section and should not be deemed incorporated by reference into any other filing of the Company under the Securities Act of 1933 or the Securities
Exchange Act of 1934, except to the extent the Company specifically incorporates it by reference into such filing.

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ITEM 6. SELECTED FINANCIAL DATA

The following table sets forth our selected historical consolidated financial data as of and for each of the five years ended December 31, 2007.

The
selected historical consolidated financial data for the years ended December 31, 2007, 2006 and 2005 and as of December 31, 2007, 2006, and 2005 have been derived from
the financial statements of Safety Insurance Group, Inc. included in this annual report which have been audited by PricewaterhouseCoopers LLP, an independent registered public accounting
firm. The selected historical consolidated financial data for the years ended December 31, 2004 and 2003 and as of December 31, 2004 and 2003 have been derived from Safety Insurance
Group, Inc.'s consolidated financial statements not included in this annual report, which have been audited by PricewaterhouseCoopers LLP.

We
have prepared the selected historical consolidated financial data, other than statutory data, in conformity with U. S. generally accepted accounting principles ("GAAP"). We have
derived the statutory data from the annual statements of our Insurance Subsidiaries filed with insurance regulatory authorities, which were prepared in accordance with statutory accounting practices,
which vary in certain respects from GAAP.

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The
selected financial data presented below should be read in conjunction with "Management's Discussion and Analysis of Financial Condition and Results of Operations" and the
consolidated financial statements and the accompanying notes included in this Form 10-K in order to more fully understand the historical consolidated financial data.

|                                                              |                | For the Year Ended December 31,
|------------------------------------------------------------- | -------------- | -------------------------------
|
|Direct written premiums                                       |                | $                              
|Net written premiums                                          |                |                                
|Net earned premiums                                           |                |                                
|Investment income                                             |                |                                
|Net realized (losses) gains on investments                    |                |                                
|Finance and other service income                              |                |                                
|                                                              |                |                                
|                                                              | Total revenue  |                                
|                                                              |                |                                
|Loss and loss adjustment expenses                             |                |                                
|Underwriting, operating and related expenses                  |                |                                
|Interest expenses                                             |                |                                
|                                                              |                |                                
|                                                              | Total expenses |                                
|                                                              |                |                                
|Income before income taxes                                    |                |                                
|Income tax expense                                            |                |                                
|                                                              |                |                                
|Net income                                                    |                | $                              
|                                                              |                |                                
|Net income per common share available to common shareholders: |                |                                
|                                                              | Basic          |                                
|                                                              |                |                                
|                                                              | Diluted        |                                
|                                                              |                |                                
|Cash dividends paid per common share                          |                | $                              
|                                                              |                |                                
|Weighted average number of common shares outstanding:         |                |                                
|                                                              | Basic          |                                
|                                                              |                |                                
|                                                              | Diluted        |                                
|                                                              |                |                                

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|                    |                                              | Year Ended December 31, |  
|------------------- | -------------------------------------------- | ----------------------- | -
|
|Balance Sheet Data: |                                              |                         |  
|                    | Total cash and investment securities         |                         | $
|                    | Total assets                                 |                         |  
|                    | Losses and loss adjustment expenses reserves |                         |  
|                    | Total debt                                   |                         |  
|                    | Total liabilities                            |                         |  
|                    | Total shareholders' equity                   |                         |  
|Statutory Data:     |                                              |                         |  
|                    | Policyholders' surplus (at period end)       |                         | $
|                    | Loss ratio(1)                                |                         |  
|                    | Expense ratio(1)                             |                         |  
|                    |                                              |                         |  
|                    | Combined ratio(1)                            |                         |  
|                    |                                              |                         |  
|GAAP Ratios:        |                                              |                         |  
|                    | Loss ratio(1)                                |                         |  
|                    | Expense ratio(1)                             |                         |  
|                    |                                              |                         |  
|                    | Combined ratio(1)                            |                         |  
|                    |                                              |                         |  

---

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ITEM 7.    MANAGEMENT'S DISCUSSION AND ANALYSIS OF FINANCIAL CONDITION AND RESULTS OF OPERATIONS

The following discussion should be read in conjunction with our accompanying consolidated financial statements and notes thereto, which
appear elsewhere in this document. In this discussion, all dollar amounts are presented in thousands, except share and per share data.

The following discussion contains forward-looking statements. We intend statements which are not historical in nature to be, and are hereby identified as
"forward-looking statements" to be covered by the safe harbor provisions of the Private Securities Litigation Reform Act of 1995. In addition, the Company's senior management may make forward-looking
statements orally to analysts, investors, the media and others. This safe harbor requires that we specify important factors that could cause actual results to differ materially from those contained in
forward-looking statements made by or on behalf of us. We cannot promise that our expectations in such forward-looking statements will turn out to be correct. Our actual results could be materially
different from and worse than our expectations. See "Forward-Looking Statements" below for specific important factors that could cause actual results to differ materially from those contained in
forward-looking statements.

Executive Summary and Overview

In this discussion, "Safety" refers to Safety Insurance Group, Inc. and "our Company," "we," "us" and "our" refer to Safety Insurance Group, Inc.
and its consolidated subsidiaries. Our subsidiaries consist of Safety Insurance Company ("Safety Insurance"), Safety Indemnity Insurance Company ("Safety Indemnity"), Safety Property and Casualty
Insurance Company ("Safety P&C"), Whiteshirts Asset Management Corporation ("WAMC"), and Whiteshirts Management Corporation, which is WAMC's holding company.

We
are a leading provider of private passenger automobile insurance in Massachusetts. In addition to private passenger automobile insurance (which represented 74.6% of our direct written
premiums in 2007), we offer a portfolio of other insurance products, including commercial automobile (13.3% of 2007 direct written premiums), homeowners (9.3% of 2007 direct written premiums),
dwelling fire,
umbrella and business owner policies (totaling 2.8% of 2007 direct written premiums). Operating exclusively in Massachusetts through our insurance company subsidiaries, Safety Insurance, Safety
Indemnity, and Safety P&C, which was formed in December 2006, (together referred to as the "Insurance Subsidiaries"), we have established strong relationships with 814 independent insurance agents in
916 locations throughout Massachusetts. We have used these relationships and our extensive knowledge of the Massachusetts market to become the second largest private passenger automobile and third
largest commercial automobile insurance carrier in Massachusetts, capturing an approximate 11.4% and 11.1% share respectively of the Massachusetts automobile market in 2007, according to the CAR
Cession Volume Analysis Report of January 18, 2008, based on automobile exposures. These statistics total, for each vehicle insured, the number of months during the year insurance for that
vehicle is in effect, to arrive at an aggregate number of car-months for each insurer; this aggregate number, divided by 12, equals the insurer's number of car-years, a measure
we refer to in this discussion as automobile exposures.

Massachusetts Automobile Insurance Market

We have been subject to extensive regulation in the private passenger automobile insurance industry in Massachusetts, which represented 74.6% of our direct
written premiums in 2007. Owners of registered automobiles in Massachusetts are required to maintain minimum automobile insurance coverage. The Commissioner of Insurance (the "Commissioner") had fixed
and established the maximum rates that could be charged for private passenger automobile insurance. As a servicing carrier of CAR, we were required to issue a policy to all qualified applicants. This
program operates at an

41

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underwriting
deficit. This deficit is allocated among every Massachusetts automobile insurance company, including us, based on a complex formula that takes into consideration a company's voluntary
market share, the rate at which it cedes business to CAR, and the company's utilization of a credit system CAR has designed to encourage carriers to reduce their use of CAR. In addition, based on our
market share, we have been assigned certain licensed producers by CAR that have been unable to obtain a voluntary contract with another insurer. We call these agents Exclusive Representative
Producers, or ERPs. As a servicing carrier of CAR, we were required to issue a policy to all qualified applicants.

On
July 16, 2007, the Commissioner issued two decisions that significantly change how private passenger automobile insurance will be regulated in Massachusetts. In the first
decision, the Commissioner announced that she would not fix and establish the maximum premium rates that can be charged for private passenger automobile insurance policies issued or renewed after
April 1, 2008. In a letter accompanying the decision, the Commissioner stated that in place of the "fixed and established" system, she would institute a system that introduces competitive
pricing to the Massachusetts private passenger automobile insurance market, which the Commissioner has described as "managed competition" ("Managed Competition") to the private passenger automobile
insurance market. On October 5, 2007, the Commissioner issued a Competitive Rating Regulation; 211 CMR 79.00: Private Passenger Motor Vehicle Insurance Rates that describes the technical
details of Managed Competition (the "Regulation"). There are three types of filings in the Regulation:



In
addition, the Regulation prohibits the following rating and underwriting factors:



The
Commissioner has also issued a number of "Regulatory Review Standards Applicable to Private Passenger Motor Vehicle Insurance" (the "Rating Bulletins"). Rating Bulletins
2007-07 and 2007-08 limit rates to not more than 110% of what the 2007 premium rate level would have been for each risk. Rating Bulletin 2007-10 sets standards for
filing policy forms and application for insurance. Rating Bulletin 2007-11 offers guidance on required and optional discounts, and Rating Bulletin

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2007-12
limits the ability of companies to offer different rate levels within companies of the same insurance group.

In
the second decision, the Commissioner approved and set a time table for the implementation of new CAR rules pursuant to which the current reinsurance program run by CAR will be
replaced with an assigned risk plan. Under these new rules, we will no longer be assigned ERPs whose business we must insure (subject to the option of ceding it to CAR) and, instead, we will be
assigned individual policies by CAR. The MAIP will begin with business effective on or after April 1, 2008 for new business and those risks that have 10 or more Safe Driver Points. The last
policy effective date on which any risk can be ceded to CAR in accordance with the current reinsurance program is March 31, 2009. We are not able at this time to determine what effect these new
CAR rules will have on our business.

The
Commissioner's decision to implement an assigned risk plan brought to a close a lengthy period of regulatory and judicial consideration of the Massachusetts private passenger
residual market.

CAR
runs a reinsurance pool for commercial automobile policies and beginning January 1, 2006, CAR implemented a Limited Servicing Carrier Program ("LSC") for ceded commercial
automobile policies. CAR approved Safety and five other servicing carriers through a Request for Proposal to process approximately $180,000 of ceded commercial automobile business based on CAR data as
of December 31, 2006, which was spread equitably among the six servicing carriers. Each Massachusetts commercial automobile insurer must bear a portion of the losses of the commercial
reinsurance pool that is serviced by the six servicing carriers in the LSC program. Subject to Commissioner review, CAR sets the premium rates for commercial automobile policies reinsured through CAR
and this reinsurance pool can generate an underwriting result that is a profit or deficit based upon CAR's rate level. This underwriting result is allocated among every Massachusetts commercial
automobile insurance company, including us, based on a company's commercial automobile voluntary market share.

CAR
also runs a reinsurance pool for Taxi, Limousine and Car Service risks (the "Taxi/Limo Program"). On April 25, 2007, Safety submitted through a Request for Proposal a bid to
process a portion of the Taxi/Limo Program. CAR approved Safety as one of the two servicing carriers for this program beginning January 1, 2008. Based on CAR data, Safety would process
approximately half of the $18,000 of the ceded Taxi/Limo business.

As
noted above, in 2007 and previous years, the Commissioner set the maximum premium rates that could be charged and minimum commissions that had to be paid to agents for private
passenger automobile insurance. Beginning in 2007, the effective date of the Commissioner's rate decision was April 1st as compared to January 1st of 2006 and prior rate
decisions. The 2006 rates were in effect from January 1, 2006 until March 31, 2007. The Commissioner announced on December 15, 2006, an 11.7% statewide average private passenger
automobile insurance rate decrease for 2007, compared to an 8.7% decrease for 2006. Coinciding with the 2007 rate decision, the Commissioner also approved a 13.0% commission rate agents receive for
selling private passenger automobile insurance, as a percentage of premiums, compared to a commission rate of 11.8% in 2006.

Under
Managed Competition, Safety filed for a 6.3% rate decrease effective April 1 2008. On December 15, 2007 the Commissioner put our rates on file at the Division of
Insurance. However on December 17, 2007 the Attorney General appealed our filing alleging that our rates were excessive, specifically because of 1) the cost of capital and asset returns
in the profit provision; 2) inclusion in the expense provision of contingent commissions; and 3) Safety's loss trends. After a hearing the Commissioner ruled on January 25, 2008
that Safety had met the burden of proof regarding the issues brought by the Attorney General, and our rates are not disapproved. The Attorney General on February 15, 2008 notified the
Commissioner that she would not appeal the Commissioner's decision on our filing. We received approval for an additional rate decrease of 0.2% to be effective May 1, 2008.

43

---



Our
direct written premiums increased by 20.0% between 2002 and 2007, from $516,556 to $619,848. However, our direct written premiums decreased by 1.5% between 2006 and 2007 as a result
of the state mandated private passenger automobile rate decrease effective April 1, 2007. We anticipate a further reduction in private passenger automobile direct written premiums for 2008 as a
result of Managed Competition rate decreases effective April 1, 2008.

Our
average premium for the year ended December 31, 2007 decreased by 5.5% from the year ended December 31, 2006 primarily as a result of the state mandated average rate
change. The table below shows average Massachusetts-mandated private passenger automobile premium rate changes and changes in our average premium per automobile exposure.

Massachusetts Private Passenger Rate Decisions

Year

State Mandated
Average Rate
Change(1)

Safety Change in
Average Premium per
Automobile Exposure(2)2007

(11.7
)%
(5.5
)%2006

(8.7
)%
(6.8
)%2005

(1.7
)%
0.1
%2004

2.5
%
6.1
%2003

2.7
%
6.9
%2002

0.0
%
5.2
%2001

(8.3
)%
0.0
%2000

0.7
%
7.4
%1999

0.7
%
10.9
%1998

(4.0
)%
2.8
%


---

Statutory Accounting Principles

Our results are reported in accordance with GAAP, which differ from amounts reported in accordance with statutory accounting principles ("SAP") as prescribed by
insurance regulatory authorities. Specifically, under GAAP:



44

---





Insurance Ratios

The property and casualty insurance industry uses the combined ratio as a measure of underwriting profitability. The combined ratio is the sum of the loss ratio
(losses and loss adjustment expenses incurred as a percent of net earned premiums) plus the expense ratio (underwriting expenses as a percent of net written premiums, if calculated on a SAP basis, or
net earned premiums, if calculated on a GAAP basis). The combined ratio reflects only underwriting results, and does not include income from investments or finance and other service income.
Underwriting profitability is subject to significant fluctuations due to competition, catastrophic events, weather, economic and social conditions and other factors.

Our
statutory insurance ratios are outlined in the following table:

For the Years Ended December 31,2007

2006

2005Statutory Ratios:Loss Ratio

61.5
%
56.6
%
61.9
%Expense Ratio

28.3

26.2

23.4Combined Ratio

89.8
%
82.8
%
85.3
%


Under
GAAP, the loss ratio is computed in the same manner as under SAP, but the expense ratio is determined by matching underwriting expenses to the period over which net premiums were
earned, rather than to the period that net premiums were written.

Our
GAAP insurance ratios are outlined in the following table:

For the Years Ended December 31,2007

2006

2005GAAP Ratios:Loss Ratio

61.5
%
56.6
%
61.9
%Expense Ratio

28.0

26.0

23.5Combined Ratio

89.5
%
82.6
%
85.4
%


Stock-Based Compensation

On June 25, 2002, the Board adopted the 2002 Management Omnibus Incentive Plan (the "Incentive Plan"). The Incentive Plan provides for a variety of awards,
including nonqualified stock options ("NQSOs"), stock appreciation rights and restricted stock ("RS") awards.

45

---



On
March 10, 2006, the Board of Directors ("Board") of the Company approved amendments to the Incentive Plan, subject to shareholder approval, to (i) increase the number of
shares of common stock available for issuance by 1,250,000 shares, (ii) remove obsolete provisions, and (iii) make other non-material changes. A total of 1,250,000 shares of
common stock had previously been authorized for issuance under the Incentive Plan. The Incentive Plan, as amended, was approved by the shareholders at the 2006 Annual Meeting of Shareholders which was
held on May 19, 2006. Under the Incentive Plan, as amended, the maximum number of shares of common stock with respect to which awards may be granted is 2,500,000. As of December 31,
2007, there were 1,183,190 shares available for future grant. The Board and the Compensation Committee intend to issue more awards under the Incentive Plan in the future. Grants outstanding under the
Incentive Plan as of December 31, 2007, were comprised of 186,751 restricted shares and 334,588 nonqualified stock options.

Grants
made under the Incentive Plan are as follows:

|Type of
Equity
Awarded |  | Effective Date    |  | Number of
Awards
Granted |  | Exercise
Price(1) or
Fair Value(2)
per Share |       | Vesting Terms |                       | Expiration Date
|---------------------- |  | ----------------- |  | ------------------------ |  | -------------------------------------------- | ----- | ------------- | --------------------- | ---------------
|NQSOs                  |  | November 27, 2002 |  | 379,000                  |  | $                                            | 12.00 | (1)           | 5 years, 20% annually |                
|NQSOs                  |  | February 20, 2003 |  | 99,000                   |  | $                                            | 13.30 | (1)           | 5 years, 20% annually |                
|NQSOs                  |  | March 31, 2003    |  | 292,000                  |  | $                                            | 13.03 | (1)           | 3 years, 30%-30%-40%  |                
|NQSOs                  |  | August 21, 2003   |  | 10,000                   |  | $                                            | 15.89 | (1)           | 5 years, 20% annually |                
|NQSOs                  |  | March 25, 2004    |  | 111,000                  |  | $                                            | 18.50 | (1)           | 5 years, 20% annually |                
|RS                     |  | March 25, 2004    |  | 70,271                   |  | $                                            | 18.50 | (2)           | 3 years, 30%-30%-40%  |                
|NQSOs                  |  | August 30, 2004   |  | 10,000                   |  | $                                            | 21.40 | (1)           | 5 years, 20% annually |                
|NQSOs                  |  | March 16, 2005    |  | 78,000                   |  | $                                            | 35.23 | (1)           | 5 years, 20% annually |                
|RS                     |  | March 16, 2005    |  | 56,770                   |  | $                                            | 35.23 | (2)           | 3 years, 30%-30%-40%  |                
|RS                     |  | March 16, 2005    |  | 4,000                    |  | $                                            | 35.23 | (2)           | No vesting period(3)  |                
|NQSOs                  |  | March 10, 2006    |  | 126,225                  |  | $                                            | 42.85 | (1)           | 5 years, 20% annually |                
|RS                     |  | March 10, 2006    |  | 58,342                   |  | $                                            | 42.85 | (2)           | 3 years, 30%-30%-40%  |                
|RS                     |  | March 10, 2006    |  | 4,000                    |  | $                                            | 42.85 | (2)           | No vesting period (3) |                
|RS                     |  | February 26, 2007 |  | 65,760                   |  | $                                            | 45.62 | (2)           | 3 years, 30%-30%-40%  |                
|RS                     |  | February 26, 2007 |  | 4,000                    |  | $                                            | 45.62 | (2)           | No vesting period(3)  |                
|RS                     |  | March 22, 2007    |  | 49,971                   |  | $                                            | 38.78 | (2)           | 5 years, 20% annually |                

---

Reinsurance

We reinsure with other insurance companies a portion of our potential liability under the policies we have underwritten, thereby protecting us against an
unexpectedly large loss or a catastrophic occurrence that could produce large losses, primarily in our homeowners line of business. We use various software products to measure our exposure to
catastrophe losses and the probable maximum loss to us for catastrophe losses such as hurricanes. The models include estimates for our share of the catastrophe losses generated in the residual market
for property insurance by the Massachusetts Property Insurance Underwriting Association. In the aftermath of Hurricane Katrina in 2005, the reinsurance market has seen from the various software
modelers, increases in the estimate of damage from hurricanes in the southern and northeast portions of the United States due to revised estimations of increased hurricane activity and increases in
the estimation of demand surge in the periods following

46

---



a
significant event. We continue to adjust our reinsurance programs as a result of the changes to the models. As of January 2008, our catastrophe reinsurance provides gross per occurrence reinsurance
coverage up to $280,000. As a result of the changes to the models, and our revised reinsurance program, our catastrophe reinsurance protects us in the event of a "208-year storm" (that is,
a storm of a severity expected to occur once in a 208-year period). Swiss Re, our primary reinsurer, maintains an A.M. Best rating of "A+" (Superior). All of our other reinsurers
have an A.M. Best rating of "A" (Excellent) or better except for Folksamerica, Montpelier, New Castle and PARIS RE which are rated "A-" (Excellent). We are a participant in CAR, a
state-established body that runs the residual market reinsurance programs for both private passenger and commercial automobile insurance in Massachusetts under which premiums, expenses, losses and
loss adjustment expenses on ceded business are shared by all insurers writing automobile insurance in Massachusetts. We also participate in the Massachusetts Property Insurance Underwriting
Association ("FAIR Plan") in which premiums, expenses, losses and loss adjustment expenses on homeowners business that cannot be placed in the voluntary market are shared by all insurers writing
homeowners insurance in Massachusetts. The FAIR Plan has grown dramatically over the past few years as insurance carriers have reduced their exposure to coastal property. The FAIR Plan's exposure to
catastrophe losses has increased and as a result the FAIR Plan has decided to buy reinsurance to reduce their exposure to catastrophe losses. On July 1, 2007, the FAIR Plan purchased $979,500
of catastrophe reinsurance for property losses in excess of $180,000. At December 31, 2007, we had no material amounts recoverable from any reinsurer, excluding the residual markets described
above.

On
March 10, 2005, our Board of Directors adopted a resolution that prohibits Safety from purchasing finite reinsurance (reinsurance that transfers only a relatively finite or
limited amount of risk to the reinsurer) without approval by the Board. To date, the Company has never purchased a finite reinsurance contract.

Effects of Inflation

We do not believe that inflation has had a material effect on our consolidated results of operations, except insofar as inflation may affect interest rates.

Critical Accounting Policies and Estimates

Loss and Loss Adjustment Expense Reserves.

Significant periods of time can elapse between the occurrence of an insured loss, the reporting to us of that loss and our final payment of that loss. To
recognize liabilities for unpaid losses, we establish reserves as balance sheet liabilities. Our reserves represent estimates of amounts needed to pay reported and unreported losses and the expenses
of investigating and paying those losses, or loss adjustment expenses. Every quarter, we review our previously established reserves and adjust them, if necessary.

When
a claim is reported, claims personnel establish a "case reserve" for the estimated amount of the ultimate payment. The amount of the reserve is primarily based upon an evaluation of
the type of claim involved, the circumstances surrounding each claim and the policy provisions relating to the loss. The estimate reflects the informed judgment of such personnel based on general
insurance reserving practices and on the experience and knowledge of the claims person. During the loss adjustment period, these estimates are revised as deemed necessary by our claims department
based on subsequent developments and periodic reviews of the cases.

47

---



In accordance with industry practice, we also maintain reserves for estimated losses incurred but not yet reported ("IBNR"). IBNR reserves are determined in accordance with commonly
accepted actuarial reserving techniques on the basis of our historical information and experience. We review and make adjustments to incurred but not yet reported reserves quarterly.

