Document:

exv10w22

EXHIBIT 10.22

EXECUTION COPY

EXECUTIVE EMPLOYMENT AGREEMENT

     THIS EXECUTIVE EMPLOYMENT AGREEMENT, dated as of the 28th day of July, 2008, is between United
National Insurance Company, a Pennsylvania corporation with its principal offices in Bala Cynwyd,
PA (the “Company”) and J. Scott Reynolds, an individual residing at 20619 Bethel Church Road,
Cornelius, NC 28031 (the “Executive”).

     WHEREAS, the Company desires that Executive be employed by the Company in the capacity of
President of United National Group, as that Group is defined herein; and

     WHEREAS, the parties desire to enter into this Agreement to set forth the terms and conditions
of Executive’s employment.

     NOW, THEREFORE, in consideration of the premises and mutual covenants contained herein and for
other good and valuable consideration, the receipt of which is mutually acknowledged, the Company
and the Executive agree as follows:

     1. TERM OF EMPLOYMENT; RENEWAL. The Company agrees to employ the Executive and the Executive
accepts employment with the Company for the period commencing as of July 28, 2008 (the “Effective
Date”) and ending on December 31, 2011 (such initial period, as extended below, shall be referred
to as the “Employment Term”). The term of this Agreement will automatically renew at the
expiration of the then current term for an additional one-year period unless, at least one hundred
and twenty (120) days prior to the expiration date of the then current term, either party shall
give written notice of non-renewal to the other, in which event this Agreement shall terminate at
the end of the term then in effect. To the extent that the Executive continues employment with the
Company or any Affiliate (as defined below) following the expiration of the Term, and without
having reached agreement on a new written agreement, the Executive shall be an employee at will and
none of the provisions of this Agreement shall apply other than Sections (6) and(7) hereof.

     2. POSITION AND DUTIES. The Executive shall serve as the President of the Company’s United
National Group, reporting to the President and Chief Executive Officer (“CEO”) of United America
Indemnity Group, Inc. (“UAIGI”) and shall have such authority and duties, consistent with such
position, as may from time to time be specified by the CEO or the Board of Directors of United
America Indemnity, Ltd. (“UAI Board”). “United National Group” shall, as herein referenced,
constitute the program operations of United National Insurance Company, Diamond State Insurance
Company, United National Specialty Insurance Company, United National Casualty Insurance Company,
Penn-America Insurance Company, Penn-Star Insurance Company and Penn-Patriot Insurance Company. At
the request of the CEO or UAI Board, the Executive shall also serve, without additional
compensation, as an officer or director of any Affiliates of the Company that are involved in the
business of the Company and/or its Affiliates. For purposes hereof, an “Affiliate” means any
company that is controlled by, under common control with, or that controls the Company. The
Executive’s principal place of business shall be in North Carolina, subject to business travel and
travel to the Company’s principal executive offices in Bala Cynwyd, Pennsylvania.

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     3. ENGAGEMENT IN OTHER EMPLOYMENT. The Executive shall devote his business time, energies and
talents to the business of the Company and shall comply with each of the Company’s corporate
governance and ethics guidelines, conflict of interests policies and code of conduct applicable to
all Company employees or senior executives as adopted by the UAI Board from time-to-time. The
Executive first shall obtain the consent of the UAI Board in writing before engaging in any other
business or commercial activities, duties or pursuits. Notwithstanding the foregoing, nothing
shall preclude the Executive from (i) engaging in charitable activities and community affairs and
(ii) managing his personal investments and affairs.

     4. COMPENSATION.

          (a) ANNUAL DIRECT SALARY. During the term of this Agreement, as compensation for services
rendered to Company under this Agreement while Executive is employed with the Company, the
Executive shall be entitled to receive from the Company an annual direct salary of not less than
$350,000 per year, subject to all applicable federal, state and/or local tax and other
withholdings, commencing as of Executive’s date of employment (the “Annual Direct Salary”).
Executive’s Annual Direct Salary shall be payable in substantially equal biweekly installments, and
shall be prorated for any partial employment period. The Annual Direct Salary shall be reviewed by
the CEO and/or UAI Board in April of each year this Agreement is in effect, commencing with
calendar year 2009, and may be adjusted in the discretion of the CEO and/or UAI Board after taking
into account the prevailing market value of the position and the then current pay increase practice
of the Company. In no event shall the Annual Direct Salary be decreased without the express
written consent of the Executive.

          (b) ANNUAL BONUS.

	 	(i)	 	In respect of the remainder of 2008, Executive
shall be eligible to receive a bonus opportunity of $225,000 based on
the achievement by the Company (in whole or in part, as the case may be)
of accident year targets and other measures of performance as
recommended by the Chairman of UAI, Ltd. and as approved by the UAI
Board with such bonus to be paid in cash on or before March 15, 2009 if
Executive is employed and in good standing as of such date.
	 
	 	(ii)	 	In respect of each full calendar year (commencing
with the 2009 accident year, determined in accordance with generally
accepted accident year insurance accounting methodology consistently
applied (and verified by the Company’s independent auditors)) during
which Executive served as the Company’s President during the entirety of
such year (Bonus Year), the Company shall provide Executive with a bonus
opportunity of $450,000 (Annual Bonus) determined, awarded, and paid as
follows:

     (1) One-third (1/3) of each Annual Bonus shall be satisfied by
the issuance of restricted shares of Class A Stock, as of March 15 of
the year following the Bonus Year, with such issuance

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conditioned on (x) the Executive being actively employed in good
standing by the Company as of such date (or if such date is not a
business day, the immediately preceding business day) (valued for
this purpose at the closing price of the Class A Stock on the last
trading day of the relevant Bonus Year as reported in the Wall
Street Journal) and (y) the achievement by the Company for such
Bonus Year (in whole or in part, as the case may be) of accident year
targets and other measures of performance as recommended by the
Chairman of UAI, Ltd. and as approved by the UAI Board. Such
restricted shares shall vest and become transferable on each of the
first four (4) anniversaries of the issuance thereof, provided that
vesting of such shares shall cease at such time as (1) Executive
resigns from the Company, (2) Executive is terminated by the Company
for Cause, or (3) Executive does not comply with the restrictive
covenants and obligations set forth in Section (7) herein, along with
his obligations, if applicable, under any release which he is
required to provide in favor of the Company and those under any
separation agreement to which he is party with the Company and/or its
Affiliates (collectively, the “Post-Termination Obligations”). (The
terms of the Restricted Shares shall be otherwise subject to the UAI
Ltd. form of “Restricted Share Agreement” attached hereto). With
respect to the grant and vesting of the bonus restricted shares or
the payment of the cash portion of the bonus as provided for below,
the UAI Board’s good faith determination as to the satisfaction of
any accident year targets and/or target performance measures shall be
final and binding.

     (2) Two-thirds (2/3) in the form of a cash payment, to be paid
to the Executive on or before March 15 following the applicable Bonus
Year, subject to the achievement by the Company for such Bonus Year
of accident year targets and other performance measures as
recommended by the Chairman of UAI, Ltd. and as approved by the UAI
Board, provided that the Executive is employed in good standing as of
such payment date.

     (3) If the Executive remains employed in good standing through
the expiration of the Employment Term and is otherwise in compliance
with the terms of this Agreement, he may, upon thirty (30) days’
prior written notice to the Company prior to the expiration of the
Employment Term, elect to accelerate the vesting of any then unvested
restricted shares previously granted pursuant to this Section 4(b)
(“End of Employment Term Acceleration Notice”), in which case he
shall be subject to the provisions of Sections (6) and (7) hereof
[including, but not limited to, Section 7(g)], by (and pursuant to)
which Sections Executive otherwise acknowledges he is bound during
and after the conclusion of his employment with the

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Company. All unvested restricted shares Executive elects to
accelerate and vest pursuant to this Section 4(b)(3) shall be free
and clear of all restrictions; provided, however, that said shares
shall be held in book-entry form by the Company, and shall be
non-transferable by Executive, until expiration of the 12-month
period referenced in Section (7) herein.

               (c) EQUITY INCENTIVE AWARDS. Provided that the Executive is actively employed in good
standing by the Company at the time of the next meeting of the UAI Board, the CEO shall recommend
to the UAI Board that the Executive be granted an award of 100,000 Class A common shares of UAI.
10,000 of the Class A common shares shall vest immediately and the remainder will vest in
one-fourth equal installments on each anniversary date of the Executive’s commencement of
employment, provided that he is employed in good standing as of such date and his employment has
not been terminated for any reason. Attached hereto is the form of Restricted Stock Agreement, and
such award shall be subject to the terms and conditions of the Company’s form of agreement and the
Shareholding Guidelines in Section 5(d) below. During the Employment Term, the Executive may be
eligible to receive additional equity incentive awards in UAI, Ltd. as determined by the Board in
its sole discretion. Such equity incentive awards shall be subject to any exercise, vesting or
other restrictions imposed on such restricted stock awards by the Board in its discretion.

               (d) CHANGE OF CONTROL. Upon a change of control of UAI, Ltd. as defined in the Annex attached
hereto, all unvested restricted shares and unvested options held by the Executive shall accelerate
and vest in full (and thereafter become exercisable).

	 	5.	 	FRINGE BENEFITS, VACATION TIME, EXPENSES, PERQUISITES AND SHAREHOLDING
GUIDELINES.

          (a) EMPLOYEE BENEFIT PLANS. The Executive shall be entitled to participate in or receive
benefits under all corporate employment benefit plans, including, but not limited to, any pension
plan, savings plan, medical or health-and-accident plan or arrangement generally made available by
the Company to similarly situated executives as a group, subject to and on a basis consistent with
the terms, conditions and overall administration of such plans and arrangements.

          (b) The Executive shall be entitled to the number of paid vacation days in each calendar year
determined by the Company from time to time for its senior executive officers, but not less than
four (4) weeks in any calendar year (prorated in any calendar year during which the Executive is
employed hereunder for less than the entire such year in accordance with the number of days in such
calendar year during which he is so employed). The Executive shall also be entitled to all paid
holidays, sick days and personal days given by the Company to its senior executive officers.

          (c) During the term of his employment hereunder, the Executive shall be entitled to receive
prompt reimbursement for all reasonable expenses incurred by him (in accordance with the policies
and procedures established by the Company from time to time) in

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performing services hereunder, provided that the Executive properly accounts, therefore, in
accordance with Company policy.

          (d) SHAREHOLDING GUIDELINES. The Company’s goal is for the Executive to acquire Class A
common shares of UAI with a value of no less than two times his “Annual Compensation” (as defined
below), or such higher amount as may be required by the Board pursuant to share ownership
guidelines adopted with respect to the Company’s senior executive team. Such value shall include
vested and exercisable “in the money” share options, assuming their exercise for the underlying
shares. The Executive agrees that the Class A common shares of UAI granted pursuant to Section
4(c) and such shares as may be awarded in the future shall not be transferable (other than for
estate planning purposes where the ultimate beneficiary of the transfer is a member of executive’s
immediate family) unless and until Executive has achieved this ownership goal. For purposes of
this Section 5(d), “Annual Compensation” shall be the Base Salary plus the Annual Bonus payable
upon the achievement of accident year targets and other measures of performance as recommended by
the Chairman of UAI, Ltd. and as approved by the UAI Board.