When
reviewing reserves, we analyze historical data and estimate the impact of various loss development factors, such as our historical loss experience and that of the industry, trends
in claims frequency and severity, our mix of business, our claims processing procedures, legislative enactments, judicial decisions, legal developments in imposition of damages, and changes and trends
in general economic conditions, including the effects of inflation. A change in any of these factors from the assumption implicit in our estimate can cause our actual loss experience to be better or
worse than our reserves, and the difference can be material. There is no precise method, however, for evaluating the impact of any specific factor on the adequacy of reserves, because the eventual
development of reserves is affected by many factors.

Management
determines the Company's loss and LAE reserves estimate based upon the analysis of the Company's actuaries. A reasonable estimate is derived by selecting a point estimate
within a range of indications as calculated by the Company's actuaries using generally accepted actuarial techniques. The key assumption in most actuarial analysis is that past patterns of frequency
and severity will repeat in the future, unless a significant change in the factors described above takes place. Our key factors and resulting assumptions are the ultimate frequency and severity of
claims, based upon the most recent ten years of claims reported to the Company, and the data CAR reports to us to calculate our share of the residual market, as of the date of the applicable balance
sheet. For each accident year and each coverage within a line of business our actuaries calculate the ultimate losses incurred. Our total reserves are the difference between the ultimate losses
incurred and the cumulative loss and loss adjustment payments made to date. Our IBNR reserves are calculated as the difference between our total reserves and the outstanding case reserves at the end
of the accounting period. To determine ultimate losses our actuaries calculate a range of indications and select a point estimation using such actuarial techniques as:



Such
techniques assume that past experience, adjusted for the effects of current developments and anticipated trends, are an appropriate basis for predicting our ultimate losses, total
reserves and resulting IBNR reserves. It is possible that the final outcome may fall above or below these amounts as

48

---



a
result of a number of factors, including immature data, sparse data, or significant growth in a line of business. Using these methodologies our actuaries established a range of reasonably possible
estimations for net reserves of approximately $354,330 to $399,814 as of December 31, 2007, as compared to a range of $327,472 to $377,497 for 2006. In general, the low and high values of the
ranges represent reasonable minimum and maximum values of the indications based on the techniques described above. The companies selected point estimate of net loss and LAE reserves based upon the
analysis of the company's actuaries was $393,430 as of December 31, 2007, as compared to $370,980 for December 31, 2006.

The
following tables present the point estimation of the recorded reserves and the range of estimations by line of business for net loss and LAE reserves as of December 31, 2007
and December 31, 2006.

December 31, 2007Line of BusinessLow

Recorded

HighPrivate passenger automobile

$
253,837

$
282,419

$
284,013Commercial automobile


55,125


59,036


61,369Homeowners


31,217


34,336


34,984All other


14,151


17,639


19,448Total

$
354,330

$
393,430

$
399,814


|
|

December 31, 2006Line of BusinessLow

Recorded

HighPrivate passenger automobile

$
240,371

$
274,889

$
276,195Commercial automobile


48,306


53,340


56,262Homeowners


29,086


31,048


31,782All other


9,709


11,703


13,258Total

$
327,472

$
370,980

$
377,497


The
following tables present our total net reserves and the corresponding case reserves and IBNR reserves for each line of business as of December 31, 2007 and December 31,
2006.

December 31, 2007Line of BusinessCase

IBNR

TotalPrivate passenger automobile

$
209,561

$
25,798

$
235,359CAR assumed private passenger auto


28,363


18,697


47,060Commercial automobile


31,048


8,979


40,027CAR assumed commercial automobile


10,128


8,881


19,009Homeowners


14,807


6,589


21,396FAIR Plan assumed homeowners


5,539


7,401


12,940All other


7,371


10,268


17,639Total net reserves for losses and LAE

$
306,817

$
86,613

$
393,430


49

---



|
|

December 31, 2006Line of BusinessCase

IBNR

TotalPrivate passenger automobile

$
207,645

$
10,371

$
218,016CAR assumed private passenger auto


34,424


22,449


56,873Commercial automobile


29,229


6,566


35,795CAR assumed commercial automobile


12,606


4,939


17,545Homeowners


15,844


5,426


21,270FAIR Plan assumed homeowners


5,651


4,127


9,778All other


5,303


6,400


11,703Total net reserves for losses and LAE

$
310,702

$
60,278

$
370,980


For
our private passenger automobile, commercial automobile and homeowners lines of business as of December 31, 2007 and 2006, due to the relatively long time we have been writing
these lines of insurance, and our stable long-term trends in frequency and severity, the range of reserves is relatively narrow.

For
our all other lines of business as of December 31, 2007 and 2006, due to the relatively short time we have been writing these lines of business, the sparse amount of data and
the resulting immature history available for our analysis, the range of reserves is relatively wide. We have recorded reserves closer to the high in the ranges of our projections.

Our
IBNR reserves for CAR assumed private passenger and commercial automobile business are 39.7% and 46.7% respectively of our total reserves for CAR assumed private passenger and
commercial automobile business as of December 31, 2007 due to the reporting delays in the information we receive from CAR, as described further in the section onCAR
Loss and Loss Adjustment Expense Reserves.

The
following tables present information by line of business for our total net reserves and the corresponding retained (i.e., direct less ceded) reserves and assumed reserves as of
December 31, 2007 and December 31, 2006.

December 31, 2007Line of BusinessRetained

Assumed

NetPrivate passenger automobile

$
235,359CAR assumed private passenger automobile




$
47,060Net private passenger automobile







$
282,419Commercial automobile


40,027CAR assumed commercial automobile





19,009Net commercial automobile








59,036Homeowners


21,396FAIR Plan assumed homeowners





12,940Net homeowners








34,336All other


17,639





17,639Total net reserves for losses and LAE

$
314,421

$
79,009

$
393,430


50

---



|
|

December 31, 2006Line of BusinessRetained

Assumed

NetPrivate passenger automobile

$
218,016CAR assumed private passenger automobile




$
56,873Net private passenger automobile







$
274,889Commercial automobile


35,795CAR assumed commercial automobile





17,545Net commercial automobile








53,340Homeowners


21,270FAIR Plan assumed homeowners





9,778Net homeowners








31,048All other


11,703





11,703Total net reserves for losses and LAE

$
286,784

$
84,196

$
370,980


CAR Loss and Loss Adjustment Expense Reserves

We are a participant in CAR and assume a significant portion of losses and LAE on business ceded by the industry participants to CAR. We estimate reserves for
assumed losses and LAE that have not yet been reported to us by CAR. Our estimations are based upon the same factors we use for our own reserves, plus additional factors due to the nature of and the
information we receive from CAR.

The
CAR deficit, which consists of premium ceded to CAR less CAR losses and LAE, is allocated among every automobile insurance company writing business in Massachusetts based on a
complex formula (the "Participation Ratio") that takes into consideration a company's voluntary market share, the amount of business it cedes to CAR and credits the company earns under a system CAR
has designed to encourage carriers to voluntarily write business in selected under-priced classes and territories.

We
receive a Settlement of Balances report from CAR that reports our share of CAR premium, losses and LAE, on a lagged basis, seventy-five days after the end of every
quarter. CAR-published financial data is always at least one quarter behind the financial data we report. For example, when we reported our financial results for the year ended
December 31, 2006, we had nine months of reported 2006 CAR financial data, and we had to estimate and record as IBNR reserves what CAR would report to us for the last three months of the year.

We
receive our final calendar year Participation Ratio report from CAR eight months after the end of that year, and thus we have to estimate for six quarters our share of the CAR
deficit. For example, for the year ended December 31, 2006 we had to estimate our 2006 policy year CAR Participation Ratio beginning with the first quarter of 2006 through the second quarter of
2007.

Because
of the lag in CAR estimates, and in order to try to validate to the extent possible the information CAR does provide, we must try to estimate the effects of the actions of our
competitors in order to establish our Participation Ratio. Before final Participation Ratios are available, we estimate the size of CAR and the resulting deficit based on historical analysis of CAR
results, and estimations of our competitors' current cession strategies. Even after our final Participation Ratio is available from CAR, we must continue to estimate the size of CAR, and the resulting
deficit based upon data published by CAR and our own continuing analysis. As a result, changes in our reserves for CAR may continue to occur until all claims are finally settled. The Loss Reserving
Committee at CAR meets 70 days after the end of each quarter to estimate the CAR deficit for all active policy years and publishes estimations, which we use to estimate our share of the
deficit. The estimation that CAR calculates is based on data it collects from 19 servicing carriers which settle, reserve and report claims

51

---



using
a variety of methods. Any delays or errors in the collection of this data could have a significant impact on the accuracy of CAR's estimations.

Although
we rely to a significant extent in setting our reserves on the information CAR provides, we are cautious in our use of that information, both because of the delays described
above and because the CAR estimates incorporate data CAR receives from all other CAR servicing carriers in Massachusetts. We do not have direct access to that data or firsthand knowledge of how those
carriers are currently conducting their operations. As a result, we are cautious in recording CAR reserves for the calendar years that we have to estimate our Participation Ratio and these reserves
are subject to significant judgments and estimates.

Sensitivity Analysis

Establishment of appropriate reserves is an inherently uncertain process. There can be no certainty that currently established reserves based on our key
assumptions regarding frequency and severity in our lines of business, or our assumptions regarding our share of the CAR loss will prove adequate in light of subsequent actual experience. To the
extent that reserves are inadequate and are strengthened, the amount of such increase is treated as a charge to earnings in the period that the deficiency is recognized. To the extent that reserves
are redundant and are released, the amount of the release is a credit to earnings in the period the redundancy is recognized. For the year ended December 31, 2007, a 1 percentage-point
change in the loss and LAE ratio would result in a change in reserves of $6,092. Each 1 percentage-point change in the loss and loss expense ratio would have a $3,960 effect on net income, or
$0.25 per diluted share.

Our
assumptions consider that past experience, adjusted for the effects of current developments and anticipated trends, are an appropriate basis for establishing our reserves. Our
individual key assumptions could each have a reasonable possible range of plus or minus 5 percentage-points for each estimation, although there is no guarantee that our assumptions will not
have more than a 5 percentage point variation. The following sensitivity tables present information for each of our primary lines of business on the effect each 1 percentage-point change
in each of our key assumptions on unpaid frequency and severity could have on our direct minus ceded loss and LAE reserves and net income for the year ended December 31, 2007. In evaluating the
information in the table, it should be noted that a 1 percentage-point change in a single assumption would change estimated reserves by 1 percentage-point. A 1 percentage-point
change in both our key assumptions would change estimated reserves within a range of plus or minus 2 percentage-points.

52

---





|                                                                      |                                             | -1 Percent
Change in
Frequency |   | No
Change in
Frequency |   | +1 Percent
Change in
Frequency |       
|--------------------------------------------------------------------- | ------------------------------------------- | ------------------------------ | - | ---------------------- | - | ------------------------------ | ------
|Private passenger automobile direct minus ceded loss and LAE reserves |                                             |                                |   |                        |   |                                |       
|-1 Percent Change in Severity                                         |                                             |                                |   |                        |   |                                |       
|                                                                      | Estimated decrease in reserves              |                                | $ | (4,707                 | ) | $                              | (2,354
|                                                                      | Estimated increase in net income            |                                |   | 3,060                  |   |                                | 1,530 
|No Change in Severity                                                 |                                             |                                |   |                        |   |                                |       
|                                                                      | Estimated (decrease) increase in reserves   |                                |   | (2,354                 | ) |                                |      
|                                                                      | Estimated increase (decrease) in net income |                                |   | 1,530                  |   |                                |      
|+1 Percent Change in Severity                                         |                                             |                                |   |                        |   |                                |       
|                                                                      | Estimated increase in reserves              |                                |   |                       |   |                                | 2,354 
|                                                                      | Estimated decrease in net income            |                                |   |                       |   |                                | (1,530
|Commercial automobile direct minus ceded loss and LAE reserves        |                                             |                                |   |                        |   |                                |       
|-1 Percent Change in Severity                                         |                                             |                                |   |                        |   |                                |       
|                                                                      | Estimated decrease in reserves              |                                |   | (801                   | ) |                                | (400  
|                                                                      | Estimated increase in net income            |                                |   | 521                    |   |                                | 260   
|No Change in Severity                                                 |                                             |                                |   |                        |   |                                |       
|                                                                      | Estimated (decrease) increase in reserves   |                                |   | (400                   | ) |                                |      
|                                                                      | Estimated increase (decrease) in net income |                                |   | 260                    |   |                                |      
|+1 Percent Change in Severity                                         |                                             |                                |   |                        |   |                                |       
|                                                                      | Estimated increase in reserves              |                                |   |                       |   |                                | 400   
|                                                                      | Estimated decrease in net income            |                                |   |                       |   |                                | (260  
|Homeowners direct minus ceded loss and LAE reserves                   |                                             |                                |   |                        |   |                                |       
|-1 Percent Change in Severity                                         |                                             |                                |   |                        |   |                                |       
|                                                                      | Estimated decrease in reserves              |                                |   | (428                   | ) |                                | (214  
|                                                                      | Estimated increase in net income            |                                |   | 278                    |   |                                | 139   
|No Change in Severity                                                 |                                             |                                |   |                        |   |                                |       
|                                                                      | Estimated (decrease) increase in reserves   |                                |   | (214                   | ) |                                |      
|                                                                      | Estimated increase (decrease) in net income |                                |   | 139                    |   |                                |      
|+1 Percent Change in Severity                                         |                                             |                                |   |                        |   |                                |       
|                                                                      | Estimated increase in reserves              |                                |   |                       |   |                                | 214   
|                                                                      | Estimated decrease in net income            |                                |   |                       |   |                                | (139  
|All other direct minus ceded loss and LAE reserves                    |                                             |                                |   |                        |   |                                |       
|-1 Percent Change in Severity                                         |                                             |                                |   |                        |   |                                |       
|                                                                      | Estimated decrease in reserves              |                                |   | (353                   | ) |                                | (176  
|                                                                      | Estimated increase in net income            |                                |   | 229                    |   |                                | 114   
|No Change in Severity                                                 |                                             |                                |   |                        |   |                                |       
|                                                                      | Estimated (decrease) increase in reserves   |                                |   | (176                   | ) |                                |      
|                                                                      | Estimated increase (decrease) in net income |                                |   | 114                    |   |                                |      
|+1 Percent Change in Severity                                         |                                             |                                |   |                        |   |                                |       
|                                                                      | Estimated increase in reserves              |                                |   |                       |   |                                | 176   
|                                                                      | Estimated decrease in net income            |                                |   |                       |   |                                | (114  

Our
estimated share of CAR loss and LAE reserves is based on assumptions about our Participation Ratio, the size of CAR, and the resulting deficit (similar assumptions apply with respect
to the FAIR Plan). Our assumptions consider that past experience, adjusted for the effects of current developments and anticipated trends, are an appropriate basis for establishing our CAR reserves.
Each of our assumptions could have a reasonably possible range of plus or minus 5 percentage-points for each estimation. The following sensitivity table presents information of the effect each
1 percentage-

53

---



point
change in our assumptions on our share of reserves for CAR and other residual markets could have on our assumed loss and LAE reserves and net income for the year ended December 31, 2007.
In evaluating the information in the table, it should be noted that a 1 percentage-point change in our assumptions would change estimated reserves by 1 percentage-point.

|                                         |                                             | -1 Percent
Change in
Estimation |   | + Percent
Change in
Estimation |  
|---------------------------------------- | ------------------------------------------- | ------------------------------- | - | ------------------------------ | -
|CAR assumed private passenger automobile |                                             |                                 |   |                                |  
|                                         | Estimated (decrease) increase in reserves   |                                 | $ | (471                           | )
|                                         | Estimated increase (decrease) in net income |                                 |   | 306                            |  
|CAR assumed commercial automobile        |                                             |                                 |   |                                |  
|                                         | Estimated (decrease) increase in reserves   |                                 |   | (190                           | )
|                                         | Estimated increase (decrease) in net income |                                 |   | 124                            |  
|FAIR Plan assumed homeowners             |                                             |                                 |   |                                |  
|                                         | Estimated (decrease) increase in reserves   |                                 |   | (129                           | )
|                                         | Estimated increase (decrease) in net income |                                 |   | 84                             |  

Reserve Development Summary

The changes we have recorded in our reserves in the past illustrate the uncertainty of estimating reserves. The Company's prior year reserves decreased by
$30,791, $42,747 and $39,620 for the years ended December 31, 2007, 2006 and 2005, respectively.

The
following table presents a comparison of prior year development of our net reserves for losses and LAE for the years ended December 31, 2007, 2006 and 2005. Each accident year
represents all claims
for an annual accounting period in which loss events occurred, regardless of when the losses are actually reported, booked or paid. Our financial statements reflect the aggregate results of the
current and all prior accident years.

|                |  | For the Years Ended December 31, |        
|--------------- |  | -------------------------------- | -------
|
|
|1997 & prior    |  | $                                | (35    
|1998            |  |                                  | (315   
|1999            |  |                                  | (96    
|2000            |  |                                  | (700   
|2001            |  |                                  | (575   
|2002            |  |                                  | (839   
|2003            |  |                                  | (109   
|2004            |  |                                  | (4,429 
|2005            |  |                                  | (9,704 
|2006            |  |                                  | (13,989
|                |  |                                  |        
|All prior years |  | $                                | (30,791
|                |  |                                  |        

The
decreases in prior years reserves during the 2007 period resulted from re-estimations of prior year ultimate loss and LAE liabilities. The 2007 decrease is primarily
composed of reductions of $15,503 in our retained automobile reserves and $11,335 in CAR assumed reserves. The decrease in prior year reserves during the 2006 period resulted from
re-estimations of prior year ultimate loss and LAE liabilities and is composed primarily of a reduction of $23,945 in the Company's retained automobile reserves and a reduction of $14,006
in CAR assumed reserves. The decrease in prior year reserves during the 2005 period resulted from re-estimations of prior year ultimate loss and LAE

54

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liabilities
and is composed primarily of a reduction of $22,162 in CAR assumed reserves and a reduction of $14,600 in the Company's retained automobile reserves.

The
following table presents information by line of business for prior year development of our net reserves for losses and LAE for the year ended December 31, 2007.

|Accident Year   |  | Private Passenger
Automobile |         | Commercial
Automobile |   | Homeowners |   | All Other |        | Total |  
|--------------- |  | ---------------------------- | ------- | --------------------- | - | ---------- | - | --------- | ------ | ----- | -
|1997 & prior    |  | $                            | (31     | )                     | $ | (4         | ) | $         |       |       | $
|1998            |  |                              | (250    | )                     |   | (65        | ) |           |       |       |  
|1999            |  |                              | (95     | )                     |   | (1         | ) |           |       |       |  
|2000            |  |                              | (555    | )                     |   | 77         |   |           | (213   | )     |  
|2001            |  |                              | (330    | )                     |   | (48        | ) |           | (158   | )     |  
|2002            |  |                              | (150    | )                     |   | 68         |   |           | (767   | )     |  
|2003            |  |                              | (25     | )                     |   | 60         |   |           | 5      |       |  
|2004            |  |                              | (3,781  | )                     |   | (259       | ) |           | (259   | )     |  
|2005            |  |                              | (7,903  | )                     |   | (978       | ) |           | (689   | )     |  
|2006            |  |                              | (11,347 | )                     |   | (1,221     | ) |           | (1,184 | )     |  
|                |  |                              |         |                       |   |            |   |           |        |       |  
|All prior years |  | $                            | (24,467 | )                     | $ | (2,371     | ) | $         | (3,265 | )     | $
|                |  |                              |         |                       |   |            |   |           |        |       |  

To
further clarify the effects of changes in our reserve estimates for CAR and other residual markets, the next two tables break out the information in the table above by source of the
business (i.e., non-residual market vs. residual market).

The
following table presents information by line of business for prior year development of retained (i.e., direct minus ceded) reserves for losses and LAE for the year ended
December 31, 2007; that is, all our reserves except for business ceded or assumed from CAR and other residual markets.

|Accident Year   |  | Retained
Private Passenger
Automobile |         | Retained
Commercial
Automobile |   | Retained
Homeowners |   | Retained
All Other |        | Total |  
|--------------- |  | ------------------------------------- | ------- | ------------------------------ | - | ------------------- | - | ------------------ | ------ | ----- | -
|1997 & prior    |  | $                                     | (31     | )                              | $ | (1                  | ) | $                  |       |       | $
|1998            |  |                                       | (250    | )                              |   | (59                 | ) |                    |       |       |  
|1999            |  |                                       | (12     | )                              |   | 1                   |   |                    |       |       |  
|2000            |  |                                       | (426    | )                              |   | 95                  |   |                    | (214   | )     |  
|2001            |  |                                       | (287    | )                              |   |                    |   |                    | (165   | )     |  
|2002            |  |                                       | (225    | )                              |   | (11                 | ) |                    | (786   | )     |  
|2003            |  |                                       | (89     | )                              |   | (32                 | ) |                    | (20    | )     |  
|2004            |  |                                       | (2,617  | )                              |   | (219                | ) |                    | (254   | )     |  
|2005            |  |                                       | (4,920  | )                              |   | (828                | ) |                    | (649   | )     |  
|2006            |  |                                       | (4,902  | )                              |   | (690                | ) |                    | (853   | )     |  
|                |  |                                       |         |                                |   |                     |   |                    |        |       |  
|All prior years |  | $                                     | (13,759 | )                              | $ | (1,744              | ) | $                  | (2,941 | )     | $
|                |  |                                       |         |                                |   |                     |   |                    |        |       |  

55

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The
following table presents information by line of business for prior year development of reserves assumed from CAR and other residual markets for losses and LAE for the year ended
December 31, 2007.

|Accident Year   |  | CAR Assumed
Private Passenger
Automobile |         | CAR Assumed
Commercial
Automobile |   | FAIR Plan
Homeowners |   | All Other |      | Total |  
|--------------- |  | ---------------------------------------- | ------- | --------------------------------- | - | -------------------- | - | --------- | ---- | ----- | -
|1997 & prior    |  | $                                        |        |                                   | $ | (3                   | ) | $         |     |       | $
|1998            |  |                                          |        |                                   |   | (6                   | ) |           |     |       |  
|1999            |  |                                          | (83     | )                                 |   | (2                   | ) |           |     |       |  
|2000            |  |                                          | (129    | )                                 |   | (18                  | ) |           | 1    |       |  
|2001            |  |                                          | (43     | )                                 |   | (48                  | ) |           | 7    |       |  
|2002            |  |                                          | 75      |                                   |   | 79                   |   |           | 19   |       |  
|2003            |  |                                          | 64      |                                   |   | 92                   |   |           | 25   |       |  
|2004            |  |                                          | (1,164  | )                                 |   | (40                  | ) |           | (5   | )     |  
|2005            |  |                                          | (2,983  | )                                 |   | (150                 | ) |           | (40  | )     |  
|2006            |  |                                          | (6,445  | )                                 |   | (531                 | ) |           | (331 | )     |  
|                |  |                                          |         |                                   |   |                      |   |           |      |       |  
|All prior years |  | $                                        | (10,708 | )                                 | $ | (627                 | ) | $         | (324 | )     | $
|                |  |                                          |         |                                   |   |                      |   |           |      |       |  

Our
private passenger automobile line of business prior year reserves decreased by $24,467 for the year ended December 31, 2007. The decrease was primarily due to improved assumed
CAR results for the private passenger automobile pool of $6,445, $2,983 and $1,164 for the 2006, 2005, and 2004 accident years, respectively, and improved retained private passenger results of $4,902,
$4,920 and $2,617 for the 2006, 2005, and 2004 accident years, respectively. The improved CAR results were due primarily to improved CAR private passenger loss ratios for 2006, 2005, and 2004 as
published and reported by the CAR Loss Reserving Committee at the December 5, 2007 meeting, as compared to the December 4, 2006 meeting. The improved retained private passenger results
were primarily due to fewer IBNR claims than previously estimated and better than previously estimated severity on our established bodily injury and property damage case reserves.