     6. PROTECTION OF COMPANY INFORMATION. During the period of his employment, or at any later
time following the termination of his employment for any reason, the Executive shall hold in a
fiduciary capacity for the benefit of the Company and its affiliates, and shall not, without the
written consent of the Board, knowingly disclose to any person, other than an employee of the
Company or a person to whom disclosure is reasonably necessary or appropriate in connection with
the performance by the Executive of his duties as an executive of the Company, or use for any
purpose other than to perform his duties hereunder, any “Confidential Information” of the Company
or any of its Affiliates obtained by him while in the employ of the Company. The Confidential
Information protected by this provision shall include all computer software and files, policy
expirations, telephone lists, customer lists, prospect lists, marketing information, information
regarding managing general agents, pricing policies, contract forms, customer information,
copyrights and patents, the identity of Company and Affiliate employees, Company and Affiliate
books, records, files, financial information, business practices, policies and procedures,
underwriting policies and practices of the Company and of any Affiliate of the Company, information
about all services and products of the Company and its Affiliates, names of users or purchasers of
the products or services of the Company or its affiliates, methods of promotion and sale and all
information which constitutes trade secrets under the law of any state in which the Company or any
of its Affiliates does business. No information shall be treated as Confidential Information if it
is generally available public knowledge at the time of disclosure or use by Executive, provided
that information shall not be deemed to be publicly available merely because it is embraced by
general disclosures or because individual features or combinations thereof are publicly available.
The Executive agrees that any breach of the restrictions set forth in this Section will result in
irreparable injury to the Company and/or its Affiliates for which there is no adequate remedy at
law and the Company and its Affiliates shall, in addition to any other remedies available to them,
be entitled to injunctive relief and specific performance in order to enforce the provisions hereof
and shall be entitled to recover its attorneys’ fees and costs incurred in connection with seeking
such relief or otherwise as a result of a breach by the Executive of the terms of this section.
Notwithstanding the foregoing provisions, if the Executive is required to disclose any such
confidential or proprietary information pursuant to applicable law or a subpoena

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or court order, the Executive shall promptly notify the Company, in writing, of any
such requirement so that the Company or the appropriate affiliate may seek an appropriate
protective order or other appropriate remedy or waive compliance with the provisions hereof. The
Executive shall reasonably cooperate with the Company to obtain such a protective order or other
remedy. If such order or other remedy is not obtained prior to the time the Executive is required
to make the disclosure, or the Company waives compliance with the provisions hereof, the Executive
shall disclose only that portion of the confidential or proprietary information which he is advised
by counsel that he is legally required to so disclose. All records, files, memoranda, reports,
customer lists, drawings, plans, documents and the like that the Executive uses, prepares or comes
into contact with during the course of the Executive’s employment shall remain the sole property of
the Company and/or its affiliates, as applicable. The Executive shall execute and deliver the
Company’s standard “work for hire” agreement regarding ownership by the Company of all rights in
its confidential and business materials.

     7. RESTRICTIVE COVENANTS.

          (a) NON-COMPETITION AGREEMENT. The Executive acknowledges and agrees that the insurance
business and operations of the Company and its Affiliates are national in scope, and that the
Company and its Affiliates operates in multiple locations and business segments in the course of
conducting its business. In consideration of this Agreement, the Executive covenants and agrees
that during his employment with the Company, and for a period of twelve (12) months following the
termination of such employment for any reason, the Executive shall not (i) engage, whether as
owner, manager, operator, agent, employee, consultant or otherwise, directly or indirectly, in any
insurance related business competitive with the business of the Company or its Affiliates
(including, without limitation, any insurance business that is comprised of similar lines of
products or coverage or that derives revenues or premiums from similar marketing or production
techniques or through the use of a Producer or Producers, ((as defined below)) (or any reinsurance
business providing services to the foregoing) (a “Competitive Business”), (ii) engage, whether as
an owner, manager, operator, agent, employee, consultant or otherwise, directly or indirectly, in
any insurance related business with a Producer or Producers (as defined below) of the Company or
its Affiliates, or (iii) use any information obtained in the course of the Executive’s employment
by the Company for the purpose of notifying individuals of the Executive’s willingness to provide
services after such termination in competition with the Company or in breach of this Agreement.
Ownership of less than 5% of the securities of any publicly traded company will not violate this
Section 7(a). Notwithstanding the foregoing, upon Executive’s termination of employment by the
Company for any reason, Executive may resume employment by AmWINS Group, Inc. without violating
this Section 7(a). “Producer” or “Producers” shall mean managing general agents, wholesale general
agents, and other wholesale and/or retail producers, brokers or distributors of property and
casualty insurance business underwritten by the Company.

In the event that this paragraph or paragraph (c ) below shall be determined by any court of
competent jurisdiction to be unenforceable in part by reason of its being too great a period of
time or covering too great a geographical area, or as a result of the scope of any prohibition or
restriction on post-termination activity being too broad, it shall be in full force and in effect
as to that period of time or geographical area or scope of post-termination activity determined to
be

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reasonable by the court. To the extent the Executive violates the provisions of this paragraph and
paragraph (c) below the duration of such violations shall not reduce or be applied against the
twelve (12) month post-termination periods set forth therein.

          (b) RETURN OF MATERIALS. Upon termination of employment with the Company, the Executive shall
promptly deliver to the Company all Company or Affiliate property of any kind, including but not
limited to: all electronic or paper documents (including correspondence, manuals, letters, notes,
binders, files, reports and notebooks), computers and other electronic devices, mobile telephones,
computer disks and drives, software, reports and any other document or tangible item that contains
or reflects Confidential Information as defined in Section 6 of this Agreement.