Our
commercial automobile line of business prior year reserves decreased by $2,371 for the year ended December 31, 2007. Our retained commercial automobile reserves decreased by
$1,744 primarily due to fewer IBNR claims than previously estimated. Additionally, assumed CAR reserves for the commercial automobile pool decreased by $627.

Our
homeowners line of business prior year reserves decreased by $3,265 for the year ended December 31, 2007. Our retained homeowners and FAIR Plan homeowners reserve decreased by
$2,941 and $324, respectively.

In
estimating all our loss reserves, including CAR, we follow the guidance prescribed by Statement of Financial Accounting Standards ("FAS") No. 60, "Accounting and Reporting by
Insurance Enterprises" and FAS No. 113, "Accounting and Reporting for Reinsurance of Short-Duration and Long-Duration Contracts."

For
further information, see "Results of Operations:Losses and Loss Adjustment Expenses."

Other-Than-Temporary Impairments.

We use a systematic methodology to evaluate declines in fair values below cost or amortized cost of our investments. This methodology ensures that we evaluate
available evidence concerning any declines in a disciplined manner.

In
our determination of whether a decline in fair value below amortized cost is an other-than-temporary impairment, we consider and evaluate several factors and
circumstances including

56

---



the
issuer's overall financial condition, the issuer's credit and financial strength ratings, a weakening of the general market conditions in the industry or geographic region in which the issuer
operates, a prolonged period (typically six months or longer) in which the fair value of an issuer's securities remains below our amortized cost, our ability and intent to hold these investments for a
period of time sufficient to allow for recovery of our costs, and any other factors that may raise doubt about the issuer's ability to continue as a going concern.

We
record other-than-temporary impairments as realized losses, which serve to reduce net income and earnings per share. We record temporary losses as unrealized
losses, which do not impact net income and earnings per share but reduce other comprehensive net income. The risks inherent in our assessment of other-than-temporary
impairments include the risk that market factors may differ from our expectations, or that the credit assessment could change in the near term, resulting in a charge to earnings.

For
further information, see "Results of Operations:Net Realized Investment Losses."

Results of Operations

The following table shows certain of our selected financial results:

For the Year Ended December 31,2007

2006

2005Direct written premiums

$
619,848

$
629,511

$
649,113Net written premiums


600,572


620,908


632,836Net earned premiums


609,208


624,933


622,831Net investment income


44,255


40,293


31,573Net realized (losses) gains on investments


(6
)

358


305Finance and other service income


16,623


15,128


16,748Total revenue


670,080


680,712


671,457Loss and loss adjustment expenses


374,493


353,906


385,593Underwriting, operating and related expenses


170,657


162,220


146,669Interest expenses


83


86


948Total expenses


545,233


516,212


533,210Income before income taxes


124,847


164,500


138,247Income tax expense


37,434


52,559


43,065Net income

$
87,413

$
111,941

$
95,182


YEAR ENDED DECEMBER 31, 2007 COMPARED TO YEAR ENDED DECEMBER 31, 2006

Direct Written Premiums.Direct written premiums for the year ended December 31, 2007, decreased by $9,663, or 1.5% to
$619,848 from $629,511 for 2006. The 2007 decrease occurred primarily in our personal automobile line, as a result of a state mandated private passenger rate decrease of 11.7% effective
April 1, 2007. Our personal automobile line experienced a 5.5% decrease in average written premium and a 2.6% increase in written exposures. Our commercial automobile line's average written
premium decreased by 4.0% with a 1.9% decrease in written exposures. Partially offsetting these decreases was an increase in our average written premium in our homeowners line by 6.6% with a 8.8%
increase in written exposures.

57

---



Net Written Premiums.Net written premiums for the year ended December 31, 2007, decreased by $20,336 or 3.3% to
$600,572 from $620,908 for 2006. This decrease was primarily due to the factors that decreased direct written premiums combined with decreases in premiums assumed from CAR, and partially offset by
decreases in premiums ceded to CAR.

Net Earned Premiums.Net earned premiums for the year ended December 31, 2007, decreased by $15,725, or 2.5%, to
$609,208 from $624,933 for 2006. This decrease was due to the factors that decreased direct and net written premiums.

Net Investment Income.Net investment income for the year ended December 31, 2007, was $44,255 compared to $40,293 for
2006, an increase of 9.8%. Average cash and investment securities (at cost) increased by $84,369, or 9.2%, to $1,002,349 for the year ended December 31, 2007, from $917,980 for 2006. The net
effective yield on the investment portfolio remained at 4.4% during the year ended December 31, 2007, similar to 4.4% during 2006. Our duration decreased to 4.2 years at
December 31, 2007, from 4.6 years at December 31, 2006.

Net Realized (Losses) Gains on Investments.Net realized losses on investments was $6 for the year ended December 31,
2007 compared to net realized gains of $358 for the year ended December 31, 2006.

The
gross unrealized appreciation (depreciation) of investments in fixed maturity securities and equity securities, including interests in mutual funds, was as follows:

|                                                                        |                                     | December 31, 2007
|----------------------------------------------------------------------- | ----------------------------------- | -----------------
|
|U.S. Treasury securities and obligations of U.S. Government agencies(1) |                                     | $                
|Obligations of states and political subdivisions                        |                                     |                  
|Asset-backed securities(1)                                              |                                     |                  
|Corporate and other securities                                          |                                     |                  
|                                                                        |                                     |                  
|                                                                        | Subtotal, fixed maturity securities |                  
|Equity securities                                                       |                                     |                  
|                                                                        |                                     |                  
|                                                                        | Totals                              |                  
|                                                                        |                                     |                  

---

As
of December 31, 2007, our portfolio of fixed maturity investments was comprised entirely of investment grade corporate fixed maturity securities, U.S. government and agency
securities and asset-backed securities (i.e., all our securities received a rating assigned by Moody's of Baa or higher, except the few securities not rated by Moody's which received
Standard & Poor's ratings of A- or higher, as well as a rating assigned by the SVO 1 or 2).

58

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The
composition of our fixed income security portfolio by Moody's rating was as follows:

December 31, 2007Estimated
Fair Value

PercentU.S. Treasury securities and obligations of U.S. Government agencies

$
292,613

29.2
%Aaa/Aa


610,467

60.9A


53,931

5.4Baa


33,479

3.3Not rated (Standard & Poor's rating of A- or higher)


11,538

1.2Total

$
1,002,028

100.0
%


Ratings
are assigned by Moody's, or the equivalent, as discussed above. Such ratings are generally assigned upon the issuance of the securities and are subject to revision on the basis
of ongoing evaluations. Ratings in the table are as of the date indicated.

In
our determination of other-than-temporary impairments, we consider several factors and circumstances including the issuer's overall financial condition, the
issuer's credit and financial strength ratings, a weakening of the general market conditions in the industry or geographic region in which the issuer operates, a prolonged period (typically six months
or longer) in which the fair value of an issuer's securities remains below our amortized cost, our ability and intent to hold these investments for a period of time sufficient to allow for recovery of
our costs, and any other factors that may raise doubt about the issuer's ability to continue as a going concern.

Other-than-temporary
impairments are recorded as realized losses, which serve to reduce net income and earnings per share. Temporary losses are recorded as
unrealized losses, which do not impact net income and earnings per share but reduce other comprehensive net income. The risks inherent in the assessment of other-than-temporary
impairments include the risk that market factors may differ from our expectations; we may decide to subsequently sell a security for unforeseen business needs; or the credit assessment could change in
the near term, resulting in a charge to earnings.

The
following table illustrates the gross unrealized losses included in the Company's investment portfolio and the fair value of those securities, aggregated by investment category. The
table also illustrates the length of time that they have been in a continuous unrealized loss position as of December 31, 2007.

|                                                                     |                                       | As of December 31, 2007
|-------------------------------------------------------------------- | ------------------------------------- | -----------------------
|
|
|U.S. Treasury securities and obligations of U.S. Government agencies |                                       | $                      
|Obligations of states and political subdivisions                     |                                       |                        
|Asset-backed securities                                              |                                       |                        
|Corporate and other securities                                       |                                       |                        
|                                                                     |                                       |                        
|                                                                     | Subtotal, fixed maturity securities   |                        
|Equity securities                                                    |                                       |                        
|                                                                     |                                       |                        
|                                                                     | Total temporarily impaired securities |                        
|                                                                     |                                       |                        

59

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The
unrealized losses recorded on the fixed maturity investment portfolio at December 31, 2007 resulted from fluctuations in market interest rates as opposed to fundamental
changes in the credit quality of the issuers of such securities. Therefore, these decreases in values are viewed as being temporary as we have the intent and ability to retain such investments for a
period of time sufficient to allow for recovery in fair value.

Of
the $4,154 gross unrealized losses as of December 31, 2007, $2,177 relates to fixed maturity obligations of U.S. government agencies and obligations of states and political
subdivisions. The remaining $1,977 of gross unrealized losses relates primarily to holdings of investment grade asset-backed, corporate, other fixed maturity and equity securities.

During
the years ended December 31, 2007 and 2006, there was no significant deterioration in the credit quality of any of the Company's holdings and no
other-than-temporary impairment charges were recorded related to the Company's portfolio of investment securities

Finance and Other Service Income.Finance and other service income includes revenues from premium installment charges, which
we recognize when earned, and other miscellaneous income and fees. Finance and other service income for the year ended December 31, 2007, was $16,623 compared to $15,128 for the 2006 period.

Losses and Loss Adjustment Expenses.Losses and loss adjustment expenses incurred for the year ended December 31,
2007, increased by $20,587 or 5.8%, to $374,493 from $353,906 for the comparable 2006 period. Our GAAP loss ratio for the year ended December 31, 2007, increased to 61.5% compared to 56.6% for
the comparable 2006 period. Our GAAP loss ratio excluding loss adjustment expenses for the year ended December 31, 2007, increased to 52.7% from 49.2% for the comparable 2006 period. The loss
ratio increased primarily as a result of a decrease in personal automobile average earned premiums, less favorable development, and slightly higher claim frequency than the comparable 2006 period.
Total prior year favorable development included in the pre-tax results for the year ended December 31, 2007 was $30,791 compared to prior year favorable development of $42,747 for
the comparable 2006 period.

Underwriting, Operating and Related Expenses.Underwriting, operating and related expense for the year ended
December 31, 2007 increased by $8,437, or 5.2%, to $170,657 from $162,220 for the comparable 2006 period. Our GAAP expense ratios for the year ended December 31, 2007, increased to 28.0%
compared to 26.0% for the comparable 2006 period. The expense ratio increased primarily as a result of decreases in net earned premiums as discussed above.

Interest Expenses.Interest expense for the year ended December 31, 2007 was $83 compared to $86 for the comparable
2006 period. The credit facility commitment fee included in interest expense was $75 for both 2007 and 2006.

Income Tax Expense.Our effective tax rates were 30.0% and 32.0% for the years ended December 31, 2007 and 2006,
respectively. These effective rates were lower than the statutory rate of 35% primarily due to adjustments for tax-exempt investment income.

Net Income.Net income for the year ended December 31, 2007 decreased by $24,528 or 21.9%, to $87,413 from $111,941
for the comparable 2006 period. This decrease was primarily due to the increases in the loss and expense ratios as discussed above.

YEAR ENDED DECEMBER 31, 2006 COMPARED TO YEAR ENDED DECEMBER 31, 2005

Direct Written Premiums.Direct written premiums for the year ended December 31, 2006, decreased by $19,602, or 3.0%
to $629,511 from $649,113 for 2005. The 2006 decrease occurred primarily in our personal automobile line, which experienced a 6.8% decrease in average written

60

---



premium
and a 1.0% decrease in written exposures. Offsetting these results, our commercial automobile line's average written premium increased by 13.2% with a 12.3% increase in written exposures. Our
homeowners line average written premium increased by 5.7% with a 0.3% decrease in written exposures.

Net Written Premiums.Net written premiums for the year ended December 31, 2006, decreased by $11,928 or 1.9% to
$620,908 from $632,836 for 2005. This was primarily due to the factors that decreased direct written premiums offset with a decrease in premiums ceded to CAR.

Net Earned Premiums.Net earned premiums for the year ended December 31, 2006, increased by $2,102, or 0.3%, to
$624,933 from $622,831 for 2005, primarily due to a decrease in premiums ceded to CAR.

Net Investment Income.Investment income for the year ended December 31, 2006, was $40,293 compared to $31,573 for
2005, an increase of 27.6%. Average cash and investment securities (at amortized cost) increased by $80,780, or 9.6%, to $917,980 for the year ended December 31, 2006, from $837,200 for 2005.
The net effective yield on the investment portfolio increased to 4.4% during the year ended December 31, 2006, compared to 3.8% during 2005. Our duration increased to 4.6 years at
December 31, 2006, from 3.2 years at December 31, 2005.

Net Realized Gains on Investments.Net realized gains on investments increased to $358 for the year ended December 31,
2006 from $305 for 2005.

The
gross unrealized appreciation (depreciation) of investments in fixed maturity securities, including redeemable preferred stocks that have characteristics of fixed maturities, and
equity securities, was as follows:

|                                                                        |                                     | December 31, 2006
|----------------------------------------------------------------------- | ----------------------------------- | -----------------
|
|U.S. Treasury securities and obligations of U.S. Government agencies(1) |                                     | $                
|Obligations of state and politicial subdivisions                        |                                     |                  
|Asset-based securities(1)                                               |                                     |                  
|Corporate and other securities                                          |                                     |                  
|                                                                        |                                     |                  
|                                                                        | Subtotal, fixed maturity securities |                  
|Equity securities                                                       |                                     |                  
|                                                                        |                                     |                  
|                                                                        | Totals                              |                  
|                                                                        |                                     |                  

---

As
of December 31, 2006, our portfolio of fixed maturity investments was comprised entirely of investment grade corporate fixed maturity securities, U.S. government and agency
securities and asset-backed securities (i.e., all our securities received a rating assigned by Moody's of Baa or higher, except the few securities not rated by Moody's which received
Standard & Poor's ratings of A- or higher, as

61

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well
as a rating assigned by the Securities Valuation Office of the National Association of Insurance Commissioners of 1 or 2).

The
composition of our fixed income security portfolio by Moody's rating was as follows:

December 31, 2006Estimated
Fair Value

PercentU.S. Treasury securities and obligations of U.S. Government agencies

$
183,436

19.6
%Aaa/Aa


584,191

62.4A


106,092

11.3Baa


39,845

4.3Not rated (Standard & Poor's rating of A- or higher)


22,716

2.4Total

$
936,280

100.0
%


Ratings
are assigned by Moody's, or the equivalent, as discussed above. Such ratings are generally assigned upon the issuance of the securities and are subject to revision on the basis
of ongoing evaluations. Ratings in the table are as of the date indicated.

In
our determination of other-than-temporary impairments, we consider several factors and circumstances including the issuer's overall financial condition, the
issuer's credit and financial strength ratings, a weakening of the general market conditions in the industry or geographic region in which the issuer operates, a prolonged period (typically six months
or longer) in which the fair value of an issuer's securities remains below our amortized cost, our ability and intent to hold these investments for a period of time sufficient to allow for recovery of
our costs, and any other factors that may raise doubt about the issuer's ability to continue as a going concern.

Other-than-temporary
impairments are recorded as realized losses, which serve to reduce net income and earnings per share. Temporary losses are recorded as
unrealized losses, which do not impact net income and earnings per share but reduce other comprehensive net income. The risks inherent in the assessment of other-than-temporary
impairments include the risk that market factors may differ from our expectations; we may decide to subsequently sell a security for unforeseen business needs; or the credit assessment could change in
the near term, resulting in a charge to earnings.

The
following table illustrates the gross unrealized losses included in the Company's investment portfolio and the fair value of those securities, aggregated by investment category. The
table also

62

---



illustrates
the length of time that they have been in a continuous unrealized loss position as of December 31, 2006.

|                                                                     |                                       | As of December 31, 2006
|-------------------------------------------------------------------- | ------------------------------------- | -----------------------
|
|
|U.S. Treasury securities and obligations of U.S. Government agencies |                                       | $                      
|Obligations of states and political subdivisions                     |                                       |                        
|Asset-backed securities                                              |                                       |                        
|Corporate and other securities                                       |                                       |                        
|                                                                     |                                       |                        
|                                                                     | Total temporarily impaired securities |                        
|                                                                     |                                       |                        

The
unrealized losses recorded on the fixed maturity investment portfolio at December 31, 2006 resulted from fluctuations in market interest rates as opposed to fundamental
changes in the credit quality of the issuers of such securities. Therefore, these decreases in values are viewed as being temporary as we have the intent and ability to retain such investments for a
period of time sufficient to allow for recovery in fair value.

Of
the $8,860 gross unrealized losses as of December 31, 2006, $4,897 relates to fixed maturity obligations of U.S. government agencies and obligations of states and political
subdivisions. The remaining $3,963 of gross unrealized losses relates primarily to holdings of investment grade asset-backed, corporate and other fixed maturity securities.

During
the years ended December 31, 2006 and 2005, there was no significant deterioration in the credit quality of any of the Company's holdings and no
other-than-temporary impairment charges were recorded related to the Company's portfolio of investment securities

Finance and Other Service Income.Finance and other service income includes revenues from premium installment charges, which
we recognize when earned, and other miscellaneous income and fees. Finance and other service income for the year ended December 31, 2006, was $15,128 compared to $16,748 for the 2005 period.
The decrease was primarily due to the decreases in direct premiums written.

Losses and Loss Adjustment Expenses.Losses and loss adjustment expenses incurred for the year ended December 31,
2006, decreased by $31,687 or 8.2%, to $353,906 from $385,593 for the comparable 2005 period. Our GAAP loss ratio for the year ended December 31, 2006, decreased to 56.6% compared to 61.9% for
the comparable 2005 period. Our GAAP loss ratio excluding loss adjustment expenses for the year ended December 31, 2006, decreased to 49.2% from 54.9% for the comparable 2005 period. The loss
ratio improved as a result of a decrease in personal and commercial automobile bodily injury and physical damage claim frequency due in part to very favorable weather in 2006 and an increase in
favorable development in our personal and commercial automobile and homeowners lines prior years results. Total prior year favorable development included in the pre-tax results for the
year ended December 31, 2006 was $42,747 compared to prior year favorable development of $39,620 for the comparable 2005 period.

63

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Underwriting, Operating and Related Expenses.Underwriting, operating and related expense for the year ended
December 31, 2006 increased by $15,551, or 10.6%, to $162,220 from $146,669 for the comparable 2005 period. Our GAAP expense ratios for the year ended December 31, 2006, increased to
26.0% compared to 23.5% for the comparable 2005 period. The increase was primarily due to higher accrued agents' contingent commissions and higher 2006 policy year mandated personal automobile
commissions. The increase in accrued agents' contingent commissions was due to the improved underwriting results for the year ended December 31, 2006 compared to the year ended
December 31, 2005.

Interest Expenses.Interest expense for the year ended December 31, 2006 was $86 compared to $948 for the comparable
2005 period due to the pay down of the balance outstanding under our credit facility of $19,956 on December 8, 2005.

Income Tax Expense.Our effective tax rates were 32.0% and 31.2% for the years ended December 31, 2006 and 2005,
respectively. These effective rates were lower than the statutory rate of 35% primarily due to adjustments for tax-exempt investment income and a $1,161 tax benefit recorded as a reduction
to income tax expense for the year ended December 31, 2005. This tax benefit represents a reduction in federal income tax reserves for tax years 2001 through 2003 during 2005 upon completion of
an examination of the Company's federal income tax returns for the tax periods ended December 31, 2003, 2002, and 2001 by the Internal Revenue Service.

Net Income.Net income for the year ended December 31, 2006 increased by $16,759, or 17.6%, to $111,941 from $95,182
for the comparable 2005 period. This increase was primarily due to the decrease in the loss ratio and improved investment results as discussed above.

Liquidity and Capital Resources

As a holding company, Safety's assets consist primarily of the stock of our direct and indirect subsidiaries. Our principal source of funds to meet our
obligations and pay dividends to shareholders, therefore, is dividends and other permitted payments from our subsidiaries, principally Safety Insurance. Safety is the borrower under our credit
facilities.

Safety
Insurance's sources of funds primarily include premiums received, investment income and proceeds from sales and redemptions of investments. Safety Insurance's principal uses of
cash are the payment of claims, operating expenses and taxes, the purchase of investments and payment of dividends to Safety.

Net
cash provided by operating activities was $116,828, $101,227, and $116,417 during the years ended December 31, 2007, 2006 and 2005, respectively. Our operations typically
generate substantial positive cash flows from operations as most premiums are received in advance of the time when claim and benefit payments are required. These positive operating cash flows are
expected to continue to meet our liquidity requirements.

Net
cash used for investing activities was $74,814, $230,397 and $82,770 during the years ended December 31, 2007, 2006 and 2005, which resulted primarily from purchases of fixed
maturities in excess of sales and maturities of fixed maturities.

Net
cash used for financing activities was $21,986, $7,574, and $26,293 during the years ended December 31, 2007, 2006, and 2005, respectively. Net cash used for financing
activities is primarily comprised of dividend payments to shareholders during 2007 and 2006, and of the pay down of the revolving credit facility and dividend payments to shareholders in 2005.

64

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Credit Facility

Safety has a $30,000 revolving credit facility with Citizens Bank of Massachusetts which expires on June 17, 2008. Loans under the credit facility bear
interest at our option at either (i) the LIBOR rate plus 1.5% per annum or (ii) the higher of Citizens Bank of Massachusetts' prime rate or 0.5% above the federal funds rate plus 1.5%
per annum. Interest only is payable prior to maturity. The obligations of Safety under the credit facility are secured by pledges of Safety's assets and the capital stock of our operating
subsidiaries. The credit facility is guaranteed by our non-insurance company subsidiaries. The credit facility contains covenants including requirements to maintain minimum risk based
capital ratios and statutory surplus of Safety Insurance as well as limitations or restrictions on indebtedness, liens, dividends, and other matters. As of December 31, 2007, we were in
compliance with all such covenants.

We
paid down the balance of $19,956 on December 8, 2005, and had no amounts outstanding on our credit facility at December 31, 2007, 2006 and 2005. The credit facility
commitment fee included in
interest expenses was computed at a rate of 0.25% on the $30,000 commitment at December 31, 2007 and 2006.

Regulatory Matters

Our insurance subsidiaries are subject to various regulatory restrictions that limit the maximum amount of dividends available to be paid to their parent without
prior approval of the Commissioner. The Massachusetts statute limits the dividends an insurer may pay in any twelve-month period, without the prior permission of the Commissioner, to the greater of
(i) 10% of the insurer's surplus as of the preceding December 31 or (ii) the insurer's net income for the twelve-month period ending the preceding December 31, in each case
determined in accordance with statutory accounting practices. Our insurance company subsidiaries may not declare an "extraordinary dividend" (defined as any dividend or distribution that, together
with other distributions made within the preceding twelve months, exceeds the limits established by Massachusetts statute) until thirty days after the Commissioner has received notice of the intended
dividend and has not objected. As historically administered by the Commissioner, this provision requires the Commissioner's prior approval of an extraordinary dividend. Under Massachusetts law, an
insurer may pay cash dividends only from its unassigned funds, also known as earned surplus, and the insurer's remaining surplus must be both reasonable in relation to its outstanding liabilities and
adequate to its financial needs. At year-end 2007, the statutory surplus of Safety Insurance was $514,957, and its net income for 2007 was $83,375. As a result, a maximum of $83,375 is
available in 2008 for such dividends without prior approval of the Commissioner. During the year ended December 31, 2007, Safety Insurance recorded dividends to Safety of $27,316.

The
maximum dividend permitted by law is not indicative of an insurer's actual ability to pay dividends, which may be constrained by business and regulatory considerations, such as the
impact of dividends on surplus, which could affect an insurer's ratings or competitive position, the amount of premiums that can be written and the ability to pay future dividends.

65

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Since
the initial public offering of its common stock in November 2002, the Company has paid regular quarterly dividends to shareholders of its common stock. Quarterly dividends paid
during 2007 and 2006 were as follows:

|Declaration Date  |  | Record
Date       |  | Payment
Date       |  | Dividend per
Common Share |      | Total
Dividends Paid
|----------------- |  | ----------------- |  | ------------------ |  | ------------------------- | ---- | --------------------
|November 5, 2007  |  | December 3, 2007  |  | December 14, 2007  |  | $                         | 0.40 |                     
|August 3, 2007    |  | September 3, 2007 |  | September 14, 2007 |  | $                         | 0.40 |                     
|May 7, 2007       |  | June 1, 2007      |  | June 15, 2007      |  | $                         | 0.25 |                     
|February 15, 2007 |  | March 1, 2007     |  | March 15, 2007     |  | $                         | 0.25 |                     
|November 3, 2006  |  | December 1, 2006  |  | December 15, 2006  |  | $                         | 0.25 |                     
|August 10, 2006   |  | September 1, 2006 |  | September 15, 2006 |  | $                         | 0.25 |                     
|May 5, 2006       |  | June 1, 2006      |  | June 15, 2006      |  | $                         | 0.18 |                     
|February 16, 2006 |  | March 1, 2006     |  | March 15, 2006     |  | $                         | 0.18 |                     

On
February 15, 2008, our Board approved a quarterly cash dividend on our common stock of $0.40 per share which will be paid on March 14, 2008 to shareholders of record on
March 3, 2008. We plan to continue to declare and pay quarterly cash dividends in 2008, depending on our financial position and the regularity of our cash flows.

On
August 3, 2007, the Board approved a share repurchase program of up to $30,000 of Safety's outstanding common shares. Under the program, Safety may repurchase shares of its
common stock for cash in public or private transactions, in the open market or otherwise, at management's discretion. The timing of such repurchases and actual number of shares repurchased will depend
on a variety of factors including price, market conditions and applicable regulatory and corporate requirements. The program does not require Safety to repurchase any specific number of shares and may
be modified, suspended or terminated at any time without prior notice. During the twelve months ended December 31, 2007, the Company purchased 48,124 of its common shares on the open market
under the program at a cost of $1,585.

Management
believes that the current level of cash flow from operations provides us with sufficient liquidity to meet our operating needs over the next 12 months. We expect to be
able to continue to meet our operating needs after the next 12 months from internally generated funds. Since our ability to meet our obligations in the long term (beyond such twelve-month
period) is dependent upon such factors as market changes, insurance regulatory changes and economic conditions, no assurance can be given that the available net cash flow will be sufficient to meet
our operating needs. We expect that we would need to borrow or issue capital stock if we needed additional funds, for example, to pay for an acquisition or a significant expansion of our operations.
There can be no assurance that sufficient funds for any of the foregoing purposes would be available to us at such time.

Off-Balance Sheet Arrangements

We have no material obligations under a guarantee contract meeting the characteristics identified in paragraph 3 of Financial Accounting Standards Board
("FASB") Interpretation No. ("FIN") 45, "Guarantor's Accounting and Disclosure Requirements, Including Indirect Guarantees of Indebtedness of Others." We have no material retained or contingent
interests in assets transferred to an unconsolidated entity. We have no material obligations, including contingent obligations, under contracts that would be accounted for as derivative instruments.
We have no obligations, including contingent obligations, arising out of a variable interest in an unconsolidated entity held by, and material to, us, where such entity provides financing, liquidity,
market risk or credit risk support to, or engages in leasing, hedging or research and development services with us. We have no direct
investments in real estate and no holdings of mortgages secured by commercial real estate. Accordingly, we have no material off-balance sheet arrangements.

66

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Contractual Obligations

We have obligations to make future payments under contracts and credit-related financial instruments and commitments. At December 31, 2007, certain
long-term aggregate contractual obligations and credit-related commitments are summarized as follows:

|                      |                               | Payments Due by Period
|--------------------- | ----------------------------- | ----------------------
|
|Loss and LAE reserves |                               | $                     
|Purchase commitments  |                               |                       
|Operating leases      |                               |                       
|                      |                               |                       
|                      | Total contractual obligations |                       
|                      |                               |                       

As
of December 31, 2007, the Company had loss and LAE reserves of $477,720, reinsurance recoverables of $84,290 and net loss and LAE reserves of $393,430. Our loss and LAE
reserves are estimates as described in more detail under "Critical Accounting Policies and Estimates." The specific amounts and timing of obligations related to case reserves, IBNR reserves and
related LAE reserves are not set contractually, and the amounts and timing of these obligations are unknown. Nonetheless, based upon our cumulative claims paid over the last ten years, the Company
estimates that its loss and LAE reserves will be paid in the period shown above. While management believes that historical performance of loss payment patterns is a reasonable source for projecting
future claims payments, there is inherent uncertainty in this estimated projected settlement of loss and LAE reserves, and as a result these estimates will differ, perhaps significantly, from actual
future payments. Our operations typically generate substantial positive cash flows from operations as most premiums are received in advance of the time when claim and benefit payments are required.
These positive operating cash flows are expected to continue to meet our liquidity requirements, including any unexpected variations in the timing of claim settlements.

Forward-Looking Statements

Forward-looking statements might include one or more of the following, among others:



Forward-looking
statements can be identified by the fact that they do not relate strictly to historical or current facts. They often include words such as "believe," "expect,"
"anticipate," "intend," "plan," "estimate," "aim," "projects," or words of similar meaning and expressions that indicate future events and trends, or future or conditional verbs such as "will,"
"would," "should," "could," or "may." All statements that address expectations or projections about the future, including statements about the Company's strategy for growth, product development,
market position, expenditures and financial results, are forward-looking statements.

Forward-looking
statements are not guarantees of future performance. By their nature, forward-looking statements are subject to risks and uncertainties. There are a number of factors,
many of which are beyond our control, that could cause actual future conditions, events, results or trends to differ

67

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significantly
and/or materially from historical results or those projected in the forward-looking statements. These factors include but are not limited to the competitive nature of our industry and
the possible adverse effects of such competition. Although a number of national insurers that are much larger than we are do not currently compete in a material way in the Massachusetts private
passenger automobile market, if one or more of these companies decided to aggressively enter the market it could have a material adverse effect on us. Other significant factors include conditions for
business operations and restrictive regulations in Massachusetts, the possibility of losses due to claims resulting from severe weather, the possibility that the Commissioner may approve future Rule
changes that change the operation of the residual market, our possible need for and availability of additional financing, and our dependence on strategic relationships, among others, and other risks
and factors identified from time to time in our reports filed with the SEC. Refer to Part I, Item 1ARisk Factors.

Some
other factors, such as market, operational, liquidity, interest rate, equity and other risks, are described elsewhere in this Annual Report on Form 10-K. Factors
relating to the regulation and supervision of our Company are also described or incorporated in this report. There are other factors besides those described or incorporated in this report that could
cause actual conditions, events or results to differ from those in the forward-looking statements.

Readers
are cautioned not to place undue reliance on these forward-looking statements, which speak only as of the date on which they are made. We do not undertake any obligation to
update publicly or revise any forward-looking statements to reflect circumstances or events that occur after the date the forward-looking statements are made.

ITEM 7A.    QUANTITATIVE AND QUALITATIVE DISCLOSURES ABOUT MARKET RISK

Market Risk.Market risk is the risk that we will incur losses due to adverse changes in market rates and prices. We have
exposure to market risk through our investment activities and our financing activities. Our primary market risk exposure is to changes in interest rates. We use both fixed and variable rate debt as
sources of financing. We have not entered, and do not plan to enter, into any derivative financial instruments for trading or speculative purposes.

Interest Rate Risk.Interest rate risk is the risk that we will incur economic losses due to adverse changes in interest
rates. Our exposure to interest rate changes primarily results from our significant holdings of fixed rate investments and from our financing activities. Our fixed maturity investments include U.S.
and foreign government bonds, securities issued by government agencies, obligations of state and local governments and governmental authorities, corporate bonds and asset-backed securities, most of
which are exposed to changes in prevailing interest rates.

We
manage our exposure to risks associated with interest rate fluctuations through active review of our investment portfolio by our management and Board and consultation with third-party
financial advisors. As a general matter, we do not attempt to match the durations of our assets with the durations of our liabilities, and the majority of our liabilities are "short tail". Our goal is
to maximize the total after-tax return on all of our investments. An important strategy that we employ to achieve this goal is to try to hold enough in cash and short-term
investments in order to avoid liquidating longer-term investments to pay claims.

Based
upon the results of interest rate sensitivity analysis, the following table shows the interest rate risk of our investments in fixed maturities, including preferred stocks with
characteristics of fixed

68

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maturities,
measured in terms of fair value (which is equal to the carrying value for all our fixed maturity securities).

|                                            |  | -100 Basis
Point Change |           | No Change |   | +100 Basis
Point Change | 
|------------------------------------------- |  | ----------------------- | --------- | --------- | - | ----------------------- | 
|As of December 31, 2007                     |  |                         |           |           |   |                         | 
|Estimated fair value                        |  | $                       | 1,047,359 |           | $ | 1,002,028               | 
|Estimated increase (decrease) in fair value |  | $                       | 45,331    |           |   |                        | 
|As of December 31, 2006                     |  |                         |           |           |   |                         | 
|Estimated fair value                        |  | $                       | 980,493   |           | $ | 936,280                 | 
|Estimated increase (decrease) in fair value |  | $                       | 44,213    |           |   |                        | 

With
respect to floating rate debt, we are exposed to the effects of changes in prevailing interest rates. At December 31, 2007, we had no debt outstanding under our credit
facility. Assuming the full utilization of our current available credit facility, a 2.0% increase in the prevailing interest rate on our variable rate debt would result in interest expense increasing
approximately $600 for 2008, assuming that all of such debt is outstanding for the entire year.

In
addition, in the current market environment, our investments can also contain liquidity risks.

Equity Risk.Equity risk is the risk that we will incur economic losses due to adverse changes in equity prices. In the past,
our exposure to changes in equity prices primarily resulted from our holdings of common stocks, mutual funds and other equities. While we have in the past held common equity securities in our
investment portfolio, presently we hold none, except for interests in mutual funds to
fund the executive deferred compensation plan. We continuously evaluate market conditions and we expect in the future to purchase equity securities. We principally managed equity price risk through
industry and issuer diversification and asset allocation techniques.

69

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ITEM 8.    FINANCIAL STATEMENTS AND SUPPLEMENTARY DATA

SAFETY INSURANCE GROUP, INC.
INDEX TO CONSOLIDATED FINANCIAL STATEMENTS

|                                                        |  | Page(s)
|------------------------------------------------------- |  | -------
|Consolidated Financial Statements:                      |  |        
|Report of Independent Registered Public Accounting Firm |  | 71     
|Balance Sheets                                          |  | 72     
|Statements of Operations                                |  | 73     
|Statements of Changes in Shareholders' Equity           |  | 74     
|Statements of Comprehensive Income                      |  | 75     
|Statements of Cash Flows                                |  | 76     
|Notes to Consolidated Financial Statements              |  | 77     

70

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Report of Independent Registered Public Accounting Firm

To
the Board of Directors and Shareholders of Safety Insurance Group, Inc.:

In
our opinion, the consolidated financial statements listed in the accompanying index present fairly, in all material respects, the financial position of Safety Insurance
Group, Inc. and its subsidiaries at December 31, 2007 and 2006, and the results of their operations and their cash flows for each of the three years in the period ended
December 31, 2007 in conformity with accounting principles generally accepted in the United States of America. In addition, in our opinion, the financial statement schedules listed in the
accompanying index present fairly, in all material respects, the information set forth therein when read in conjunction with the related consolidated financial statements. Also in our opinion, the
Company maintained, in all material respects, effective internal control over financial reporting as of December 31, 2007, based on criteria established inInternal
ControlIntegrated Frameworkissued by the Committee of Sponsoring Organizations of the Treadway Commission (COSO). The Company's management is responsible for
these financial statements and financial statement schedules, for maintaining effective internal control over financial reporting and for its assessment of the effectiveness of internal control over
financial reporting, included in the accompanying Management's Annual Report on Internal Control Over Financial Reporting. Our responsibility is to express opinions on these financial statements, on
the financial statement schedules, and on the Company's internal control over financial reporting based on our integrated audits. We conducted our audits in accordance with the standards of the Public
Company Accounting Oversight Board (United States). Those standards require that we plan and perform the audits to obtain reasonable assurance about whether the financial statements are free of
material misstatement and whether effective internal control over financial reporting was maintained in all material respects. Our audits of the financial statements included examining, on a test
basis, evidence supporting the amounts and disclosures in the financial statements, assessing the accounting principles used and significant estimates made by management, and evaluating the overall
financial statement presentation. Our audit of internal control over financial reporting included obtaining an understanding of internal control over financial reporting, assessing the risk that a
material weakness exists, and testing and evaluating the design and operating effectiveness of internal control based on the assessed risk. Our audits also included performing such other procedures as
we considered necessary in the circumstances. We believe that our audits provide a reasonable basis for our opinions.

A
company's internal control over financial reporting is a process designed to provide reasonable assurance regarding the reliability of financial reporting and the preparation of
financial statements for
external purposes in accordance with generally accepted accounting principles. A company's internal control over financial reporting includes those policies and procedures that (i) pertain to
the maintenance of records that, in reasonable detail, accurately and fairly reflect the transactions and dispositions of the assets of the company; (ii) provide reasonable assurance that
transactions are recorded as necessary to permit preparation of financial statements in accordance with generally accepted accounting principles, and that receipts and expenditures of the company are
being made only in accordance with authorizations of management and directors of the company; and (iii) provide reasonable assurance regarding prevention or timely detection of unauthorized
acquisition, use, or disposition of the company's assets that could have a material effect on the financial statements.

Because
of its inherent limitations, internal control over financial reporting may not prevent or detect misstatements. Also, projections of any evaluation of effectiveness to future
periods are subject to the risk that controls may become inadequate because of changes in conditions, or that the degree of compliance with the policies or procedures may deteriorate.

/s/
PricewaterhouseCoopers LLP
Boston, Massachusetts
March 14, 2008

71

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Safety Insurance Group, Inc. and Subsidiaries

Consolidated Balance Sheets

(Dollars in thousands, except share data)

|                                                                                                     |                                                                         | December 31,               
|---------------------------------------------------------------------------------------------------- | ----------------------------------------------------------------------- | ---------------------------
|
|Assets                                                                                               |                                                                         |                            
|Investment securities available for sale:                                                            |                                                                         |                            
|                                                                                                     | Fixed maturities, at fair value (amortized cost: $995,360 and $936,534) |                            
|                                                                                                     | Equity securities, at fair value (cost: $6,794 and $4,038)              |                            
|                                                                                                     |                                                                         |                            
|                                                                                                     |                                                                         | Total investment securities
|Cash and cash equivalents                                                                            |                                                                         |                            
|Accounts receivable, net of allowance for doubtful accounts                                          |                                                                         |                            
|Accrued investment income                                                                            |                                                                         |                            
|Taxes recoverable                                                                                    |                                                                         |                            
|Receivable from reinsurers related to paid loss and loss adjustment expenses                         |                                                                         |                            
|Receivable from reinsurers related to unpaid loss and loss adjustment expenses                       |                                                                         |                            
|Ceded unearned premiums                                                                              |                                                                         |                            
|Deferred policy acquisition costs                                                                    |                                                                         |                            
|Deferred income taxes                                                                                |                                                                         |                            
|Equity and deposits in pools                                                                         |                                                                         |                            
|Other assets                                                                                         |                                                                         |                            
|                                                                                                     |                                                                         |                            
|                                                                                                     | Total assets                                                            |                            
|                                                                                                     |                                                                         |                            
|Liabilities                                                                                          |                                                                         |                            
|Loss and loss adjustment expense reserves                                                            |                                                                         | $                          
|Unearned premium reserves                                                                            |                                                                         |                            
|Accounts payable and accrued liabilities                                                             |                                                                         |                            
|Taxes payable                                                                                        |                                                                         |                            
|Outstanding claims drafts                                                                            |                                                                         |                            
|Payable to reinsurers                                                                                |                                                                         |                            
|Capital lease obligations                                                                            |                                                                         |                            
|                                                                                                     |                                                                         |                            
|                                                                                                     | Total liabilities                                                       |                            
|                                                                                                     |                                                                         |                            
|Commitments and contingencies (Note 7)                                                               |                                                                         |                            
|Shareholders' equity                                                                                 |                                                                         |                            
|Common stock: $0.01 par value; 30,000,000 shares authorized; 16,242,213 and 16,096,004 shares issued |                                                                         |                            
|Additional paid-in capital                                                                           |                                                                         |                            
|Accumulated other comprehensive income, net of taxes                                                 |                                                                         |                            
|Retained earnings                                                                                    |                                                                         |                            
|Treasury stock, at cost; 48,124 shares                                                               |                                                                         |                            
|                                                                                                     |                                                                         |                            
|                                                                                                     | Total shareholders' equity                                              |                            
|                                                                                                     |                                                                         |                            
|Total liabilities and shareholders' equity                                                           |                                                                         | $                          
|                                                                                                     |                                                                         |                            

The
accompanying notes are an integral part of these financial statements.

72

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Safety Insurance Group, Inc. and Subsidiaries

Consolidated Statements of Operations

(Dollars in thousands, except per share and share data)

|                                                      |            | For the Years Ended December 31,
|----------------------------------------------------- | ---------- | --------------------------------
|
|Net earned premiums                                   |            | $                               
|Net investment income                                 |            |                                 
|Net realized (losses) gains on investments            |            |                                 
|Finance and other service income                      |            |                                 
|                                                      |            |                                 
|                                                      |            | Total revenue                   
|                                                      |            |                                 
|Losses and loss adjustment expenses                   |            |                                 
|Underwriting, operating and related expenses          |            |                                 
|Interest expenses                                     |            |                                 
|                                                      |            |                                 
|                                                      |            | Total expenses                  
|                                                      |            |                                 
|Income before income taxes                            |            |                                 
|Income tax expense                                    |            |                                 
|                                                      |            |                                 
|                                                      | Net income |                                 
|                                                      |            |                                 
|Earnings per weighted average common share:           |            |                                 
|                                                      | Basic      |                                 
|                                                      |            |                                 
|                                                      | Diluted    |                                 
|                                                      |            |                                 
|Cash dividends paid per common share                  |            | $                               
|                                                      |            |                                 
|Weighted average number of common shares outstanding: |            |                                 
|                                                      | Basic      |                                 
|                                                      |            |                                 
|                                                      | Diluted    |                                 
|                                                      |            |                                 

The
accompanying notes are an integral part of these financial statements.

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Safety Insurance Group, Inc. and Subsidiaries

Consolidated Statements of Changes in Shareholders' Equity

(Dollars in thousands)

|                                                                                                        |  | Common
Stock |     | Additional
Paid-in
Capital |   | Accumulated
Other
Comprehensive
Income/(Loss),
Net of Taxes |  | Retained
Earnings |        | Treasury
Stock |   | Total
Shareholders'
Equity |  
|------------------------------------------------------------------------------------------------------- |  | ------------ | --- | -------------------------- | - | ----------------------------------------------------------- |  | ----------------- | ------ | -------------- | - | -------------------------- | -
|Balance at December 31, 2004                                                                            |  | $            | 155 |                            | $ | 114,070                                                     |  | $                 | 8,709  |                | $ | 182,400                    |  
|Net income                                                                                              |  |              |     |                            |   |                                                             |  |                   |        |                |   | 95,182                     |  
|Other comprehensive income, net of deferred federal income taxes                                        |  |              |     |                            |   |                                                             |  |                   | (9,542 | )              |   |                            |  
|Exercise of options and unearned compensation on restricted stock, net of deferred federal income taxes |  |              | 3   |                            |   | 5,926                                                       |  |                   |        |                |   |                            |  
|Tax contingency reserve adjustment                                                                      |  |              |     |                            |   | 455                                                         |  |                   |        |                |   |                            |  
|Dividends paid                                                                                          |  |              |     |                            |   |                                                             |  |                   |        |                |   | (9,409                     | )
|                                                                                                        |  |              |     |                            |   |                                                             |  |                   |        |                |   |                            |  
|Balance at December 31, 2005                                                                            |  |              | 158 |                            |   | 120,451                                                     |  |                   | (833   | )              |   | 268,173                    |  
|Net income                                                                                              |  |              |     |                            |   |                                                             |  |                   |        |                |   | 111,941                    |  
|Other comprehensive income, net of deferred federal income taxes                                        |  |              |     |                            |   |                                                             |  |                   | 854    |                |   |                            |  
|Exercise of options and unearned compensation on restricted stock, net of deferred federal income taxes |  |              | 3   |                            |   | 9,334                                                       |  |                   |        |                |   |                            |  
|Dividends paid                                                                                          |  |              |     |                            |   |                                                             |  |                   |        |                |   | (13,733                    | )
|                                                                                                        |  |              |     |                            |   |                                                             |  |                   |        |                |   |                            |  
|Balance at December 31, 2006                                                                            |  |              | 161 |                            |   | 129,785                                                     |  |                   | 21     |                |   | 366,381                    |  
|Net income                                                                                              |  |              |     |                            |   |                                                             |  |                   |        |                |   | 87,413                     |  
|Other comprehensive income, net of deferred federal income taxes                                        |  |              |     |                            |   |                                                             |  |                   | 4,432  |                |   |                            |  
|Exercise of options and unearned compensation on restricted stock, net of deferred federal income taxes |  |              | 1   |                            |   | 4,439                                                       |  |                   |        |                |   |                            |  
|Dividends paid                                                                                          |  |              |     |                            |   |                                                             |  |                   |        |                |   | (21,048                    | )
|Acquisition of treasury stock                                                                           |  |              |     |                            |   |                                                             |  |                   |        |                |   |                            |  
|                                                                                                        |  |              |     |                            |   |                                                             |  |                   |        |                |   |                            |  
|Balance at December 31, 2007                                                                            |  | $            | 162 |                            | $ | 134,224                                                     |  | $                 | 4,453  |                | $ | 432,746                    |  
|                                                                                                        |  |              |     |                            |   |                                                             |  |                   |        |                |   |                            |  

The accompanying notes are an integral part of these financial statements.