          (c) NON-SOLICITATION OF EMPLOYEES AND CUSTOMERS. Should the Executive’s employment with the
Company be terminated for any reason, for a period of twelve (12) months following such termination
the Executive shall not: (i) contact, recruit, employ, entice, induce or solicit, directly or
indirectly, any employee, officer, director, agent, consultant or independent contractor employed
by or performing services for the Company or any of its Affiliates to leave the employ of or
terminate services to the Company or such Affiliate, including, without limitation, for the purpose
of working with the Executive, with the entity with which the Executive has affiliated (as an
employee, consultant, officer, director, stockholder or otherwise), or with any other entity; (ii)
directly or indirectly, transact or otherwise engage in insurance-related business with, or seek,
either in his individual capacity or on behalf of any other entity, whether directly or indirectly,
to solicit, communicate with or contact or advise, or transact or otherwise engage in (or provide
services with respect to) any insurance-related business with or otherwise solicit for competitive
purposes (x) any party who is or was a customer of the Company or any of its Affiliates during
Executive’s employment by the Company or at any time during the said twelve (12) month period, or
(y) any party who was identified as a prospective customer of the Company or any of its Affiliates
during Executive’s employment by the Company; or (iii) directly or indirectly engage in or
participate in any effort or act to induce any customer of the Company or any of its Affiliates to
take any action which might be disadvantageous to the Company or its Affiliates. For purposes of
this Agreement, “customer” shall include, without limitation, any policyholder, managing general
agent, wholesale general agent, broker, Producer or re-insurer with whom the Company or its
Affiliates has transacted business.

          (d) WORK FOR HIRE: All original works of authorship which have been or are made by Executive
within the scope of and during the period of his employment with the Company and which are
protectable by copyright are “works for hire” and the Company or its designee shall own all rights
therein.

          (e) ASSIGNMENT OF INVENTION: Executive shall disclose promptly in writing to the Company, all
inventions, including discoveries, concepts and ideas, patentable or not, hereafter made or
conceived solely or jointly by Executive during employment with the Company (or its Affiliates), or
within six months after the termination of Executive’s employment, if based on or related to
proprietary information of the Company or its Affiliates known by Executive, provided such
invention, discovery, concepts and ideas relate in some manner to the business or activities of the
Company. Executive agrees that in connection with any invention

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covered by this paragraph, Executive shall, on request of the Company, promptly execute a
specific assignment of title to the Company or its Affiliates and do anything else reasonably
necessary to enable the Company or its Affiliates to secure a patent therefore in the United States
and foreign countries.

          (f) COOPERATION: Executive agrees to be available to the Company from time to time to answer
questions or provide information relating to Company matters that he worked on during his
employment at the Company or its Affiliates for a period of six (6) months following his
termination of employment for any reason (the “Cooperation Period”). The Company shall make
reasonable efforts to minimize any burden placed on Executive during the Cooperation Period and
shall not unreasonably interfere in Executive’s obligations to any subsequent employer. In the
event that Executive would reasonably be required to incur any cost or expense to communicate with
the Company or travel to any location requested by the Company, the Company shall advance any such
travel or other costs reasonably incurred by Executive to comply with and perform his obligations
during the Cooperation Period.

          (g) NO FURTHER COMPANY OBLIGATIONS: In the event Executive breaches any of his covenants in
Sections 6 and 7, and in addition to any other remedies available to the Company and its Affiliates
(i) the Company and its Affiliates shall be released from any obligation to make payments under
Section  9 of this Agreement and (to the extent permitted by applicable law) to provide benefits or
make payments under all employee benefit plans in which Executive participates, and (ii) the
Executive shall forfeit to the Company, and the Company shall be entitled to retain, all shares
that Executive elected to accelerate pursuant to Section 4(b)(3) herein.

          (h) REASONABLENESS OF PROVISIONS: The Executive acknowledges and agrees that the terms set
forth in Sections 6 and 7: (i)  are reasonable in light of all of the circumstances; (ii) are
sufficiently limited to protect the legitimate interests of the Company and its subsidiaries; (iii)
impose no undue hardship on the Executive; and (iv) are not injurious to the public. The Executive
further acknowledges and agrees that (x) the Executive’s breach of the provisions of Sections 6 and
7 will cause the Company irreparable harm, which cannot be adequately compensated by money damages
and which the Company has no adequate remedy in law, and (y) if the Company elects to prevent the
Executive from breaching such provisions by obtaining an injunction against the Executive, there is
a reasonable probability of the Company’s eventual success on the merits. The Executive consents
and agrees that if the Executive commits any such breach or threatens to commit any breach, the
Company shall, in addition to any other remedy available to it and in lieu of Section 14 hereof, be
entitled to temporary and permanent injunctive relief and specific performance in an action from a
court of competent jurisdiction, without posting any bond or other security and without the
necessity of proof of actual damage, in addition to, and not in lieu of, such other remedies as may
be available to the Company for such breach, including the recovery of money damages, the recovery
of its attorneys’ fees and costs incurred in doing so, and reimbursement of costs incurred in
securing a qualified replacement as a result of any breach by the Executive.

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     8. TERMINATION.

          (a) The Executive’s employment hereunder shall terminate upon his death, retirement,
resignation, or the expiration of this Agreement. Upon the Executive’s death, any sums then due
him shall be paid to the executor, administrator or other personal representative of the
Executive’s estate.