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Safety Insurance Group, Inc. and Subsidiaries

Consolidated Statements of Comprehensive Income

(Dollars in thousands)

|                                                 |                                                                                                                               | For the Years Ended December 31,                           |       
|------------------------------------------------ | ----------------------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------- | ------
|
|Net income                                       |                                                                                                                               | $                                                          | 87,413
|Other comprehensive income (loss), net of taxes: |                                                                                                                               |                                                            |       
|                                                 | Unrealized holding gains (losses), during the period, net of tax expense (benefit) of $2,384 $585, and $(5,031)               |                                                            |       
|                                                 | Reclassification adjustment for losses (gains) included in net income, net of tax expense (benefit) of $2, $(125), and $(107) |                                                            |       
|                                                 |                                                                                                                               |                                                            |       
|                                                 |                                                                                                                               | Unrealized gains (losses) on securities available for sale |       
|                                                 |                                                                                                                               |                                                            |       
|Comprehensive income                             |                                                                                                                               | $                                                          | 91,845
|                                                 |                                                                                                                               |                                                            |       

The
accompanying notes are an integral part of these financial statements.

75

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Safety Insurance Group, Inc. and Subsidiaries

Consolidated Statements of Cash Flows

(Dollars in thousands)

|                                                     |                                                                                   | Twelve Months Ended December 31,              |                                          
|---------------------------------------------------- | --------------------------------------------------------------------------------- | --------------------------------------------- | -----------------------------------------
|
|Cash flows from operating activities:                |                                                                                   |                                               |                                          
|                                                     | Net income                                                                        |                                               | $                                        
|                                                     | Adjustments to reconcile net income to net cash provided by operating activities: |                                               |                                          
|                                                     |                                                                                   | Depreciation and amortization, net            |                                          
|                                                     |                                                                                   | Provision (benefit) for deferred income taxes |                                          
|                                                     |                                                                                   | Gains on sale of fixed assets                 |                                          
|                                                     |                                                                                   | Net realized losses (gains) on investments    |                                          
|                                                     |                                                                                   | Changes in assets and liabilities:            |                                          
|                                                     |                                                                                   |                                               | Accounts receivable                      
|                                                     |                                                                                   |                                               | Accrued investment income                
|                                                     |                                                                                   |                                               | Receivable from reinsurers               
|                                                     |                                                                                   |                                               | Ceded unearned premiums                  
|                                                     |                                                                                   |                                               | Deferred policy acquisition costs        
|                                                     |                                                                                   |                                               | Other assets                             
|                                                     |                                                                                   |                                               | Loss and loss adjustment expense reserves
|                                                     |                                                                                   |                                               | Unearned premium reserves                
|                                                     |                                                                                   |                                               | Accounts payable and accrued liabilities 
|                                                     |                                                                                   |                                               | Payable to reinsurers                    
|                                                     |                                                                                   |                                               | Other liabilities                        
|                                                     |                                                                                   |                                               |                                          
|                                                     | Net cash provided by operating activities                                         |                                               |                                          
|                                                     |                                                                                   |                                               |                                          
|Cash flows from investing activities:                |                                                                                   |                                               |                                          
|                                                     | Fixed maturities purchased                                                        |                                               |                                          
|                                                     | Equity securities purchased                                                       |                                               |                                          
|                                                     | Proceeds from sales of fixed maturities                                           |                                               |                                          
|                                                     | Proceeds from maturities of fixed maturities                                      |                                               |                                          
|                                                     | Proceeds from sales of equity securities                                          |                                               |                                          
|                                                     | Fixed assets purchased                                                            |                                               |                                          
|                                                     | Proceeds from sales of fixed assets                                               |                                               |                                          
|                                                     |                                                                                   |                                               |                                          
|                                                     | Net cash used for investing activities                                            |                                               |                                          
|                                                     |                                                                                   |                                               |                                          
|Cash flows from financing activities:                |                                                                                   |                                               |                                          
|                                                     | Payments on revolving credit facility                                             |                                               |                                          
|                                                     | Proceeds and excess tax benefits from exercise of stock options                   |                                               |                                          
|                                                     | Dividends paid to shareholders                                                    |                                               |                                          
|                                                     | Acquisition of treasury stock                                                     |                                               |                                          
|                                                     |                                                                                   |                                               |                                          
|                                                     | Net cash used for financing activities                                            |                                               |                                          
|                                                     |                                                                                   |                                               |                                          
|Net increase (decrease) in cash and cash equivalents |                                                                                   |                                               | 20,028                                   
|                                                     | Cash and cash equivalents at beginning of year                                    |                                               |                                          
|                                                     |                                                                                   |                                               |                                          
|Cash and cash equivalents at end of period           |                                                                                   | $                                             | 46,311                                   
|                                                     |                                                                                   |                                               |                                          
|Supplemental disclosure of cash flow information:    |                                                                                   |                                               |                                          
|                                                     | Cash paid during the year for:                                                    |                                               |                                          
|                                                     |                                                                                   | Federal and state income taxes                |                                          
|                                                     |                                                                                   | Interest                                      |                                          

The accompanying notes are an integral part of these financial statements.

76

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Safety Insurance Group, Inc. and Subsidiaries

Notes to Consolidated Financial Statements

(Dollars in thousands except per share and share data)

1.     Basis of Presentation

The consolidated financial statements have been prepared on the basis of accounting principles generally accepted in the United States of America ("GAAP"). The
consolidated financial statements include Safety Insurance Group, Inc. and its subsidiaries (the "Company"). The subsidiaries consist of Safety Insurance Company, Safety Indemnity Insurance
Company, Safety Property and Casualty Insurance Company, Whiteshirts Asset Management Corporation ("WAMC"), and Whiteshirts Management Corporation, which is WAMC's holding company. All intercompany
transactions have been eliminated.

The
Company was incorporated on June 25, 2001, in the State of Delaware. On October 16, 2001, the Company acquired all of the issued and outstanding common stock of Thomas
Black Corporation ("TBC") and its property and casualty subsidiaries. TBC subsequently merged with and into Safety Insurance Group, Inc. with Safety Insurance Group, Inc. being the
corporation surviving the merger.

The
Company is a leading provider of personal lines property and casualty insurance focused exclusively on the Massachusetts market. The Company's principal product line is private
passenger automobile insurance, which accounted for 74.6% of its direct written premiums in 2007. The Company operates through its insurance company subsidiaries, Safety Insurance Company, Safety
Indemnity Insurance Company and Safety Property and Casualty Company (together referred to as the "Insurance Subsidiaries").

On
June 20, 2007, the Company applied for admission in the State of New Hampshire for a Certificate of Authority to transact insurance business. On October 16, 2007, the
State of New Hampshire Insurance Department issued a Certificate of Authority for property and casualty insurance to each of the Company's insurance company subsidiaries. To date, the Company has not
commenced writing business in Hew Hampshire.

2.     Summary of Significant Accounting Policies

Investments

Investments in fixed maturities available for sale, which include taxable and non-taxable bonds and redeemable preferred stocks, are reported at fair
value. Investments in equity securities available for sale, which include interests in mutual funds, are reported at fair value. Fair values for fixed maturity securities are based on estimates
obtained from independent pricing services. Fair values for equity securities are derived from external market quotations. Unrealized gains or losses on fixed maturity and equity securities reported
at fair value are excluded from earnings and reported in a separate component of shareholders' equity, known as "Accumulated other comprehensive income (loss), net of taxes," until realized. Realized
gains or losses on the sale or maturity of investments are determined on the basis of the specific cost identification method. Fixed maturities and equity securities that experience declines in value
that are other-than-temporary are written down to fair value with a corresponding charge to net realized losses on investments.

Investment
income is recognized on an accrual basis of accounting. Bonds not backed by other loans are amortized using the interest method. Loan-backed bonds and structured
securities
are amortized using the interest method and significant changes in estimated cash flows from the original purchase assumptions are accounted for using the retrospective method.

77

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Safety Insurance Group, Inc. and Subsidiaries

Notes to Consolidated Financial Statements

(Dollars in thousands except per share and share data)

Cash Equivalents

Cash equivalents, consisting of money market accounts and United States ("U.S.") Treasury bills with original maturities of three months or less, are stated at
cost, which approximates fair value.

Accounts Receivable

Amounts included in accounts receivable represent premiums as well as finance charges, the majority of which are both billed on a monthly installment basis.
Accounts receivable are stated net of allowances for doubtful accounts. At December 31, 2007 and 2006, these allowances were $29 and $153, respectively. Uncollected premium balances over ninety
days past due are written off.

Deferred Policy Acquisition Costs

Amounts that vary with and are primarily related to acquiring new and renewal business, principally commissions and premium taxes, are deferred and amortized
ratably over the effective period of the policies. All other acquisition expenses are expensed as incurred. Deferred policy acquisition costs are reviewed to determine if they are recoverable from
future income, and if not, are charged to expense. Future investment income attributable to related premiums is taken into account in measuring the recoverability of the carrying value of this asset.
Amortization of acquisition costs in the amount of $101,785, $97,274 and $93,515 was charged to underwriting expenses for the years ended December 31, 2007, 2006 and 2005, respectively.

Equity and Deposits in Pools

Equity and deposits in pools represents the net receivable cash amounts due from the residual market mechanisms, Commonwealth Automobile Reinsurers ("CAR"), for
automobile and Massachusetts Property Insurance Underwriting Association ("FAIR Plan"), for homeowner insurance in Massachusetts. See Note 8 for a discussion of the Company's accounting for
amounts assumed from residual markets.

Equipment and Leasehold Improvements

Equipment and leasehold improvements are carried at cost less accumulated depreciation. The costs of computer software developed or obtained for internal use are
capitalized and amortized over the estimated life of the business system, beginning when the software is ready for its intended use. Maintenance and repairs are charged to expense as incurred;
improvements are capitalized.

Methods
of depreciation and useful lives by asset category are as follows:

Life

Depreciation MethodAutomobiles

3 years

Straight-lineData processing equipment

3-5 years

Double-declining balanceEquipment

5 years

Straight-lineFurniture and fixtures

7 years

Straight-lineLeasehold improvements

Over lease term

Straight-lineSoftware

3-10 years

Straight-line or double declining balance


78

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Safety Insurance Group, Inc. and Subsidiaries

Notes to Consolidated Financial Statements

(Dollars in thousands except per share and share data)

Losses and Loss Adjustment Expenses

Liabilities for losses and loss adjustment expenses ("LAE") include case basis estimates for open claims reported prior to year-end and estimates of
unreported claims and claim adjustment expenses. The estimates are continually reviewed and modified to reflect current conditions, and any resulting adjustments are reflected in current operating
results. Adjustments for anticipated salvage and subrogation are recorded on incurred and reported and incurred but not reported losses.

Premiums and Unearned Premiums

Premiums are earned over the terms of the respective policies, which are generally one year. Unearned premiums represent the portion of premiums written
applicable to the unexpired terms of the policies.

Ceded
premiums are charged to income over the terms of the respective policies and the applicable term of the reinsurance contracts with third party reinsurers. Ceded unearned premiums
represent the unexpired portion of premiums ceded to CAR and other reinsurers.

Premiums
received in advance of the policy effective date are recorded as a liability and not recognized as income until earned. Such amounts are included in accounts payable and accrued
liabilities and totaled $16,098 and $17,335 at December 31, 2007 and 2006, respectively.

Reinsurance

Liabilities for unearned premiums and unpaid losses are stated before deductions for ceded reinsurance. The ceded amounts are carried as receivables. Earned
premiums are stated net of deductions for ceded reinsurance.

The
Company, as primary insurer, will be required to pay losses in their entirety in the event that the reinsurers are unable to discharge their obligations under the reinsurance
agreements.

Finance and Other Service Income

Finance and other service income includes revenues from premium installment charges, which are recognized when earned.

Income Taxes

The Company and its subsidiaries file a consolidated United States ("U.S.") federal income tax return. The method of allocation among members of the
consolidated group is subject to a written agreement approved by the Board. The consolidated tax liability is allocated on the basis of the members' proportionate contribution to consolidated taxable
income.

Deferred
income taxes are generally recognized when assets and liabilities have different values for financial statement and tax reporting purposes, and for other temporary taxable and
deductible differences as defined by Statement of Financial Accounting Standards ("FAS") No. 109, "Accounting for Income Taxes." A valuation allowance is established where management has
assessed that it is more likely than not that the Company will not be able to utilize the full deferred tax asset.

79

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Safety Insurance Group, Inc. and Subsidiaries

Notes to Consolidated Financial Statements

(Dollars in thousands except per share and share data)

Earnings per Weighted Average Common Share

Basic earnings per weighted average common share ("EPS") are calculated by dividing net income by the weighted average number of basic common shares outstanding
during the period. Diluted EPS are calculated by dividing net income by the weighted average number of basic common shares outstanding and the net effect of potentially dilutive common shares. At
December 31, 2007, 2006 and 2005, the Company's potentially dilutive instruments were common shares under options of 334,588, 373,996 and 496,086, respectively, and common shares under
restriction of 174,751, 118,790 and 94,417, respectively.

Basic
and diluted EPS were as follows:

|                                                      |                                | For the Years Ended December 31,
|----------------------------------------------------- | ------------------------------ | --------------------------------
|
|Earnings per weighted average common share:           |                                |                                 
|                                                      | Basic                          |                                 
|                                                      |                                |                                 
|                                                      | Diluted                        |                                 
|                                                      |                                |                                 
|Weighted average number of common shares outstanding: |                                |                                 
|                                                      | Basic                          |                                 
|                                                      | Effect of dilutive securities: |                                 
|                                                      |                                | Stock options                   
|                                                      |                                | Restricted stock                
|                                                      |                                |                                 
|                                                      | Diluted                        |                                 
|                                                      |                                |                                 

Diluted
EPS excludes stock options with exercise prices and exercise tax benefits greater than the average market price of the Company's common stock during the period because their
inclusion would be anti-dilutive. There were 174,925 and 186,225 anti-dilutive stock options for the years ended December 31, 2007 and 2006. There were no
anti-dilutive stock options for the year ended December 31, 2005.

Diluted
EPS also excludes common shares under restriction with a fair value on the grant date greater than the average market price of the Company's common stock during the period
because their inclusion would be anti-dilutive. There were 65,760 anti-dilutive shares under restriction for the year ended December 31, 2007. There were no
anti-dilutive shares under restriction for the years ended December 31, 2006 and 2005.

Share-Based Compensation

Prior to January 1, 2006, the Company accounted for share-based compensation to employees and non-employee directors in accordance with the
recognition and measurement principles of Accounting Principles Board ("APB") Opinion No. 25, "Accounting for Stock Issued to Employees," as allowed by FAS 123, "Accounting for
Stock-Based Compensation" and as amended by FAS 148, "Accounting for Stock-Based CompensationTransition and Disclosure." Accordingly, no compensation cost related to stock options
was reflected in net income, as all options granted under this plan had an exercise price equal to the market value of the underlying common stock on the date of grant. The Company historically
reported pro forma results under the disclosure-only provisions of FAS 123.

80

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Safety Insurance Group, Inc. and Subsidiaries

Notes to Consolidated Financial Statements

(Dollars in thousands except per share and share data)

Effective
January 1, 2006, the Company adopted FAS 123R (revised 2004), "Share-Based Payment," which requires the Company to measure and recognize the cost of employee
services received in exchange for an award of equity instruments. Under the provisions of FAS 123R, share-based compensation cost is measured at the grant date, based on the fair value of the
award, and is recognized as an expense over the requisite service period (generally the vesting period of the equity grant).

As
permitted by FAS 123R, the Company elected the modified prospective transition method. Under the modified prospective transition method, (i) compensation expense for
share-based awards granted prior to January 1, 2006 is recognized over the remaining service period using the compensation cost calculated for pro forma disclosure purposes under FAS 123
as adjusted to incorporate forfeiture assumptions under FAS 123R, and (ii) compensation expense for all share-based awards granted subsequent to December 31, 2005 is based on the
grant date fair value estimated in accordance with the provisions of FAS 123R. Results for periods prior to January 1, 2006 have not been restated.

See
Note 5 for further information regarding share-based compensation.

Use of Estimates

The preparation of financial statements in conformity with GAAP requires management to make estimates and assumptions that affect the reported amounts of assets
and liabilities and disclosure of contingent assets and liabilities at the date of the financial statements and reported amounts of revenues and expenses during the reporting period. Actual results
could differ from those estimates.

Statutory Accounting Practices

The Company's insurance subsidiaries, domiciled in the Commonwealth of Massachusetts, prepare statutory financial statements in accordance with the accounting
practices prescribed or permitted by the Commonwealth of Massachusetts Division of Insurance ("the Division"). Prescribed statutory accounting practices are those practices that are incorporated
directly or by reference in state laws, regulations, and general administrative rules applicable to all insurance enterprises domiciled in a particular state. Permitted statutory accounting practices
include practices not prescribed by the Division, but allowed by the Division. See Note 12 for further information.

Recent Accounting Pronouncements

In February 2006, the Financial Accounting Standards Board ("FASB") issued Statement of Financial Accounting Standards No. 155, "Accounting for Certain
Hybrid Financial Instrumentsan amendment of FASB Statements No. 133 and 140" ("FAS 155"). This statement permits fair value remeasurement for any hybrid financial instrument
that contains an embedded derivative that otherwise would require bifurcation. This statement also adds clarity regarding interest-only strips and principal-only strips that
are not subject to the requirements of Statement No. 133,
and requires companies to evaluate interests in securitized financial assets to identify interests that are freestanding derivatives or that are hybrid financial instruments containing an embedded
derivative that requires bifurcation. FAS 155 is effective for all financial instruments acquired or issued after the beginning of an entity's first fiscal year that begins after
September 15, 2006. The Company adopted FAS 155 on January 1, 2007. The adoption of FAS 155 did not have a material impact on the Company's consolidated results of
operations or financial position.

81

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Safety Insurance Group, Inc. and Subsidiaries

Notes to Consolidated Financial Statements

(Dollars in thousands except per share and share data)

For information regarding the Company's adoption of FASB Interpretation No. 48, "Accounting for Uncertainty in Income Taxesan Interpretation
of FASB Statement 109" ("FIN 48"), see Note 10.

In
September 2006, the FASB issued Statement of Financial Accounting Standards No.157, "Fair Value Measurements" ("FAS 157"). FAS 157 defines fair value, sets out a
framework for measuring fair value and requires additional disclosures about fair value measurements. This standard applies to fair value measurements already required or permitted by existing
standards and is effective for financial statements issued for fiscal years beginning after November 15, 2007. The Company is currently evaluating the potential impact of this statement.

In
February 2007, the FASB issued Statement of Financial Accounting Standards No. 159, "The Fair Value Option for Financial Assets and Financial LiabilitiesIncluding
an Amendment of FASB Statement No. 115," which is effective for fiscal years beginning after November 15, 2007. This statement permits an entity to choose to measure many financial
instruments and certain other items at fair value at specified election dates. Subsequent unrealized gains and losses on items for which the fair value option has been elected will be reported in
earnings. The Company has chosen not to elect the fair value option permitted by this statement.

Reclassifications

Prior period amounts have been reclassified to conform to the current year presentation.

Segments

The Company comprises one business segment: property and casualty insurance operations. Management organizes the business around private passenger automobile
insurance in Massachusetts sold exclusively through independent agents and offers other personal and commercial insurance as complementary products. In accordance with FAS 131, "Disclosures
About Segments of an Enterprise and Related Information," the financial information of the segment is presented consistent with the way results are regularly evaluated by the chief operating decision
maker in deciding how to allocate resources and in assessing performance.

3.     Investments

The gross unrealized appreciation (depreciation) of investments in fixed maturity securities, including redeemable preferred stocks that have characteristics of
fixed maturities, and equity securities, including interests in mutual funds, was as follows:

|                                                                        |                                     | December 31, 2007
|----------------------------------------------------------------------- | ----------------------------------- | -----------------
|
|U.S. Treasury securities and obligations of U.S. Government agencies(1) |                                     | $                
|Obligations of states and political subdivisions                        |                                     |                  
|Asset-backed securities(1)                                              |                                     |                  
|Corporate and other securities                                          |                                     |                  
|                                                                        |                                     |                  
|                                                                        | Subtotal, fixed maturity securities |                  
|Equity securities                                                       |                                     |                  
|                                                                        |                                     |                  
|                                                                        | Totals                              |                  
|                                                                        |                                     |                  

82

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Safety Insurance Group, Inc. and Subsidiaries

Notes to Consolidated Financial Statements

(Dollars in thousands except per share and share data)

|
|

|                                                                        |                                     | December 31, 2006
|----------------------------------------------------------------------- | ----------------------------------- | -----------------
|
|U.S. Treasury securities and obligations of U.S. Government agencies(1) |                                     | $                
|Obligations of states and political subdivisions                        |                                     |                  
|Asset-backed securities(1)                                              |                                     |                  
|Corporate and other securities                                          |                                     |                  
|                                                                        |                                     |                  
|                                                                        | Subtotal, fixed maturity securities |                  
|Equity securities                                                       |                                     |                  
|                                                                        |                                     |                  
|                                                                        | Totals                              |                  
|                                                                        |                                     |                  

---

The
amortized cost and the estimated fair value of fixed maturity securities, by maturity, at December 31, 2007, are shown below. Expected maturities will differ
from contractual maturities because borrowers may have the right to call or prepay obligations with or without call or prepayment penalties.

|                                         |        | December 31, 2007
|---------------------------------------- | ------ | -----------------
|
|Due in one year or less                  |        | $                
|Due after one year through five years    |        |                  
|Due after five years through ten years   |        |                  
|Due after ten years through twenty years |        |                  
|Due after twenty years                   |        |                  
|Asset-backed securities                  |        |                  
|                                         |        |                  
|                                         | Totals |                  
|                                         |        |                  

83

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Safety Insurance Group, Inc. and Subsidiaries

Notes to Consolidated Financial Statements

(Dollars in thousands except per share and share data)

The
gross realized gains (losses) on sales of fixed maturities and equity securities were as follows for the periods indicated:

|                      |                                                                     | For the Years Ended December 31, |  
|--------------------- | ------------------------------------------------------------------- | -------------------------------- | -
|
|Gross realized gains  |                                                                     |                                  |  
|                      | Fixed maturity securities                                           |                                  | $
|                      | Equity securities                                                   |                                  |  
|Gross realized losses |                                                                     |                                  |  
|                      | Fixed maturity securities                                           |                                  |  
|                      | Equity securities                                                   |                                  |  
|                      |                                                                     |                                  |  
|                      | Net realized gains (losses) on fixed maturity and equity securities |                                  | $
|                      |                                                                     |                                  |  

Proceeds
from fixed maturities maturing were $24,000, $14,300, and $11,125 for the years ended December 31, 2007, 2006, and 2005, respectively.