          (b) If the Executive becomes disabled (as certified by a licensed physician selected by the
Company) and is unable to perform or complete his duties under this Agreement for a period of 180
consecutive days or 180 days within any twelve-month period, the Company shall have the option to
terminate this Agreement by giving written notice of termination to the Executive. Such
termination shall be without prejudice to any right the Executive has under the disability
insurance program maintained by the Company.

          (c) The Company may terminate the Executive’s employment hereunder for Cause. For the
purposes of this agreement, the Company shall have “Cause” to terminate the Executive’s employment
hereunder upon (i) the Executive substantially failing to perform his material duties hereunder
after notice from the Company and failure to cure such violation within 10 days of said notice (to
the extent the Board reasonably determines such failure to perform is curable and subject to
notice) or violating any material Company policies, including, without limitation, the Company’s
corporate governance and ethics guidelines, conflicts of interests policies and code of conduct
applicable to all Company employees or senior executives, (ii) the engaging by the Executive in any
malfeasance, fraud, dishonesty or gross misconduct adverse to the interests of the Company or its
affiliates, (iii) the material violation by the Executive of any of the provisions of Sections 3,
5(d), 6 or 7 hereof or other provisions of this Agreement, (iv) a breach by the Executive of any
representation or warranty contained herein, (v) the Board’s determination that the Executive has
exhibited gross negligence in the performance of his duties hereunder, (vi) receipt of a final
written directive or order of any governmental body or entity having jurisdiction over the Company
requiring termination or removal of the Executive, or (vii) the Executive being charged with a
felony or other crime involving moral turpitude.

          (d) The Company may choose to terminate the Executive’s employment at any time without Cause
or reason.

          (e) The Executive may resign upon ninety (90) days’ advance written notice to the Company and
upon such notice the Company may in its discretion elect to terminate the Executive at any time,
without any payment obligations for the remainder of the ninety (90) day notice period.

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     9. PAYMENTS UPON TERMINATION.

          (a) If the Executive’s employment shall be terminated because of death, disability,
Executive’s resignation other than pursuant to Section 9(b)(ii) below, or for Cause, the Company
shall pay the Executive (or his executor, administrator or other personal representative, as
applicable) his full Annual Direct Salary through the date of termination of employment at the rate
in effect at the time of termination and the Company shall have no further obligations to the
Executive under this Agreement (and the Executive shall not be entitled to payment of any unpaid
bonus or incentive award).

          (b) If the Executive’s employment is terminated by the Company without Cause, then the Company
shall pay to the Executive, as full and complete liquidated damages hereunder, an amount equal to
the Executive’s then Annual Direct Salary determined on a monthly basis and multiplied by twelve
(12), with such amount payable in twelve (12) equal monthly installments. The Company shall also
maintain in full force and effect, for the continued benefit of the Executive for twelve (12)
months, any medical or health-and-accident plan or arrangement of the Company in which the
Executive is a participant at the time of such termination of employment; provided that the
Executive shall remain responsible for continuing to pay his share of the costs of such coverage;
provided further that the Company shall not be under any duty to maintain such coverage if the
Executive becomes eligible for coverage under any other employer’s insurance and the Executive
shall give the Company prompt notice of when such eligibility occurs. No payments or benefits
shall be provided hereunder (i) unless and until the Company has first received a signed general
release from the Executive in a form acceptable to the Company releasing the Company and Affiliates
and any other parties identified by the Company and Affiliates therein, and (ii) to the extent that
the Executive has breached any of his post-termination obligations hereunder.

     10. NOTICE. For the purposes of this Agreement, notices and all other communications provided
for in the Agreement shall be in writing and shall be deemed to have been duly given when delivered
or mailed by United States certified mail, return receipt requested, postage prepaid, addressed as
follows:

	 	 	 	 	 	 	 
	 

	 	If to the Executive:
	 	 	 	J. Scott Reynolds
	 

	 	 	 	 	 	20619 Bethel Church Road
	 

	 	 	 	 	 	Cornelius, NC 28031
	 
	 	 	 	 	 	 
	 

	 	If to the Company:
	 	 	 	United National Insurance Company
	 

	 	 	 	 	 	Three Bala Plaza East, Suite 300
	 

	 	 	 	 	 	Bala Cynwyd, PA 19004
	 

	 	 	 	 	 	Attn: General Counsel
	 
	 	 	 	 	 	 
	 

	 	With copy to:
	 	 	 	Fox Paine & Company, LLC
	 

	 	 	 	 	 	950 Tower Lane, Suite 1150
	 

	 	 	 	 	 	Foster City, CA 94404
	 

	 	 	 	 	 	Attn: Saul A. Fox

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or to such other address as any party may have furnished to the others in writing in accordance
herewith, except that notices of change of address shall be effective only upon receipt.

     11. SUCCESSORS. This Agreement shall be binding upon the Executive, his heirs, executors or
administrator, and the Company, and any successor to or assigns of the Company. This Agreement is
not assignable by Executive. This Agreement is assignable by the Company to any Affiliate or to a
successor to or purchaser of the Company’s business.

     12. ENFORCEMENT OF SEPARATE PROVISIONS. Should provisions of this Agreement be ruled
unenforceable for any reasons, the remaining provisions of this Agreement shall be unaffected
thereby and shall remain in full force and effect.

     13. AMENDMENT. This Agreement may be amended or canceled only by mutual agreement of the
parties in writing without consent of any other person and, so long as the Executive lives, no
person other than the parties hereto, shall have any rights under or interest in this Agreement or
the subject matter hereof.

     14. ARBITRATION. In the event that any disagreement or dispute whatsoever shall arise between
the parities concerning this Agreement, such disagreement or dispute shall be submitted to the
Judicial Arbitration and Mediation Services, Inc (“JAMS”) for resolution in a confidential private
arbitration in accordance with the comprehensive rules and procedures of JAMS, including the
internal appeal process provided for in Rule 34 of the JAMS rules with respect to any initial
judgment rendered in an arbitration. Any such arbitration proceeding shall take place in
Philadelphia, Pennsylvania before a single arbitrator (rather than a panel of arbitrators). The
parties agree that the arbitrator shall have no authority to award any punitive or exemplary
damages and waive, to the full extent permitted by law, any right to recover such damages in such
arbitration. Each party shall each bear their respective costs (including attorneys’ fees, and
there shall be no award of attorney’s fees) and shall split the fee of the arbitrator. Judgment
upon the final award rendered by such arbitrator, after giving effect to the JAMS internal appeal
process, may be entered in any court having jurisdiction thereof. If JAMS is not in business or is
no longer providing arbitration services, then the American Arbitration Association shall be
substituted for JAMS for the purposes of the foregoing provisions. Each party agrees that it shall
maintain absolute confidentiality in respect to any dispute between them.

     15. COMPLIANCE WITH SECTION 409A AND SECTION 162(m). All bonus and severance payments
hereunder are intended to comply with Sections 162(m) and 409A of the Internal Revenue Code of
1986, as amended (the “Code”), and to the extent applicable shall be governed by the Company’s
incentive award plans and paid in a manner and at such time so as to result in tax deductibility to
the Company and otherwise comply with the provisions of Section 409A.

     16. LAW GOVERNING. This Agreement shall be governed by and construed in accordance with the
laws of the Commonwealth of Pennsylvania.

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     17. ENTIRE AGREEMENT. This Agreement supersedes any and all prior agreements, either oral or
in writing, between the parties with respect to the employment of the Executive by the Company and
this Agreement contains all the covenants and agreements between the parties with respect to the
Executive’s employment.

     18. ACKNOWLEDGEMENT. Executive acknowledges that he has carefully read and fully understands
this Agreement and that the Company has provided him sufficient time to discuss such Agreement with
an attorney.

     IN WITNESS WHEREOF, the parties have executed this Agreement as of the date first above
written.

	 	 	 	 	 	 	 	 	 
	ATTEST:	 	 	 	United National Insurance Company	 	 
	 
	 	 	 	 	 	 	 	 
	/s/ Caroline M. Tate
 

	 	 	 	By:
	 	/s/ David J. Myers
 

	 	 
	 
	 	 	 	 	 	 	 	 
	WITNESS:
	 	 	 	 	 	 	 	 
	 
	 	 	 	 	 	 	 	 
	/s/ J. Nicole Pryor	 	 	 	/s/ J. Scott Reynolds	 	 
	 	 	 	 	 	 	 
	 	 	 	 	J. Scott Reynolds	 	 

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ANNEX

 CHANGE IN CONTROL

For purposes of this Agreement:

          (a) “Change of Control” shall mean (i) the acquisition of all or substantially all of the
assets of UAI by an Unaffiliated Person, (ii) a merger, consolidation, statutory share exchange or
similar form of corporate transaction involving UAI after which the resulting entity is controlled
by an Unaffiliated Person, or (iii) the acquisition by an Unaffiliated Person of sufficient voting
shares of UAI to cause the election of a majority of UAI’s Directors.

          (b) “Unaffiliated Person shall mean a “person” (as such term is defined in Section 3(a)(9) of
the Securities Exchange Act of 1934 and as such term is used in Section 13(d)(3) and 14(d)(2) of
such Act) or a group of “persons” which is not an Affiliate of Fox Paine & Company, LLC (“Fox
Paine”), the members thereof, or Fox Paine Capital Fund II, L.P.

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EXHIBIT A

RESTRICTED SHARE AGREEMENT

     THIS AGREEMENT, made as of the 28th day of July, 2008 (the “Grant Date”), by and between
United America Indemnity, Ltd., a Cayman Islands exempted company with limited liability whose
office is located c/o Walkers SPV Limited, Walker House, 87 Mary Street, P.O. Box 908GT, George
Town, Grand Cayman, Cayman Islands (the “Company”), and J. Scott Reynolds (the “Participant”), with
an address of 20619 Bethel Church Road, Cornelius, NC 28031.

     1. Grant of Shares. Subject to the restrictions, terms and conditions of the United
America Indemnity, Ltd. Share Incentive Plan (the “Plan”), this Agreement and the Employment
Agreement of July 28, 2008, by and between United National Insurance Company and the Participant
(the “Employment Agreement”), the Company hereby awards to the Participant 100,000 shares of the
Company’s validly issued Class A Stock, par value $.0001 per share (“Common Shares” or the “Plan
Shares”). To the extent required by law, the Participant shall pay the Company the par value
($.0001) for each Share awarded to the Participant simultaneously with the execution of this
Agreement. Pursuant to Section 2 hereof, the Plan Shares are subject to certain restrictions,
which restrictions relate to the passage of time as an employee of the Company and/or its
Affiliates. While such restrictions are in effect (such period, the “Restricted Period”), the Plan
Shares subject to such restrictions shall be referred to herein as “Restricted Shares.”

     2. Restrictions on Transfer. The Participant shall not sell, transfer, pledge,
hypothecate, assign or otherwise dispose of the Plan Shares, except as set forth in the Plan, this
Agreement or the Employment Agreement. Any attempted sale, transfer, pledge, hypothecation,
assignment or other disposition of the Plan Shares in violation of the Plan or this Agreement shall
be void and of no effect and the Company shall have the right to disregard the same on its books
and records and to issue “stop transfer” instructions to its transfer agent.