In
the normal course of business, the Company enters into transactions involving various types of financial instruments, including investments in fixed maturities and equity securities.
Investment transactions have credit exposure to the extent that a counter party may default on an obligation to the Company. Credit risk is a consequence of carrying, trading and investing in
securities. To manage credit risk, the Company focuses on higher quality fixed income securities, reviews the credit strength of all companies in which it invests, limits its exposure in any one
investment and monitors the portfolio quality, taking into account credit ratings assigned by recognized statistical rating organizations.

The
following tables illustrate the gross unrealized losses included in the Company's investment portfolio and the fair value of those securities aggregated by investment category. The
tables also illustrate the length of time that they have been in a continuous unrealized loss position.

|                                                                     |                                       | As of December 31, 2007
|-------------------------------------------------------------------- | ------------------------------------- | -----------------------
|
|
|U.S. Treasury securities and obligations of U.S. Government agencies |                                       | $                      
|Obligations of states and political subdivisions                     |                                       |                        
|Asset-backed securities                                              |                                       |                        
|Corporate and other securities                                       |                                       |                        
|                                                                     |                                       |                        
|                                                                     | Subtotal, fixed maturity securities   |                        
|Equity securities                                                    |                                       |                        
|                                                                     |                                       |                        
|                                                                     | Total temporarily impaired securities |                        
|                                                                     |                                       |                        

84

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Safety Insurance Group, Inc. and Subsidiaries

Notes to Consolidated Financial Statements

(Dollars in thousands except per share and share data)

|
|

|                                                                     |                                       | As of December 31, 2006
|-------------------------------------------------------------------- | ------------------------------------- | -----------------------
|
|
|U.S. Treasury securities and obligations of U.S. Government agencies |                                       | $                      
|Obligations of states and political subdivisions                     |                                       |                        
|Asset-backed securities                                              |                                       |                        
|Corporate and other securities                                       |                                       |                        
|                                                                     |                                       |                        
|                                                                     | Total temporarily impaired securities |                        
|                                                                     |                                       |                        

The
Company's investment portfolio included 143 securities in an unrealized loss position at December 31, 2007. The Company's methodology of assessing
other-than-temporary impairment is based upon analysis of each security as of the balance sheet date and considers various factors including the length of time and the extent
to which fair value has been less than the cost, the financial condition and the near term prospects of the issuer, whether the debtor is current on its contractually obligated interest and principal
payments, and the Company's intent to hold the investment for a period of time sufficient to allow for recovery of its costs.

As
of December 31, 2007, the Company's fixed income securities portfolio was comprised entirely of investment grade corporate fixed maturity securities, U.S. Government and Agency
securities, and asset-backed securities (i.e., all securities received a rating assigned by Moody's Investors Service, Inc. of Baa or higher, except the few securities not rated by
Moody's which received Standard & Poor's ratings of A- or higher, as well as a rating assigned by the Securities Valuation Office of the National Association of Insurance
Commissioners of 1 or 2). The Company holds no subprime mortgage debt securities. All of the Company's holdings in mortgage-backed securities are either U.S. Government or Agency guaranteed or are
rated Aaa/AAA at December 31, 2007. The unrealized losses recorded on the fixed maturity investment portfolio at December 31, 2007, resulted from fluctuations in market interest rates as
opposed to fundamental changes in the credit quality of the issuers of such securities. Therefore, these decreases in values are viewed as being temporary as the Company has the intent and ability to
retain such investments for a period of time sufficient to allow for recovery in fair value.

During
the years ended December 31, 2007, 2006 and 2005, there was no significant deterioration in the credit quality of any of the Company's holdings and no
other-than-temporary impairment charges were recorded related to the Company's portfolio of investment securities.

The
components of net investment income were as follows:

|                                           |                         | For the Years Ended December 31,
|------------------------------------------ | ----------------------- | --------------------------------
|
|Interest and dividends on fixed maturities |                         | $                               
|Dividends on equity securities             |                         |                                 
|Interest on cash and cash equivalents      |                         |                                 
|                                           |                         |                                 
|                                           | Total investment income |                                 
|Investment expenses                        |                         |                                 
|                                           |                         |                                 
|                                           | Net investment income   |                                 
|                                           |                         |                                 

85

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Safety Insurance Group, Inc. and Subsidiaries

Notes to Consolidated Financial Statements

(Dollars in thousands except per share and share data)

4.     Equipment and Leasehold Improvements

The carrying value of equipment and leasehold improvements by classification was as follows:

December 31,2007

2006Data processing equipment

$
2,651

$
2,824Software


6,793


824Furniture and fixtures


238


203Other equipment


1,228


592Automobiles


53


53Leasehold improvements


224


161Total cost


11,187


4,657Less accumulated depreciation and amortization


3,111


2,638Equipment and leasehold improvements, net

$
8,076

$
2,019


Depreciation
and amortization expense for the years ended December 31, 2007, 2006 and 2005 was $1,153, $850 and $699 respectively.

5.     Employee Benefit Plans

The Safety Insurance 401(k) Retirement Plan

The Company sponsors the Safety Insurance Company 401(k) qualified defined contribution retirement plan (the "Retirement Plan"). The Retirement Plan is available
to all eligible employees of the Company. An employee must be 21 years of age to be eligible to participate in the Retirement Plan, and is allowed to contribute on a pre-tax basis
up to the maximum allowed under federal law. The Retirement Plan is administered by the Company and is subject to the provisions of the Employee Retirement Income Security Act of 1974. At the close of
each Retirement Plan year, the Company makes a matching contribution equal to 100% of the amount each participant contributed during the plan year from their total pay, up to a maximum amount of 8% of
the participant's base salary, to those participants who have contributed to the Retirement Plan and were employed on the last day of the Retirement Plan year. Compensation expense related to the
Retirement Plan was $1,900, $1,661 and $1,066 for the years ended December 31, 2007, 2006 and 2005, respectively.

Management Omnibus Incentive Plan

Long-term incentive compensation is provided under the Company's 2002 Management Omnibus Incentive Plan ("the Incentive Plan") which provides for a
variety of stock-based compensation awards, including nonqualified stock options ("NQSOs"), incentive stock options, stock appreciation rights and restricted stock ("RS") awards.

On
March 10, 2006, the Board of Directors ("Board") of the Company approved amendments to the Incentive Plan, subject to shareholder approval, to (i) increase the number of
shares of common stock available for issuance by 1,250,000 shares, (ii) remove obsolete provisions, and (iii) make other non-material changes. A total of 1,250,000 shares of
common stock had previously been authorized for issuance under the Incentive Plan. The Incentive Plan, as amended, was approved by the shareholders

86

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Safety Insurance Group, Inc. and Subsidiaries

Notes to Consolidated Financial Statements

(Dollars in thousands except per share and share data)

at
the 2006 Annual Meeting of Shareholders which was held on May 19, 2006. The maximum number of shares of common stock with respect to which awards may be granted is 2,500,000. Shares of stock
covered by an award under the Incentive Plan that are forfeited will again be available for issuance in connection with future grants of awards under the plan. At December 31, 2007, there were
1,183,190 shares available for future grant. The Board and the Compensation Committee intend to issue more awards under the Incentive Plan in the future.

A
summary of stock based awards granted under the Incentive Plan is as follows:

|Type of
Equity
Awarded |  | Effective Date    |  | Number of
Awards
Granted |  | Exercise
Price(1) or
Fair Value(2)
per Share |       | Vesting Terms |                       | Expiration Date
|---------------------- |  | ----------------- |  | ------------------------ |  | -------------------------------------------- | ----- | ------------- | --------------------- | ---------------
|NQSOs                  |  | November 27, 2002 |  | 379,000                  |  | $                                            | 12.00 | (1)           | 5 years, 20% annually |                
|NQSOs                  |  | February 20, 2003 |  | 99,000                   |  | $                                            | 13.30 | (1)           | 5 years, 20% annually |                
|NQSOs                  |  | March 31, 2003    |  | 292,000                  |  | $                                            | 13.03 | (1)           | 3 years, 30%-30%-40%  |                
|NQSOs                  |  | August 21, 2003   |  | 10,000                   |  | $                                            | 15.89 | (1)           | 5 years, 20% annually |                
|NQSOs                  |  | March 25, 2004    |  | 111,000                  |  | $                                            | 18.50 | (1)           | 5 years, 20% annually |                
|RS                     |  | March 25, 2004    |  | 70,271                   |  | $                                            | 18.50 | (2)           | 3 years, 30%-30%-40%  |                
|NQSOs                  |  | August 30, 2004   |  | 10,000                   |  | $                                            | 21.40 | (1)           | 5 years, 20% annually |                
|NQSOs                  |  | March 16, 2005    |  | 78,000                   |  | $                                            | 35.23 | (1)           | 5 years, 20% annually |                
|RS                     |  | March 16, 2005    |  | 56,770                   |  | $                                            | 35.23 | (2)           | 3 years, 30%-30%-40%  |                
|RS                     |  | March 16, 2005    |  | 4,000                    |  | $                                            | 35.23 | (2)           | No vesting period(3)  |                
|NQSOs                  |  | March 10, 2006    |  | 126,225                  |  | $                                            | 42.85 | (1)           | 5 years, 20% annually |                
|RS                     |  | March 10, 2006    |  | 58,342                   |  | $                                            | 42.85 | (2)           | 3 years, 30%-30%-40%  |                
|RS                     |  | March 10, 2006    |  | 4,000                    |  | $                                            | 42.85 | (2)           | No vesting period(3)  |                
|RS                     |  | February 26, 2007 |  | 65,760                   |  | $                                            | 45.62 | (2)           | 3 years, 30%-30%-40%  |                
|RS                     |  | February 26, 2007 |  | 4,000                    |  | $                                            | 45.62 | (2)           | No vesting period(3)  |                
|RS                     |  | March 22, 2007    |  | 49,971                   |  | $                                            | 38.78 | (2)           | 5 years, 20% annually |                

---

Stock Options

The fair value of stock options used to compute both pro forma and actual net income and earnings per share disclosures for the years ended December 31,
2007, 2006 and 2005 is the estimated fair value at grant date using the Black-Scholes option-pricing model with the following assumptions:

|                        |  | For the Years Ended December 31,
|----------------------- |  | --------------------------------
|
|Expected dividend yield |  | 1.36% - 2.52%                   
|Expected volatility     |  | 0.20 - 0.36                     
|Risk-free interest rate |  | 3.23% - 4.76%                   
|Expected holding period |  | 6.5 - 7 years                   

87

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Safety Insurance Group, Inc. and Subsidiaries

Notes to Consolidated Financial Statements

(Dollars in thousands except per share and share data)

Expected
dividend yield is the Company's dividend yield on the measurement date and is based on the assumption that the current yield will continue in the future. Expected volatility is
based on historical volatility of the Company's common stock as well as the volatility of a peer group of property and casualty insurers measured for a period equal to the expected holding period of
the option. The risk-free interest rate is based upon the yield on the measurement date of a zero-coupon U.S. Treasury bond with a maturity period equal to the expected holding
period of the option. The expected holding period is based upon the simplified method provided in SEC Staff Accounting Bulletin No. 107, "Share-Based Payment," which utilizes the
mid-points between the vesting dates and the expiration date of the option award to calculate the overall expected term.

The
following table summarizes stock option activity under the Incentive Plan.

|                                 |  | 2007    |   | 2006 |       | 2005
|-------------------------------- |  | ------- | - | ---- | ----- | ----
|
|Outstanding at beginning of year |  | 373,996 |   | $    | 27.53 |     
|Granted during the year          |  |        |   |      |      |     
|Exercised during the year        |  | (28,508 | ) |      | 14.95 |     
|Forfeited during the year        |  | (10,900 | ) |      | 38.38 |     
|                                 |  |         |   |      |       |     
|Outstanding at end of year       |  | 334,588 |   |      | 28.25 |     
|                                 |  |         |   |      |       |     
|Exercisable at end of year       |  | 142,008 |   | $    | 20.97 |     
|                                 |  |         |   |      |       |     

At
December 31, 2007, the aggregate intrinsic value of outstanding shares under option was $3,552 with a weighted average remaining contractual term of 6.7 years. At
December 31, 2006, the aggregate intrinsic value of outstanding shares under option and exercisable was $8,668 with a weighted average remaining contractual term of 7.7 years. Aggregate
intrinsic value represents the total pretax intrinsic value, based upon the Company's closing stock price of $36.62 on December 31, 2007, which would have
been received by the option holders had all option holders exercised their options as of that date. The range of exercise prices on stock options outstanding under the Incentive Plan was $12.00 to
$42.85 at December 31, 2007 and 2006, and $12.00 to $35.23 at December 31, 2005. There were no options granted during the twelve months ended December 31, 2007. The weighted
average grant-date fair value of options granted during the twelve months ended December 31, 2006 and 2005 was estimated at $16.05 and $12.62, respectively. The total intrinsic
value of options exercised during the twelve months ended December 31, 2007, 2006 and 2005 was $618, $8,963 and $6,563, respectively.

A
summary of the status of non-vested options as of December 31, 2007, is presented below:

Number of
Shares

Weighted Average
Grant Date
Exercise PriceNon-vested, at January 1, 2007

347,721

$
28.27Vested during the year

(146,741
)

20.65Forfeited during the year

(8,400
)

38.50Non-vested, at December 31, 2007

192,580

$
33.62


88

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Safety Insurance Group, Inc. and Subsidiaries

Notes to Consolidated Financial Statements

(Dollars in thousands except per share and share data)

As
of December 31, 2007, there was $1,621 of unrecognized compensation expense related to non-vested option awards that is expected to be recognized over a weighted
average period of 1.9 years.

Cash
received from options exercised was $426, $3,497 and $3,072 for the years ended December 31, 2007, 2006, and 2005, respectively.

As
a result of adopting FAS 123R on January 1, 2006, the Company's net income for the twelve months ended December 31, 2007 was lowered by $599, net of income tax
benefit of $322. The Company's net income for the twelve months ended December 31, 2006 was lowered by $554, net of income tax benefit of $299. The impact on basic and diluted EPS for the
twelve months ended December 31, 2007 was a reduction of $0.04 and $0.04 per share, respectively. The impact on basic and diluted EPS for the twelve months ended December 31, 2006 was a
reduction of $0.04 and $0.03 per share, respectively.

FAS 123R
requires the disclosure of pro forma information for periods prior to adoption. The following table illustrates the effect on net income and earnings per share if the
Company had applied the fair value recognition provisions of FAS 123 to these stock options.

For the Year Ended December 31, 2005Net income, as reported

$
95,182Deduct: Total stock-based compensation expense determined under fair value based method for all awards, net of related tax effects


(537
)Pro forma net income

$
94,645Earnings per weighted average share:Basicas reported

$
6.11Basicpro forma

$
6.08Dilutedas reported

$
5.97Dilutedproforma

$
5.95


Restricted Stock

Restricted stock awarded to employees in the form of unvested shares is recorded at the market value of the Company's common stock on the grant date and amortized
ratably as expense over the requisite service period.

89

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Safety Insurance Group, Inc. and Subsidiaries

Notes to Consolidated Financial Statements

(Dollars in thousands except per share and share data)

The
following table summarizes restricted stock activity under the Incentive Plan.

|                                        |  | 2007    |   | 2006 |       | 2005
|--------------------------------------- |  | ------- | - | ---- | ----- | ----
|
|Outstanding at beginning of year        |  | 126,790 |   | $    | 35.67 |     
|Granted during the year                 |  | 119,731 |   |      | 42.77 |     
|Vested and unrestricted during the year |  | (57,740 | ) |      | 30.27 |     
|Forfeited during the year               |  | (2,030  | ) |      | 38.78 |     
|                                        |  |         |   |      |       |     
|Outstanding at end of year              |  | 186,751 |   | $    | 41.85 |     
|                                        |  |         |   |      |       |     

As
of December 31, 2007, there was $5,101 of unrecognized compensation expense related to non-vested restricted stock awards that is expected to be recognized over a
weighted average period of 1.7 years. The total fair value of the shares that were vested and unrestricted during the twelve months ended December 31, 2007, 2006 and 2005 was $1,748,
$882 and $390, respectively. For the years ended December 31, 2007, 2006 and 2005, the Company recorded compensation expense related to restricted stock of $1,801, $1,146 and $586 net of income
tax benefits of $970, $617 and $316, respectively.

6.     Commitments and Contingencies

Lease Commitments

The Company has various noncancelable long-term operating leases. The approximate minimum annual rental payments due under these lease agreements as
of December 31, 2007 are as follows:

2008

$
2,0242009


2,0502010


4,0232011


4,0092012 and after


30,703Total minimum lease payments

$
42,809


Certain
lease agreements contain renewal options and, in addition to the minimum annual rentals, generally provide for payment of a share of the real estate taxes and operating expenses
in excess of a base amount. Rental expense was $3,482, $3,147 and $3,042 for the years ended December 31, 2007, 2006 and 2005, respectively. All leases expire prior to 2019. The Company expects
that in the normal course of business, leases that expire will be renewed.

An
eighth amendment to a lease agreement for the lease of office space was executed on April 5, 2007. Under the provisions of this amendment, additional space will be occupied and
the lease term will be extended an additional ten years commencing on January 1, 2009, with an option to renew for one additional five year term.

90

---



Safety Insurance Group, Inc. and Subsidiaries

Notes to Consolidated Financial Statements

(Dollars in thousands except per share and share data)

Contingencies

Various claims, generally incidental to the conduct of normal business, are pending or alleged against the Company from time to time. In the opinion of
management, based in part on the advice of legal counsel, the ultimate resolution of such claims will not have a material adverse effect on the Company's consolidated financial statements. However, if
estimates of the ultimate resolutions of those proceedings are revised, liabilities related to those proceedings could be adjusted in the near term.

Massachusetts
law requires that insurers licensed to do business in Massachusetts participate in the Massachusetts Insurers Insolvency Fund ("Insolvency Fund"). Members of the Insolvency
Fund are assessed a proportionate share of the obligations and expenses of the Insolvency Fund in connection with an insolvent insurer. In 2007, the Company received a net refund of prior years'
assessments from the Insolvency Fund of $112, which was credited for the year ended December 31, 2007. In 2006, the Company received notice of assessments from the Insolvency Fund amounting to
$464 which it expensed for the year ended December 31, 2006. In 2005 the Company received a refund of prior years' assessments from the Insolvency Fund of $50, which was credited for the year
ended December 31, 2005.

It
is anticipated that there will be additional assessments from time to time relating to various insolvencies. Although the timing and amounts of any future assessments are not known,
based upon existing knowledge, management's opinion is that such future assessments will not have a material effect upon the financial position of the Company.

7.     Debt

Secured Revolving Credit Facility

The Company has a $30,000 revolving credit facility with Citizens Bank of Massachusetts which expires on June 17, 2008. Loans under the credit facility
bear interest at the Company's option at either (i) the LIBOR rate plus 1.5% per annum or (ii) the higher of Citizens Bank of Massachusetts' prime rate or 0.5% above the federal funds
rate plus 1.5% per annum. Interest only is payable prior to maturity. The obligations of the Company under the credit facility are secured by pledges of the Company's assets and the capital stock of
its operating subsidiaries. The credit facility is guaranteed by the non-insurance company subsidiaries of the Company. The credit facility contains covenants including requirements to
maintain minimum risk based capital ratios and statutory surplus
of Safety Insurance Company as well as limitations or restrictions on indebtedness, liens, dividends, and other matters. As of December 31, 2007, the Company was in compliance with all such
covenants.

The
Company had no amounts outstanding on its credit facility at December 31, 2007 and 2006. The credit facility commitment fee included in interest expenses was computed at a
rate of 0.25% on the $30,000 commitment at December 31, 2007 and 2006.

Capital Lease Obligation

During 2003, the Company entered into a three year lease agreement to finance acquisitions of new equipment. There are no amounts due under the capital lease
obligation at December 31, 2007. Minimum payments due as of December 31, 2006 were $39 under this obligation.

The
Company incurred interest expense of $83, $86 and $948 for the years ended December 31, 2007, 2006 and 2005, respectively, related to all current outstanding obligations
during these periods.

91

---



Safety Insurance Group, Inc. and Subsidiaries

Notes to Consolidated Financial Statements

(Dollars in thousands except per share and share data)

8.     Reinsurance

The Company cedes insurance to CAR and to other reinsurers. The Company has a property catastrophe excess of loss agreement and a casualty excess of loss
agreement that qualify as reinsurance treaties and are designed to protect against large or unusual loss and LAE activity. Reinsurance contracts do not relieve the Company from its obligations to
policyholders. Failure of reinsurers to honor their obligations could result in losses to the Company. The Company evaluates the financial condition of its reinsurers and monitors economic
characteristics of the reinsurers to minimize its exposure to significant losses from reinsurer insolvencies.

The
Company is subject to concentration of credit risk with respect to reinsurance ceded to CAR. At December 31, 2007 and 2006, respectively, reinsurance receivables on paid and
unpaid loss and LAE with a carrying value of $80,702 and $77,246 and ceded unearned premiums of $25,738 and $29,937 were associated with CAR. The Company assumes a proportionate share of the
obligations from CAR. The Company makes an estimate of its share of assumed activity from the most recent quarter reported by CAR and records adjustments to the reported activity to reflect its
anticipated final assumed obligations. The Company's participation in CAR resulted in assumed net losses of $4,962, $4,753 and $5,771 for the years ended December 31, 2007, 2006 and 2005,
respectively.

CAR
has been, with few exceptions, required by law to issue a policy to any applicant who seeks it. As a servicing carrier of CAR, this requirement has applied to the Company.

The
effect of reinsurance on net written and earned premiums and losses and LAE is as follows:

|                     |         | For the Years Ended December 31, |        
|-------------------- | ------- | -------------------------------- | -------
|
|Written Premiums     |         |                                  |        
|                     | Direct  |                                  | $      
|                     | Assumed |                                  |        
|                     | Ceded   |                                  |        
|                     |         |                                  |        
|Net written premiums |         | $                                | 600,572
|                     |         |                                  |        
|Earned Premiums      |         |                                  |        
|                     | Direct  |                                  | $      
|                     | Assumed |                                  |        
|                     | Ceded   |                                  |        
|                     |         |                                  |        
|Net earned premiums  |         | $                                | 609,208
|                     |         |                                  |        
|Loss and LAE         |         |                                  |        
|                     | Direct  |                                  | $      
|                     | Assumed |                                  |        
|                     | Ceded   |                                  |        
|                     |         |                                  |        
|Net loss and LAE     |         | $                                | 374,493
|                     |         |                                  |        

92

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Safety Insurance Group, Inc. and Subsidiaries

Notes to Consolidated Financial Statements

(Dollars in thousands except per share and share data)

9.     Loss and Loss Adjustment Expense Reserves

The following table sets forth a reconciliation of beginning and ending reserves for losses and LAE as shown in the Company's consolidated financial statements
for the years indicated:

|                                                       |              | For the Years Ended December 31, |        
|------------------------------------------------------ | ------------ | -------------------------------- | -------
|
|Reserves for losses and LAE, beginning of year         |              | $                                | 449,444
|Less reinsurance recoverable on unpaid losses and LAE  |              |                                  | (78,464
|                                                       |              |                                  |        
|Net reserves for losses and LAE, beginning of year     |              |                                  | 370,980
|                                                       |              |                                  |        
|Incurred losses and LAE, related to:                   |              |                                  |        
|                                                       | Current year |                                  |        
|                                                       | Prior years  |                                  |        
|                                                       |              |                                  |        
|Total incurred losses and LAE                          |              |                                  | 374,493
|                                                       |              |                                  |        
|Paid losses and LAE related to:                        |              |                                  |        
|                                                       | Current year |                                  |        
|                                                       | Prior years  |                                  |        
|                                                       |              |                                  |        
|Total paid losses and LAE                              |              |                                  | 352,043
|                                                       |              |                                  |        
|Net reserves for losses and LAE, end of year           |              |                                  | 393,430
|Plus reinsurance recoverables on unpaid losses and LAE |              |                                  | 84,290 
|                                                       |              |                                  |        
|Reserves for losses and LAE, end of year               |              | $                                | 477,720
|                                                       |              |                                  |        

At
the end of each period, the reserves were re-estimated for all prior accident years. The Company's prior year reserves decreased by $30,791, $42,747, and $39,620 for the
years ended December 31, 2007, 2006, and 2005, respectively. The decrease in prior year reserves during 2007 resulted from re-estimations of prior years ultimate loss and LAE
liabilities and is primarily composed of reductions of $15,503 in our retained automobile reserves, $11,335 in CAR assumed reserves and $2,941 in our retained homeowner's reserves. The decrease in
prior year reserves during 2006 resulted from re-estimations of prior years ultimate loss and LAE liabilities and is primarily composed of reductions of $23,945 in our retained automobile
reserves, $14,006 in CAR assumed reserves, $3,430 in our retained homeowners reserves and $686 in FAIR Plan assumed reserves. The decrease in prior year reserves during 2005 resulted from
re-estimations of prior years ultimate loss and LAE liabilities and is composed of reductions of $22,162 in CAR assumed reserves, $14,600 in our retained automobile reserves, $1,872 in
FAIR Plan assumed reserves and $986 in our retained homeowners reserves.

Due
to the nature of the risks that the Company underwrites and has historically underwritten, management does not believe that it has an exposure to asbestos or environmental pollution
liabilities.

93

---



Safety Insurance Group, Inc. and Subsidiaries

Notes to Consolidated Financial Statements

(Dollars in thousands except per share and share data)

10.   Income Taxes

Provision for income taxes has been calculated in accordance with the provision of Statement No. 109. A summary of the income tax expense in the
Consolidated Statements of Income is shown below:

|                         |         | For the Years Ended December 31, |       
|------------------------ | ------- | -------------------------------- | ------
|
|Current Income Taxes:    |         |                                  |       
|                         | Federal |                                  | $     
|                         | State   |                                  |       
|                         |         |                                  |       
|                         |         |                                  | 36,340
|                         |         |                                  |       
|Deferred Income Taxes:   |         |                                  |       
|                         | Federal |                                  |       
|                         | State   |                                  |       
|                         |         |                                  |       
|                         |         |                                  | 1,094 
|                         |         |                                  |       
|Total income tax expense |         | $                                | 37,434
|                         |         |                                  |       

The
income tax expense attributable to the consolidated results of operations is different from the amounts determined by multiplying income before federal income taxes by the statutory
federal income tax rate. The sources of the difference and the tax effects of each were as follows:

|                                              |  | For the Years Ended December 31, |       
|--------------------------------------------- |  | -------------------------------- | ------
|
|Federal income tax expense, at statutory rate |  | $                                | 43,696
|Tax-exempt investment income, net             |  |                                  | (6,486
|State taxes, net                              |  |                                  | 17    
|Changes in tax estimates                      |  |                                  |      
|Other, net                                    |  |                                  | 207   
|                                              |  |                                  |       
|Total income tax expense                      |  | $                                | 37,434
|                                              |  |                                  |       

During
the year ended December 31, 2005, an examination of the Company's federal income tax returns for the tax periods ended December 31, 2003, 2002, and 2001 by the
Internal Revenue Service ("IRS") was completed. The Company recorded a $1,616 tax benefit representing a reduction in federal income tax reserves for tax years 2001 through 2003, resulting from a
settlement reached with the IRS in August 2005. Of this total tax benefit, $455 was recorded as an increase to additional paid-in capital and $1,161 was recorded as a reduction to income
tax expense for the year ended December 31, 2005. The Company is not currently under examination by the IRS.

94

---



Safety Insurance Group, Inc. and Subsidiaries

Notes to Consolidated Financial Statements

(Dollars in thousands except per share and share data)

The
deferred income tax asset (liability) represents the tax effects of temporary differences attributable to the Company's consolidated federal tax return group. Its components were as
follows:

|                                                      |                                         | December 31, |        
|----------------------------------------------------- | --------------------------------------- | ------------ | -------
|
|Deferred tax assets:                                  |                                         |              |        
|                                                      | Discounting of loss reserves            |              | $      
|                                                      | Discounting of unearned premium reserve |              |        
|                                                      | Bad debt allowance                      |              |        
|                                                      | Depreciation                            |              |        
|                                                      | Employee benefits                       |              |        
|                                                      | State loss carryforwards                |              |        
|                                                      | Other                                   |              |        
|                                                      |                                         |              |        
|Total deferred tax assets before valuation allowance  |                                         |              | 37,260 
|Valuation allowance for deferred tax assets           |                                         |              | (1,728 
|                                                      |                                         |              |        
|Total deferred tax assets, net of valuation allowance |                                         |              | 35,532 
|                                                      |                                         |              |        
|Deferred tax liabilities:                             |                                         |              |        
|                                                      | Deferred acquisition costs              |              |        
|                                                      | Investments                             |              |        
|                                                      | Net unrealized gains on investments     |              |        
|                                                      | Software development costs              |              |        
|                                                      |                                         |              |        
|Total deferred tax liabilities                        |                                         |              | (22,144
|                                                      |                                         |              |        
|Net deferred tax asset                                |                                         | $            | 13,388 
|                                                      |                                         |              |        

The
Company believes, based upon consideration of objective and verifiable evidence, including its recent earnings history and its future expectations, that the Company's taxable income
in future years will be sufficient to realize all federal deferred tax assets. A valuation allowance of $1,728 and $3,178 was established against state deferred tax assets at December 31, 2007
and 2006, respectively. This valuation allowance is based upon management's assessment that it is more likely than not that the Company will not be able to utilize these state deferred tax assets.

The
Company adopted the provisions of FIN 48 on January 1, 2007. This interpretation prescribes a recognition threshold and measurement attribute for the financial
statement recognition and measurement of a tax position taken or expected to be taken in a tax return. FIN 48 requires that the Company determine whether the benefits of its tax positions have
a more likely than not chance of being sustained upon audit based upon the technical merits of the tax position. This interpretation also provides guidance on derecognition, classification, interest
and penalties, accounting in interim periods, disclosure, and transition. As a result of the implementation of FIN 48, the Company recognized no adjustment to its consolidated balance sheet or
statement of operations. The Company believes that the positions taken on its income tax returns for open tax years will be sustained upon examination by the IRS. Therefore, the Company has not
recorded a liability under FIN 48.

As
of January 1, 2007 and December 31, 2007, the Company had no unrecognized tax benefits, and none which if recognized would affect the effective tax rate. The Company
does not currently

95

---



Safety Insurance Group, Inc. and Subsidiaries

Notes to Consolidated Financial Statements

(Dollars in thousands except per share and share data)

anticipate
significant changes in the amount of unrecognized income tax benefits during the next twelve months.

The
Company records interest and penalties associated with audits as a component of Income before income taxes. Penalties are recorded in Underwriting, operating and other expenses, and
interest
expense is recorded in Interest expenses in the consolidated statement of operations. The Company had no interest and penalties accrued as of the adoption date.

As
of December 31, 2007, the Company was no longer subject to examination of its U.S. federal tax returns for years prior to 2004.

11.   Share Repurchase Program

On August 3, 2007, the Board of Directors approved a share repurchase program of up to $30,000 of the Company's outstanding common shares. Under the
program, the Company may repurchase shares of its common stock for cash in public or private transactions, in the open market or otherwise, at management's discretion. The timing of such repurchases
and actual number of shares repurchased depend on a variety of factors including price, market conditions and applicable regulatory and corporate requirements. The program does not require the Company
to repurchase any specific number of shares and may be modified, suspended or terminated at any time without prior notice.

During
the twelve months ended December 31, 2007, the Company purchased 48,124 of its common shares on the open market under the program at a cost of $1,585.

12.   Statutory Net Income and Surplus

Statutory Accounting Practices

The Company's insurance company subsidiaries, domiciled in the Commonwealth of Massachusetts, prepare statutory financial statements in accordance with the
accounting practices prescribed or permitted by the Division. Statutory net income of the Company's insurance company subsidiaries was $89,683, $116,073 and $97,337 for the years ended
December 31, 2007, 2006 and 2005, respectively. Statutory capital and surplus of the Company's insurance subsidiaries was $514,957 and $457,505 at December 31, 2007 and 2006,
respectively.

Dividends

The Company's Insurance Subsidiaries are subject to various regulatory restrictions that limit the maximum amount of dividends available to be paid to their
parent without prior approval of the Commonwealth of Massachusetts Commissioner of Insurance (the "Commissioner"). Massachusetts statute limits the dividends an insurer may pay in any twelve month
period, without the prior permission of the Commissioner, to the greater of (i) 10% of the insurer's surplus as of the preceding December 31 or (ii) the insurer's net income for
the twelve-month period ending the preceding December 31, in each case determined in accordance with statutory accounting practices. The Company's Insurance Subsidiaries may not declare an
"extraordinary dividend" (defined as any dividend or distribution that, together with other distributions made within the preceding twelve months, exceeds the limits established by Massachusetts
statute) until thirty days after the Commissioner has received notice of the intended dividend and has not objected. As historically administered by the Commissioner, this provision requires the
Commissioner's prior approval of an extraordinary dividend. Under Massachusetts law, an insurer may pay cash dividends only from its

96

---



Safety Insurance Group, Inc. and Subsidiaries

Notes to Consolidated Financial Statements

(Dollars in thousands except per share and share data)

unassigned
funds, also known as earned surplus, and the insurer's remaining surplus must be both reasonable in relation to its outstanding liabilities and adequate to its financial needs. At
year-end 2007, the statutory surplus of Safety Insurance was $514,957 and its net income for 2007 was $83,375. As a result, a maximum of $83,375 is available in 2008 for such dividends
without prior approval of the Commissioner.

13.   Fair Value of Financial Instruments

The Company uses various financial instruments in the normal course of its business. Certain insurance contracts are excluded by Statement of Financial Accounting
Standards No. 107, "Disclosures about Fair Value of Financial Instruments," and, therefore, are not included in the amounts discussed.

Fair
value is the amount that would be received to sell an asset in an orderly transaction between market participants at the measurement date. The degree of judgment used in measuring
the fair value of financial instruments generally follows the level of observed pricing. Financial instruments with quoted prices in active markets generally have more observed pricing and less
judgment is used in measuring fair value. Conversely, financial instruments traded in non-active markets or that do not have quoted prices are measured at fair value using valuation models
or other pricing techniques that require more judgment. Observed pricing is affected by a number of factors, including the type of financial instrument, whether the financial instrument is new to the
market, and the characteristics specific to the transaction involving the financial instrument and general market conditions.

Management
relies more on observed price inputs and less on unobserved inputs when measuring fair value. Market price data is obtained to value financial instruments whenever such
information is available. Market price data generally is obtained from independent pricing services. The types of instruments valued based on market price data include government and agency securities
and investments in publicly traded mutual funds with quoted market prices.

For
fixed maturities not traded in active markets, estimates of fair value are obtained by referring to traded securities with similar attributes and using a matrix pricing methodology.
This methodology considers such factors as the issuer's industry, the security's rating, its coupon rate, its position in the capital structure of the issuer, and other relevant factors. The types of
fixed maturities not traded in active markets include municipal bonds, most corporate bonds, and most asset-backed, mortgage backed and other collateralized securities. For these investments,
management also receives fair value information from independent pricing services.

For
fixed maturity instruments that are not traded in active markets, valuations are adjusted to reflect relative levels of market liquidity, and such adjustments generally are based on
available market evidence. In the absence of such evidence, management's best estimate is used.

At
December 31, 2007 and 2006, investments in fixed maturities and equity securities had a fair value, which equaled carrying value, of $1,009,005 and $940,605, respectively.

The
carrying values of cash and cash equivalents and investment income accrued approximate fair value.

At
December 31, 2007 and 2006 the Company had no amounts outstanding on its secured credit facility.

97

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Safety Insurance Group, Inc. and Subsidiaries

Notes to Consolidated Financial Statements

(Dollars in thousands except per share and share data)

14.   Quarterly Results of Operations

An unaudited summary of the Company's 2007 and 2006 quarterly performance, and audited annual performance, is as follows:

|                                            |         | Year ended December 31, 2007
|------------------------------------------- | ------- | ----------------------------
|
|Total revenue                               |         | $                           
|Net income                                  |         |                             
|Earnings per weighted average common share: |         |                             
|                                            | Basic   |                             
|                                            | Diluted |                             
|Cash dividends paid per common share        |         |                             

|
|

|                                            |         | Year ended December 31, 2006
|------------------------------------------- | ------- | ----------------------------
|
|Total revenue                               |         | $                           
|Net income                                  |         |                             
|Earnings per weighted average common share: |         |                             
|                                            | Basic   |                             
|                                            | Diluted |                             
|Cash dividends paid per common share        |         |                             

Although
net income for the fourth quarters of 2007 and 2006 was lower than the preceding quarters of each respective fiscal year, this is not due to any unusual
transactions or events. The net income in the fourth quarters of 2007 and 2006 include the effects of Massachusetts private passenger automobile rate decreases of 11.7% and 8.7% effective
April 1, 2007 and January 1, 2006, respectively. These amounts also include the impact of higher claims frequencies during the fourth quarters primarily due to weather.

98

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ITEM 9.    CHANGES IN AND DISAGREEMENTS WITH ACCOUNTANTS ON ACCOUNTING AND FINANCIAL DISCLOSURE

None.

ITEM 9A.    CONTROLS AND PROCEDURES

Conclusion Regarding the Effectiveness of Disclosure Controls and Procedures

Under the supervision and with the participation of our management, including our Chief Executive Officer and Chief Financial Officer, we evaluated the
effectiveness of the design and operation of our disclosure controls and procedures (as defined in Rules 13a-15(e) and 15d-15(e) of the Securities Exchange Act of 1934,
as amended [the "Exchange Act"]) as of the end of the period covered by this report. Based on that evaluation, our CEO and CFO have concluded that our disclosure controls and
procedures are adequate and effective and ensure that all information required to be disclosed is recorded, processed, summarized and reported within the time periods specified in the SEC's rules and
that information required to be disclosed in such reports is accumulated and communicated to management, including our Chief Executive Officer and Chief Financial Officer, to allow timely decisions
regarding required disclosures.

Management's Report on Internal Control over Financial Reporting

Our management is responsible for establishing and maintaining adequate internal control over financial reporting, as defined in Exchange Act
Rules 13a-15(f) and 15d-15(f). Under the supervision and with the participation of our management, including our Chief Executive Officer and Chief Financial Officer, we
conducted an evaluation of the effectiveness of our internal control over financial reporting based on the framework inInternal ControlIntegrated
Frameworkissued by the Committee of Sponsoring Organizations of the Treadway Commission. Based on our evaluation under the framework inInternal
ControlIntegrated Framework, our management concluded that our internal control over financial reporting was effective as of December 31, 2007.

PricewaterhouseCoopers LLP,
the Company's independent registered public accounting firm, has audited the effectiveness of Safety Insurance Group, Inc.'s internal control
over financial reporting as of December 31, 2007.

Changes in Internal Control over Financial Reporting

There have been no significant changes in our internal control over financial reporting identified in connection with the evaluation required by Exchange Act
Rules 13a-15 and 15d-15 that occurred during our last fiscal quarter that have materially affected, or are reasonably likely to materially affect, our internal control
over financial reporting.

ITEM 9B.    OTHER INFORMATION

The following disclosures relate to actions taken by the Board of Directors of the Company (the "Board"), the Compensation Committee of the Board and the Board of
Directors of Safety Insurance Company and would otherwise have been filed during the first fiscal quarter of 2008 on a Form 8-K under the heading "Item 1.01. Entry into a
Material Definitive Agreement."



99

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PART III

ITEM 10.    DIRECTORS, EXECUTIVE OFFICERS OF THE REGISTRANT AND CORPORATE GOVERNANCE

The information called for by Item 401 of Regulation S-K, regarding directors, executive officers, promoters and control persons, and
not provided in Part I. Item 1, "Business," will be contained
in the Company's Proxy Statement for its Annual Meeting of Shareholders, to be held on May, 16, 2008, in Boston, MA, which the Company intends to file with the U.S. Securities and Exchange Commission
within 120 days after December 31, 2007, (the Company's fiscal year end), and such information is incorporated herein by reference.

The
information called for by Item 405 of Regulation S-K regarding compliance with Section 16(a) of the Exchange Act and disclosures relating to
delinquent filers will be contained in the Company's Proxy Statement for its Annual Meeting of Shareholders, to be held on May 16, 2008, in Boston, MA, which the Company intends to file with
the U.S. Securities and Exchange Commission within 120 days after December 31, 2007, (the Company's fiscal year end), and such information is incorporated herein by reference.

ITEM 11.    EXECUTIVE COMPENSATION

The information called for by Item 402 of Regulation S-K regarding Executive and Director compensation will be contained in the
Company's Proxy Statement for its Annual Meeting of Shareholders, to be held on May, 16, 2008, in Boston, MA, which the Company intends to file with the U.S. Securities and Exchange Commission within
120 days after December 31, 2007, (the Company's fiscal year end), and such information is incorporated herein by reference.

The
information called for by Items 407(e)(4) and (e)(5) of Regulation S-K regarding Corporate Governance will be contained in the Company's Proxy Statement for
its Annual Meeting of Shareholders, to be held on May, 16, 2008, in Boston, MA, which the Company intends to file with the U.S. Securities and Exchange Commission within 120 days after
December 31, 2007, (the Company's fiscal year end), and such information is incorporated herein by reference except for the Compensation Committee Report, which shall not be deemed to be
"filed."

100

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ITEM 12.    SECURITY OWNERSHIP OF CERTAIN BENEFICIAL OWNERS AND MANAGEMENT AND RELATED STOCKHOLDER MATTERS

The information called for by Item 403 of Regulation S-K regarding Stock Ownership of Certain Beneficial Owners and Stock Ownership of
Directors and Executive Officers will be contained
in the Company's Proxy Statement for its Annual Meeting of Shareholders, to be held on May, 16, 2008, in Boston, MA, which the Company intends to file with the U.S. Securities and Exchange Commission
within 120 days after December 31, 2007, (the Company's fiscal year end), and such information is incorporated herein by reference.

ITEM 13.    CERTAIN RELATIONSHIPS AND RELATED TRANSACTIONS, AND DIRECTOR INDEPENDENCE

The information called for by Item 404 of Regulation S-K regarding Transactions with Related Persons, Promoters and Certain Control
Persons will be contained in the Company's Proxy Statement for its Annual Meeting of Shareholders, to be held on May, 16, 2008, in Boston, MA, which the Company intends to file with the U.S.
Securities and Exchange Commission within 120 days after December 31, 2007, (the Company's fiscal year end), and such information is incorporated herein by reference.

The
information called for by Item 407(a) of Regulation S-K regarding Corporate Governance related to Director Independence will be contained in the Company's
Proxy Statement for its Annual Meeting of Shareholders, to be held on May, 16, 2008, in Boston, MA, which the Company intends to file with the U.S. Securities and Exchange Commission within
120 days after December 31, 2007, (the Company's fiscal year end), and such information is incorporated herein by reference.

ITEM 14.    PRINCIPAL ACCOUNTANT FEES AND SERVICES

The information called for by Item 9(e) of Schedule 14A regarding fees for services performed by the Company's independent public accountants will
be contained in the Company's Proxy Statement for its Annual Meeting of Shareholders, to be held on May 16, 2008, in Boston, MA, which the Company intends to file with the U.S. Securities and
Exchange Commission within 120 days after December 31, 2007, (the Company's fiscal year end), and such information is incorporated herein by reference.

PART IV.

ITEM 15.    EXHIBITS, FINANCIAL STATEMENT SCHEDULES.

101

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SAFETY INSURANCE GROUP, INC.

INDEX TO FINANCIAL STATEMENT SCHEDULES

|          |  |                                                                                |  | Page
|--------- |  | ------------------------------------------------------------------------------ |  | ----
|Schedules |  |                                                                                |  |     
|I         |  | Summary of InvestmentsOther than Investments in Related Parties               |  | 103 
|II        |  | Condensed Financial Information of the Registrant                              |  | 104 
|III       |  | Supplementary Insurance Information                                            |  | 106 
|IV        |  | Reinsurance                                                                    |  | 107 
|V         |  | Valuation and Qualifying Accounts                                              |  | 108 
|VI        |  | Supplemental Information Concerning Property and Casualty Insurance Operations |  | 109 

102

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Safety Insurance Group, Inc.