     3. Restricted Shares.

          3.1 Retention of Certificates. Promptly after the date of this Agreement, the Company
shall issue share certificates representing the Restricted Shares unless it elects to recognize
such ownership through book entry by the transfer agent. The share certificates shall be
registered in the Participant’s name and shall bear any legend required under the Plan. Such share
certificates shall be held in custody by the Company (or its designated agent) until the
restrictions thereon shall have lapsed. Upon the Company’s request, the Participant shall deliver
to the Company a duly signed share power, endorsed in blank, relating to the Restricted Shares. In
the event the Participant receives a share dividend on the Restricted Shares or the Plan Shares of
Restricted Shares are split or the Participant receives any other shares, securities, moneys or
property representing a dividend on the Restricted Shares (other than regular cash dividends on and
after the date of this Agreement) or representing a distribution or return of capital upon or in
respect of the Restricted Shares or any part thereof, or resulting from a split-up,
reclassification or other like changes of the Restricted Shares, or otherwise received in exchange
therefore, and any warrants, rights or options issued to the Participant in respect of the
Restricted Shares (collectively

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“RS Property”), the Participant will also immediately deposit with and deliver to the Company
any of such RS Property, including any certificates representing shares duly endorsed in blank or
accompanied by share powers duly executed in blank, and such RS Property shall be subject to the
same restrictions, including that of this Section 3.1, as the Restricted Shares with regard to
which they are issued and shall herein be encompassed within the term “Restricted Shares.”

          3.2 Rights with Regard to Restricted Shares. The Participant will have the right to
vote the Restricted Shares, to receive and retain all regular cash dividends payable to holders of
Plan Shares of record on and after the transfer of the Restricted Shares (although such dividends
shall be treated, to the extent required by applicable law, as additional compensation for tax
purposes if paid on Restricted Shares), and to exercise all other rights, powers and privileges of
a holder of Common Shares with respect to the Restricted Shares set forth in the Plan, with the
exceptions that: (i) the Participant will not be entitled to delivery of the share certificate or
certificates representing the Restricted Shares until the Restricted Period shall have expired;
(ii) the Company (or its designated agent) will retain custody of the share certificate or
certificates representing the Restricted Shares and the other RS Property during the Restricted
Period; (iii) no RS Property shall bear interest or be segregated in separate accounts during the
Restricted Period; and (iv) the Participant may not sell, assign, transfer, pledge, exchange,
encumber or dispose of the Restricted Shares during the Restricted Period, except as set forth in
the Plan, this Agreement or the Employment Agreement.

          3.3 Vesting. The Restricted Shares shall become vested and cease to be Restricted
Shares in installments as follows, provided that the Participant is continuously employed by the
Company or any of its Affiliates from the Grant Date until the applicable Vesting Date (as
specified below), unless provided otherwise in the Employment Agreement:

	 	 	 	 	 	 	 
	Percent of Total	 	 	 	 
	Grant Vested	 	Shares Vested	 	Vesting Date
	10%
	 	 	10,000	 	 	July 28, 2008
	22.5%
	 	 	22,500	 	 	July 28, 2009
	22.5%
	 	 	22,500	 	 	July 28, 2010
	22.5%
	 	 	22,500	 	 	July 28, 2011
	22.5%
	 	 	22,500	 	 	July 28, 2012

Notwithstanding the foregoing, upon consummation of a Change of Control (as defined in the
Employment Agreement), if the Participant is then employed by the Company or any of its Affiliates
in good standing and has not given notice of resignation, all unvested Restricted Shares shall
vest.

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          3.4 Forfeiture. The Participant shall forfeit to the Company, without compensation,
other than repayment of the par value paid for such Plan Shares, any and all unvested Restricted
Shares (but no vested portion of the Plan Shares) and RS Property upon the Participant’s
Termination with the Company and its Affiliates for any reason.

          3.5 Section 83(b). If the Participant properly elects (as required by Section 83(b)
of the Internal Revenue Code of 1986, as amended (the “Code”) within thirty (30) days after the
issuance of the Restricted Shares to include in gross income for federal income tax purposes in the
year of issuance the fair market value of such Plan Shares of Restricted Shares, the Participant
shall pay to the Company or make arrangements satisfactory to the Company to pay to the Company
upon such election, any federal, state or local taxes required to be withheld with respect to the
Restricted Shares. If the Participant shall fail to make such payment, or otherwise make
arrangements satisfactory to the Company to pay to the Company, upon election, any federal state or
local taxes required to be withheld, the Company shall, to the extent permitted by law, have the
right to deduct from any payment of any kind otherwise due to the Participant any federal, state or
local taxes of any kind required by law to be withheld with respect to the Restricted Shares. The
Participant acknowledges that it is his or her sole responsibility, and not the Company’s, to file
timely and properly the election under Section 83(b) of the Code and any corresponding provisions
of state tax laws if he or she elects to utilize such election.

          3.6 Delivery Delay. The delivery of any certificate representing the Restricted
Shares or other RS Property may be postponed by the Company for such period as may be required for
it to comply with any applicable federal or state securities law, or any national securities
exchange listing requirements and the Company is not obligated to issue or deliver any securities
if, in the opinion of counsel for the Company, the issuance of such Plan Shares shall constitute a
violation by the Participant or the Company of any provisions of any law or of any regulations of
any governmental authority or any national securities exchange.

          3.7 Withholding. Participant acknowledges that the Restricted Shares is subject to
applicable withholding as described in Section 10(e) of the Plan.

     4. Not an Employment Agreement. The issuance of the Plan Shares hereunder does not
constitute an agreement by the Company to continue to employ the Participant during the entire, or
any portion of the, term of this Agreement, including but not limited to any period during which
the Restricted Shares is outstanding.