Summary of InvestmentsOther than Investments in Related Parties

Schedule I

At December 31, 2007

(Dollars in thousands)

|                        |                                         | Cost                                                    |           | Fair Value |         | Amount at
which shown
in the Balance
Sheet
|----------------------- | --------------------------------------- | ------------------------------------------------------- | --------- | ---------- | ------- | ------------------------------------------
|Fixed maturities:       |                                         |                                                         |           |            |         |                                           
|                        | Bonds:                                  |                                                         |           |            |         |                                           
|                        |                                         | U.S. government and government agencies and authorities |           | $          | 290,828 |                                           
|                        |                                         | States, municipalities and political subdivisions       |           |            | 523,330 |                                           
|                        |                                         | Corporate bonds                                         |           |            | 181,202 |                                           
|                        |                                         |                                                         |           |            |         |                                           
|Total fixed maturities  |                                         |                                                         | 995,360   |            |         | 1,002,028                                 
|                        |                                         |                                                         |           |            |         |                                           
|Equity securities:      |                                         |                                                         |           |            |         |                                           
|                        | Common stocks                           |                                                         |           |            |         |                                           
|                        | Industrial, miscellaneous and all other |                                                         |           | 6,794      |         |                                           
|                        |                                         |                                                         |           |            |         |                                           
|Total equity securities |                                         |                                                         | 6,794     |            |         | 6,977                                     
|                        |                                         |                                                         |           |            |         |                                           
|Total investments       |                                         | $                                                       | 1,002,154 |            | $       | 1,009,005                                 
|                        |                                         |                                                         |           |            |         |                                           

103

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Safety Insurance Group, Inc.

Condensed Financial Information of the Registrant

Condensed Balance Sheets

Schedule II

(Dollars in thousands)

|                                           |                                        | December 31,
2007 |         | December 31,
2006
|------------------------------------------ | -------------------------------------- | ----------------- | ------- | -----------------
|Assets                                     |                                        |                   |         |                  
|                                           | Investments in consolidated affiliates |                   | $       | 565,833          
|                                           | Other                                  |                   |         | 5,102            
|                                           |                                        |                   |         |                  
|                                           |                                        | Total assets      |         | $                
|                                           |                                        |                   |         |                  
|Liabilities                                |                                        |                   |         |                  
|                                           | Accounts payable and other liabilities |                   | $       | 935              
|                                           |                                        |                   |         |                  
|                                           |                                        | Total liabilities |         | $                
|                                           |                                        |                   |         |                  
|Shareholders' equity                       |                                        | $                 | 570,000 |                  
|                                           |                                        |                   |         |                  
|Total liabilities and shareholders' equity |                                        | $                 | 570,935 |                  
|                                           |                                        |                   |         |                  

Safety Insurance Group, Inc.

Condensed Financial Information of the Registrant

Condensed Statements of Income and Comprehensive Income

Schedule II

(Dollars in thousands)

|                                                  |  | For the Years Ended December 31, |       
|------------------------------------------------- |  | -------------------------------- | ------
|
|Revenues, net of income taxes                     |  | $                                |      
|Expenses                                          |  |                                  | 1,789 
|                                                  |  |                                  |       
|Net loss                                          |  |                                  | (1,789
|Earnings from consolidated affiliates             |  |                                  | 89,202
|                                                  |  |                                  |       
|Consolidated net income                           |  |                                  | 87,413
|Other net comprehensive gain (loss), net of taxes |  |                                  | 4,432 
|                                                  |  |                                  |       
|Consolidated comprehensive net income             |  | $                                | 91,845
|                                                  |  |                                  |       

104

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Safety Insurance Group, Inc.

Condensed Financial Information of the Registrant

Condensed Statements of Cash Flows

Schedule II

(Dollars in thousands)

|                                                                                  |                                                     | For the Years Ended December 31,         |        
|--------------------------------------------------------------------------------- | --------------------------------------------------- | ---------------------------------------- | -------
|
|Consolidated net income                                                           |                                                     | $                                        | 87,413 
|Adjustments to reconcile net income to net cash provided by operating activities: |                                                     |                                          |        
|                                                                                  | Undistributed earnings in consolidated subsidiaries |                                          |        
|                                                                                  | Amortization                                        |                                          |        
|                                                                                  | Changes in assets and liabilities:                  |                                          |        
|                                                                                  |                                                     | Other assets                             |        
|                                                                                  |                                                     | Accounts payable and accrued liabilities |        
|                                                                                  |                                                     |                                          |        
|Net cash used for operating activities                                            |                                                     |                                          | (5,109 
|                                                                                  |                                                     |                                          |        
|Dividends received from consolidated subsidiaries                                 |                                                     |                                          | 27,316 
|                                                                                  |                                                     |                                          |        
|Net cash (used for) provided by investing activities                              |                                                     |                                          | 27,316 
|                                                                                  |                                                     |                                          |        
|Proceeds from exercise of stock options                                           |                                                     |                                          | 426    
|Dividends paid                                                                    |                                                     |                                          | (21,048
|Payments on promissory notes from management                                      |                                                     |                                          |       
|Acquisition of treasury stock                                                     |                                                     |                                          | (1,585 
|                                                                                  |                                                     |                                          |        
|Net cash provided used for financing activities                                   |                                                     |                                          | (22,207
|Net increase (decrease) in cash and cash equivalents                              |                                                     |                                          |       
|Cash and cash equivalents, beginning of year                                      |                                                     |                                          |       
|                                                                                  |                                                     |                                          |        
|Cash and cash equivalents, end of year                                            |                                                     | $                                        |       
|                                                                                  |                                                     |                                          |        

105

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Safety Insurance Group, Inc.

Supplementary Insurance Information

Schedule III

(Dollars in thousands)

|Segment           |  | Deferred
Policy
Acquisition
Costs |        | Future Policy
Benefits,
Losses,
Claims and Loss
Expenses |   | Unearned
Premiums |  | Other Policy
Claims and
Benefits Payable |         | Premium
Revenue |   | Net
Investment
Income |  | Benefits,
Claims,
Losses, and
Settlement
Expenses |         | Amortization
of Deferred
Policy
Acquisition
Costs |   | Other
Operating
Expenses |  | Premiums
Written
|----------------- |  | --------------------------------- | ------ | -------------------------------------------------------- | - | ----------------- |  | ---------------------------------------- | ------- | --------------- | - | --------------------- |  | ------------------------------------------------- | ------- | ------------------------------------------------- | - | ------------------------ |  | ----------------
|Years Ended:      |  |                                   |        |                                                          |   |                   |  |                                          |         |                 |   |                       |  |                                                   |         |                                                   |   |                          |  |                 
|December 31, 2007 |  | $                                 | 48,652 |                                                          | $ | 477,720           |  | $                                        | 320,545 |                 | $ |                      |  | $                                                 | 609,207 |                                                   | $ | 44,255                   |  | $               
|December 31, 2006 |  |                                   | 47,404 |                                                          |   | 449,444           |  |                                          | 333,404 |                 |   |                      |  |                                                   | 624,933 |                                                   |   | 40,293                   |  |                 
|December 31, 2005 |  |                                   | 45,480 |                                                          |   | 450,716           |  |                                          | 341,562 |                 |   |                      |  |                                                   | 622,831 |                                                   |   | 31,573                   |  |                 

106

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Safety Insurance Group, Inc.

Reinsurance

Schedule IV

(Dollars in thousands)

|Total Premiums    |  | Gross
Amount |         | Ceded to Other
Companies |   | Assumed from
Other
Companies |  | Net
Amount |        | Percentage
of Amount
Assumed
to Net |  
|----------------- |  | ------------ | ------- | ------------------------ | - | ---------------------------- |  | ---------- | ------ | ----------------------------------- | -
|Years ended:      |  |              |         |                          |   |                              |  |            |        |                                     |  
|December 31, 2007 |  | $            | 628,124 |                          | $ | 76,755                       |  | $          | 57,839 |                                     | $
|December 31, 2006 |  |              | 636,953 |                          |   | 81,670                       |  |            | 69,650 |                                     |  
|December 31, 2005 |  |              | 638,142 |                          |   | 89,277                       |  |            | 73,966 |                                     |  

107

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Safety Insurance Group, Inc.

Valuation and Qualifying Accounts

Schedule V

(Dollars in thousands)

|Description                     |  | Balance at
Beginning of Period |     | Charged to Costs
and Expenses |   | Charged to
Other Accounts |  | Deductions(1) |   | Balance at
End of Period
|------------------------------- |  | ------------------------------ | --- | ----------------------------- | - | ------------------------- |  | ------------- | - | ------------------------
|December 31, 2007               |  |                                |     |                               |   |                           |  |               |   |                         
|Allowance for Doubtful Accounts |  | $                              | 153 |                               | $ | 1,383                     |  | $             |  |                         
|December 31, 2006               |  |                                |     |                               |   |                           |  |               |   |                         
|Allowance for Doubtful Accounts |  |                                | 220 |                               |   | 806                       |  |               |  |                         
|December 31, 2005               |  |                                |     |                               |   |                           |  |               |   |                         
|Allowance for Doubtful Accounts |  |                                | 183 |                               |   | 901                       |  |               |  |                         

---

108

---





Safety Insurance Group, Inc.

Supplemental Information Concerning Property and Casualty Insurance Operations

Schedule VI

(Dollars in thousands)

|                                              |  |   |        |  |   |         |  |   |   |  |   |         |  | Claims and Claims
Adjustment Expenses
Incurred Related to |         |  |   |        |  |  
|--------------------------------------------- |  | - | ------ |  | - | ------- |  | - | - |  | - | ------- |  | --------------------------------------------------------- | ------- |  | - | ------ |  | -
|
|
|Consolidated Property & Casualty Subsidiaries |  |   |        |  |   |         |  |   |   |  |   |         |  |                                                           |         |  |   |        |  |  
|2007                                          |  | $ | 48,652 |  | $ | 477,720 |  | $ |  |  | $ | 320,545 |  | $                                                         | 609,207 |  | $ | 44,255 |  | $
|2006                                          |  |   | 47,404 |  |   | 449,444 |  |   |  |  |   | 333,404 |  |                                                           | 624,933 |  |   | 40,293 |  |  
|2005                                          |  |   | 45,480 |  |   | 450,716 |  |   |  |  |   | 341,562 |  |                                                           | 622,831 |  |   | 31,573 |  |  

109

---



SIGNATURES

Pursuant to the requirements of the Section 13 or 15(d) Securities Exchange Act of 1934, as amended, the Registrant has duly caused this report to be
signed on its behalf by the undersigned, thereunto duly authorized on the 14th day of March, 2008.

| |  | SAFETY INSURANCE GROUP, INC.
| |  | ----------------------------
| |  | By:                         

POWER OF ATTORNEY

KNOW ALL PERSONS BY THESE PRESENTS, that each person whose signature appears below constitutes and appoints David F. Brussard and William J. Begley, Jr., and each
of them individually, his true and lawful attorney-in-fact and agent with full power of substitution and resubstitution for him and in his name, place and stead, in any and all
capacities, to sign any and all amendments to this Annual Report, and to file the same, with all exhibits thereto, and other documents in connection therewith, with the Securities and Exchange
Commission, granting unto each such attorney-in-fact and agent, or his substitutes, full power and authority to do and perform each and every act and thing requisite and
necessary to be done in and about the premises, to all intents and purposes and as fully as he might or could do in person, hereby
ratifying and confirming all that each such attorney-in-fact and agent, or his substitutes, may lawfully do or cause to be done by virtue hereof.

Pursuant
to the requirements of the Securities Exchange Act of 1934, this Annual Report has been signed by the following persons in the capacities and on the date indicated:

|Signature Title                                 |  | Date                                                                                               |  |               
|----------------------------------------------- |  | -------------------------------------------------------------------------------------------------- |  | --------------
|                                                |  |                                                                                                    |  |               
|/s/DAVID F. BRUSSARDDavid F. Brussard           |  | President, Chief Executive Officer and Chairman of the Board (Principal Executive Officer)         |  | March 14, 2008
|/s/WILLIAM J. BEGLEY, JR.William J. Begley, Jr. |  | Chief Financial Officer, Vice President and Secretary (Principal Financial and Accounting Officer) |  | March 14, 2008
|/s/A. RICHARD CAPUTO, JR.A. Richard Caputo, Jr. |  | Director                                                                                           |  | March 14, 2008
|/s/FREDERIC H. LINDEBERGFrederic H. Lindeberg   |  | Director                                                                                           |  | March 14, 2008
|/s/PETER J. MANNINGPeter J. Manning             |  | Director                                                                                           |  | March 14, 2008
|/s/DAVID K. MCKOWNDavid K. McKown               |  | Director                                                                                           |  | March 14, 2008

110

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SAFETY INSURANCE GROUP, INC.

INDEX TO EXHIBITS

|Exhibit
Number |  | Description                                                                                                                                                                                                                                                                                                                                                                                   
|-------------- |  | ----------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------
|3.1            |  | Form of Amended and Restated Certificate of Incorporation of Safety Insurance Group, Inc.(1)                                                                                                                                                                                                                                                                                                  
|3.2            |  | Form of Amended and Restated Bylaws of Safety Insurance Group, Inc.(1)                                                                                                                                                                                                                                                                                                                        
|4              |  | Form of Stock Certificate for the Common Stock(1)                                                                                                                                                                                                                                                                                                                                             
|10.1           |  | Lease Agreement between Thomas Black Corporation and Aman, Inc. for the lease of office space located on the 1st through 6th, 11th and 12th floors of 20 Custom House Street, Boston, Massachusetts,
dated June 11, 1987, and as amended on October 11, 1988, September 14, 1989, September 19, 1990, February 23, 1994, December 20, 1996, June 24, 2002, July 26, 2004 and April 5, 2007.(2)
|10.2           |  | Tax Indemnity Agreement by and among Safety Holdings, Inc. and the Management Team, dated October 16, 2001.(1)                                                                                                                                                                                                                                                                                
|10.3           |  | Management Consulting Agreement by and among TJC Management Corporation and Safety Holdings, Inc., dated October 16, 2001.(1)                                                                                                                                                                                                                                                                 
|10.4           |  | Form of First Amendment to the Management Consulting Agreement by and among TJC Management Corporation and Safety Group.(1)                                                                                                                                                                                                                                                                   
|10.5           |  | 2001 Restricted Stock Plan(1)(4)                                                                                                                                                                                                                                                                                                                                                              
|10.6           |  | Executive Incentive Compensation Plan(1)(4)                                                                                                                                                                                                                                                                                                                                                   
|10.7           |  | 2002 Management Omnibus Incentive Plan, as Amended(7)                                                                                                                                                                                                                                                                                                                                         
|10.8           |  | Reinsurance Terms Sheet between Safety Insurance Company and Swiss Re America Corporation, effective January 1, 2002.(1)                                                                                                                                                                                                                                                                      
|10.9           |  | Excess Catastrophe Reinsurance Program Terms Sheet between Safety Insurance Company, Safety Indemnity Insurance Company and Benfield Blanch Inc., effective January 1, 2002.(1)                                                                                                                                                                                                               
|10.10          |  | Property Risk Excess of Loss Reinsurance Program Terms Sheet between Safety Insurance Company, Safety Indemnity Insurance Company and Benfield Blanch Inc., effective January 1, 2002.(1)                                                                                                                                                                                                     
|10.11          |  | Reinsurance Agreement between Safety Insurance Company, Safety Indemnity Insurance Company and the Hartford Steam Boiler Inspection and Insurance Company, effective July 1, 2003.(1)                                                                                                                                                                                                         
|10.12          |  | Employment Agreement by and between Safety Insurance Group, Inc. and David F. Brussard, dated November 8, 2004.(3)(4)                                                                                                                                                                                                                                                                         
|10.13          |  | Employment Agreement by and between Safety Insurance Group, Inc. and William J. Begley, Jr., dated November 8, 2004.(3)(4)                                                                                                                                                                                                                                                                    
|10.14          |  | Employment Agreement by and between Safety Insurance Group, Inc. and Edward N. Patrick, Jr., dated November 8, 2004.(3)(4)                                                                                                                                                                                                                                                                    
|10.15          |  | Employment Agreement by and between Safety Insurance Group, Inc. and Daniel F. Crimmins, dated November 8, 2004.(3)(4)                                                                                                                                                                                                                                                                        
|10.16          |  | Employment Agreement by and between Safety Insurance Group, Inc. and Daniel D. Loranger, dated November 8, 2004.(3)(4)                                                                                                                                                                                                                                                                        
|10.17          |  | Employment Agreement by and between Safety Insurance Group, Inc. and Robert J. Kerton, dated November 8, 2004.(3)(4)                                                                                                                                                                                                                                                                          
|10.18          |  | Employment Agreement by and between Safety Insurance Group, Inc. and David E. Krupa, dated November 8, 2004.(3)(4)                                                                                                                                                                                                                                                                            
|10.19          |  | Safety Insurance Company Executive Incentive Compensation PlanBasic Document(4)(5)                                                                                                                                                                                                                                                                                                           
|10.20          |  | Safety Insurance Company Executive Incentive Compensation PlanAdoption Agreement(4)(5)                                                                                                                                                                                                                                                                                                       
|10.21          |  | Safety Insurance Company Executive Incentive Compensation PlanRabbi Trust Agreement(4)(5)                                                                                                                                                                                                                                                                                                    
|10.22          |  | Form of Restricted Stock Notice and Agreement (with vesting) under the 2002 Management Omnibus Incentive Plan(4)(5)                                                                                                                                                                                                                                                                           
|10.23          |  | Form of Restricted Stock Notice and Agreement (without vesting) under the 2002 Management Omnibus Incentive Plan(4)(5)                                                                                                                                                                                                                                                                        
|10.24          |  | Form of Nonqualified Stock Option Notice and Agreement under the 2002 Management Omnibus Incentive Plan(4)(5)                                                                                                                                                                                                                                                                                 
|10.25          |  | Form of Incentive Stock Option Notice and Agreement under the 2002 Management Omnibus Incentive Plan(4)(5)                                                                                                                                                                                                                                                                                    
|10.26          |  | Form of Stock Appreciation Right Notice and Agreement under the 2002 Management Omnibus Incentive Plan(4)(5)                                                                                                                                                                                                                                                                                  
|10.27          |  | Employment Agreement by and between Safety Insurance Group, Inc. and James D. Berry, dated October 1, 2005.(4)(6)                                                                                                                                                                                                                                                                             
|10.28          |  | Employment Agreement by and between Safety Insurance Group, Inc. and George M. Murphy, dated October 1, 2005.(4)(6)                                                                                                                                                                                                                                                                           

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|10.29 |  | Excess Catastrophe Reinsurance Contract between Safety Insurance Company, Safety Indemnity Insurance Company and Benfield Blanch Inc., effective January 1, 2006.(7)                                                                                                                             
|----- |  | -------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------
|10.30 |  | Property Excess of Loss Reinsurance Contract between Safety Insurance Company, Safety Indemnity Insurance Company and Benfield Blanch Inc., effective January 1, 2006.(7)                                                                                                                        
|10.31 |  | Casualty Excess of Loss Reinsurance Agreement between Safety Insurance Company, Safety Indemnity Insurance Company and Swiss Re America Corporation, effective January 1, 2006.(7)                                                                                                               
|10.32 |  | Addendum No. 1 to Casualty Excess of Loss Reinsurance Agreement between Safety Insurance Company, Safety Indemnity Insurance Company and Swiss Re America Corporation, effective January 1, 2006.(7)                                                                                             
|10.33 |  | Property Catastrophe Excess of Loss Reinsurance Agreement between Safety Insurance Company, Safety Indemnity Insurance Company and Swiss Re America Corporation, effective January 1, 2006.(7)                                                                                                   
|10.34 |  | Umbrella Liability Quota Share Reinsurance Agreement between Safety Insurance Company, Safety Indemnity Insurance Company and Swiss Re America Corporation, effective January 1, 2006.(7)                                                                                                        
|10.35 |  | Addendum No. 1 to Reinsurance Agreement between Safety Insurance Company, Safety Indemnity Insurance Company and the Hartford Steam Boiler Inspection and Insurance Company, effective April 1, 2006.(7)                                                                                         
|10.36 |  | Annual Performance Incentive Plan(4)(7)                                                                                                                                                                                                                                                          
|10.37 |  | Excess Catastrophe Reinsurance Contract between Safety Insurance Company, Safety Indemnity Insurance Company and Benfield Inc., effective January 1, 2007.(8)                                                                                                                                    
|10.38 |  | Addendum No.1 to Excess Catastrophe Reinsurance Contract between Safety Insurance Company, Safety Indemnity Insurance Company and Benfield Inc., adding Safety Property and Casualty Insurance Company as a named
reinsured company, effective January 1, 2007.(8)                               
|10.39 |  | Property Excess of Loss Reinsurance Contract between Safety Insurance Company, Safety Indemnity Insurance Company and Benfield Inc., effective January 1, 2007.(8)                                                                                                                               
|10.40 |  | Addendum No. 1 to Property Excess of Loss Reinsurance Contract between Safety Insurance Company, Safety Indemnity Insurance Company and Benfield Inc., adding Safety Property and Casualty Insurance Company as a
named reinsured company, effective January 1, 2007.(8)                         
|10.41 |  | Property Catastrophe Excess of Loss Reinsurance Agreement between Safety Insurance Company, Safety Indemnity Insurance Company and Swiss Reinsurance America Corporation, effective January 1, 2007.(8)                                                                                          
|10.42 |  | Addendum No. 2 to Casualty Excess of Loss Reinsurance Agreement between Safety Insurance Company, Safety Indemnity Insurance Company and Swiss Reinsurance America Corporation, effective January 1,
2007.(8)                                                                                    
|10.43 |  | Addendum No. 2 to Reinsurance Agreement between Safety Insurance Company, Safety Indemnity Insurance Company and The Hartford Steam Boiler Inspection and Insurance Company, effective January 1, 2007.(8)                                                                                       
|10.44 |  | Addendum No. 1 to Umbrella Liability Quota Share Reinsurance Agreement between Safety Insurance Company, Safety Indemnity Insurance Company and Swiss Re America Corporation, adding Safety Property and Casualty
Insurance Company as a named reinsured company, effective September 1, 2007.(9)
|10.45 |  | Addendum No. 3 to Casualty Excess of Loss Reinsurance Agreement between Safety Insurance Company, Safety Indemnity Insurance Company and Swiss Re America Corporation, adding Safety Property and Casualty Insurance
Company as a named reinsured company, effective September 1, 2007.(9)       
|21    |  | Subsidiaries of Safety Insurance Group, Inc.(9)                                                                                                                                                                                                                                                  
|23    |  | Consent of PricewaterhouseCoopers LLP.(9)                                                                                                                                                                                                                                                        
|24    |  | Power of Attorney(1)                                                                                                                                                                                                                                                                             
|31.1  |  | CEO Certification Pursuant to Rule 13a-14(a)/15d-14(a), as Adopted Pursuant to Section 302 of the Sarbanes-Oxley Act of 2002.(9)                                                                                                                                                                 
|31.2  |  | CFO Certification Pursuant to Rule 13a-14(a)/15d-14(a), as Adopted Pursuant to Section 302 of the Sarbanes-Oxley Act of 2002.(9)                                                                                                                                                                 
|32.1  |  | CEO Certification Pursuant to U.S.C. Section 1350, as Adopted Pursuant to Section 906 of the Sarbanes-Oxley Act of 2002.(9)                                                                                                                                                                      
|32.2  |  | CFO Certification Pursuant to U.S.C. Section 1350, as Adopted Pursuant to Section 906 of the Sarbanes-Oxley Act of 2002.(9)                                                                                                                                                                      

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