     5. Power of Attorney. The Company, its successors and assigns, is hereby appointed
the attorney-in-fact, with full power of substitution, of the Participant for the purpose of
carrying out the Company’s rights and obligations with respect to the Restricted Shares and RS
Property under the provisions of this Agreement and taking any action and executing any instruments
which such attorney-in-fact may deem necessary or advisable to accomplish the purposes thereof,
which appointment as attorney-in-fact is irrevocable and coupled with an interest. The Company, as
attorney-in-fact for the Participant, may in the name and stead of the Participant, make and
execute all conveyances, assignments and transfers of the Restricted Shares and RS Property
provided for herein, and the Participant hereby ratifies and confirms all that the Company, as said
attorney-in-fact, shall do by virtue hereof. Nevertheless, the Participant shall, if so requested
by

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the Company, execute and deliver to the Company all such instruments as may, in the judgment
of the Company, be advisable for the purpose.

     6. Miscellaneous.

          6.1 This Agreement shall inure to the benefit of and be binding upon the parties hereto and
their respective heirs, legal representatives, successors and assigns.

          6.2 Notwithstanding those powers granted the Company pursuant to Section 5 hereof, no
modification or waiver of any of the provisions of this Agreement shall be effective unless agreed
upon, reflected in writing and signed by the parties to this Agreement.

          6.3 This Agreement may be executed in one or more counterparts, all of which taken together
shall constitute one contract.

          6.4 The failure of any party hereto at any time to require performance by another party of any
provision of this Agreement shall not affect the right of such party to require performance of that
provision, and any waiver by any party of any breach of any provision of this Agreement shall not
be construed as a waiver of any continuing or succeeding breach of such provision, a waiver of the
provision itself, or a waiver of any right under this Agreement.

          6.5 The headings of the sections of this Agreement have been inserted for convenience of
reference only and shall in no way restrict or modify any of the terms or provisions hereof.

          6.6 All notices, consents, requests, approvals, instructions and other communications provided
for herein shall be in writing and validly given or made when delivered, or on the second
succeeding business day after being mailed by registered or certified mail, whichever is earlier,
to the persons entitled or required to receive the same, at the addresses set forth at the heading
of this Agreement or to such other address as either party may designate by like notice. Notices
to the Company shall be addressed to the General Counsel of the Company.

          6.7 This Agreement and the award hereunder are subject to all the restrictions, terms and
provisions of the Plan which are incorporated herein by reference. In the event of an
inconsistency between any provision of the Plan and this Agreement, the terms of the Plan shall
control. The capitalized terms in this Agreement that are not otherwise defined shall have the
same meaning as set forth in the Plan. The Participant and the Company each acknowledges that this
Agreement (together with the Plan and the other agreements referred to herein and therein)
constitutes the entire agreement and supersedes all other agreements and understandings, both
written and oral, among the parties or either of them, with respect to the subject matter hereof;
provided, however, that the Employment Agreement shall control in the event of any conflict between
the Employment Agreement and this Agreement.

[Remainder of page intentionally left blank.]

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     IN WITNESS WHEREOF, the parties have executed this Agreement as of the date first above
written.

	 	 	 	 	 	 	 	 	 	 	 
	UNITED AMERICA INDEMNITY, LTD.	 	 	 	 	 	 	 	 
	 
	By:

	 	 	 	 	 	By:	 	 	 	 
	Title:

	 	 

	 	 	 	 	 	 

	 	 

18exv10w23

EXHIBIT 10.23

AMENDMENT NO. 1 TO EXECUTIVE EMPLOYMENT AGREEMENT

     This is an Amendment, dated as of July 30, 2008, to an Executive Employment Agreement (also
referred to herein as the “Agreement”) signed on June 27, 2008 by the Executive and to be effective
as of the 28th day of July 2008 between United National Insurance Company (the
“Company”) and J. Scott Reynolds, an individual residing at 20619 Bethel Church Road, Cornelius, NC
28031 (the “Executive”).

     WHEREAS, the Executive is to commence employment with the Company as President of United
National Group under the terms of an employment agreement effective as of July 28, 2008; and

     WHEREAS, Section 4 of the Agreement entitled “Compensation” sets forth the compensation to be
paid to the Executive; and

     WHEREAS, as of July 28, 2008, the Company desires to amend the Agreement;

     NOW THEREFORE, in consideration of the promises and mutual covenants contained herein and in
the Agreement and for other good and valuable consideration, the receipt of which is mutually
acknowledged, the Company and Executive agree as follows:

     1. Section 4 of the Agreement shall be amended by adding subsection (e) as follows:

          (e) SIGNING BONUS. Upon his commencement of employment, the Executive shall receive a
“signing bonus” consisting of a cash payment of $26,920, subject to all applicable federal, state
and or local tax and other withholdings, which shall be paid to the Executive in the first payroll
period following his commencement of employment with the Company.

     3. All other terms, conditions, provisions and limitation of the Agreement shall remain
unchanged and in full force and effect.

     IN WITNESS WHEREOF, the parties have executed this Amendment No. 1 to Executive Employment
Agreement.

	 	 	 	 	 	 	 	 	 
	ATTEST:	 	 	 	United National Insurance Company	 	 
	 
	 	 	 	 	 	 	 	 
	/s/ Caroline M. Tate
 

	 	 	 	By:
	 	/s/ David J. Myers
 

	 	 
	 
	 	 	 	 	 	 	 	 
	WITNESS:
	 	 	 	 	 	 	 	 
	 
	 	 	 	 	 	 	 	 
	/s/ J. Nicole Pryor	 	 	 	/s/ J. Scott Reynolds	 	 
	 	 	 	 	 	 	 
	 	 	 	 	J. Scott Reynolds

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