Document:

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EXHIBIT 10.5

THIRD AMENDED AND RESTATED STOCK PLEDGE AGREEMENT

(Financial)

     THIS THIRD AMENDED AND RESTATED STOCK PLEDGE (“Stock Pledge”) made as of this 30th day of
June, 2006 by and between North Pointe Financial Services, Inc., a Michigan corporation (“Company”)
and Comerica Bank, a Michigan banking corporation, as Agent for and on behalf of the Banks (as
defined below) (“Secured Party”).

     RECITALS

     A. Pursuant to that certain Second Amended and Restated Credit Agreement dated as of June 30,
2006 (as amended or modified from time to time, the “Credit Agreement”) by and among North Pointe
Holdings Corporation (“NPHC”), Secured Party as Agent and the financial institutions which are
named in and are signatories to the Credit Agreement (“Banks”), the Banks have agreed to extend
credit to NPHC on the terms set forth in the Credit Agreement.

     B. As a condition to the performance of their respective obligations under the Credit
Agreement, the Banks, and Secured Party, as Agent for the Banks, have required that Company provide
this Stock Pledge to Secured Party, as Agent for the Banks, granting various security interests,
liens and other encumbrances as security for the obligations under the Notes, the Credit Agreement
and the other Loan Documents.

     C. Agent is acting as Agent for the Banks pursuant to Section 11.1 of the Credit Agreement.

     D. Company executed and delivered to Agent a Second Amended and Restated Pledge Agreement
dated March ___, 2005 (“Existing Pledge Agreement”) and Company and Agent desire to amend and
restate the Existing Pledge Agreement in its entirety.

     NOW, THEREFORE, for and in consideration of the mutual promises, covenants and agreements
hereinafter set forth, the parties hereto agree that the Existing Pledge Agreement is amended and
restated as follows:

     I. Creation of Security Interest

     Company hereby grants to Secured Party, on behalf of Banks and the Agent, a security interest
in the property described in paragraph II, below (“Collateral”).

     II. Collateral.

     The Collateral consists of the following:

     (a) 100% of the outstanding shares of each class of stock, (or other ownership interest and in
the case of Northwestern Zodiac Limited Partnership, 100% of the general partnership interests and
limited partnership interests) of each Subsidiary listed on Schedule A hereto (as such Schedule may
be revised pursuant to Section III B.1 hereof), together with all of the

 

 

certificates and/or instruments representing such shares of stock (or other ownership
interest), and all cash, securities, dividends, rights and other property at any time and from time
to time received, receivable or otherwise distributed in respect of or in exchange for any or all
of such shares;

     (b) 100% of any additional shares of stock, (or other ownership interest) of any of the
Subsidiaries listed on Schedule A hereto, at any time and from time to time acquired by the Company
in any manner, all of the cash, securities, dividends, rights and other property at any time and
from time to time received, receivable or otherwise distributed in respect of or in exchange for
any or all of such shares;

     (c) All other property hereafter delivered to the Agent in substitution for or in addition to
the foregoing, all certificates and instruments representing or evidencing such property, and all
cash, securities, interest, dividends, rights and other property at any time and from time to time
received, receivable or otherwise distributed in respect of or in exchange for any or all thereof;
and

     (d) All products and proceeds of all of the foregoing.

     III. Company’s Obligations

     A. Payment of Secured Indebtedness. The security interest created herein is given as
security for:

     (1) All of NPHC’s obligations contained in or arising under or in connection with the Credit
Agreement and the Notes issued by it from time to time pursuant to the Credit Agreement, and all
obligations of the NPHC contained in or arising under the other Loan Documents executed by the
NPHC;

     (2) All of the NPHC’s obligations contained in or arising under any Interest Rate Protection
Agreements;

     (3) All of the Company’s obligations under the Second Amended and Restated Guaranty dated June
___, 2006 by Company in favor of the Agent (for the benefit of the Banks);

     (4) The obligations of the Company or NPHC for payment of all sums hereafter loaned, paid out,
expended or advanced by or for the account of the Banks (or any of them) or by the Secured Party
under the terms of this Stock Pledge, the Credit Agreement, or the other Loan Documents, in
connection with the Collateral or any of the documents or instruments described in this Stock
Pledge, the Credit Agreement or the other Loan Documents;

     together with interest thereon as provided for herein or therein; and also as security for all
other indebtedness and liabilities, whether direct, indirect, absolute or contingent, owing by the
Company or NPHC to the Banks in any manner under the Credit Agreement or the Loan Documents, which
hereafter become due, or that may hereafter be incurred by the Company or NPHC to or acquired
(pursuant to the Credit Agreement or the other Loan Documents) by the Banks, and all other future
obligations of the Company or NPHC to the Banks, their successors and assigns, howsoever created,
arising or evidenced, whether joint or several, direct or indirect,

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absolute or contingent, primary or secondary, and any judgments that may hereafter be rendered
on such indebtedness or any part thereof, with interest according to the rates and terms specified,
or as provided by law, and any and all replacements, consolidations, amendments, renewals or
extensions of the foregoing (collectively herein called the “Indebtedness”).

     B. Protection of Security Interest.

     (1) Company shall take any and all steps required to protect the Collateral, and in pursuance
thereof Company agrees that Company shall deliver or caused to be delivered to Secured Party and
Secured Party shall receive possession, on behalf of Banks, of certificates representing all of the
pledged shares referred to in Schedule A, properly endorsed or with assignments separate from such
certificates in blank for transfer. In addition Secured Party shall receive proof that appropriate
acknowledgments, governmental approvals, share register entries, local pledge agreements, financing
statements, collateral and other documents covering the Collateral have been executed and delivered
by the appropriate parties and recorded on file with such Persons and in such jurisdictions as
necessary to perfect the security interests, or other liens granted hereby and/or thereby. The
Secured Party from time to time shall revise Schedule A hereto and promptly deliver a copy thereto
to Company and the Banks, on the effective date of the acquisition or creation by Company of a
Subsidiary, adding to Schedule A the name of each such Subsidiary so acquired or created, and upon
such revision, Company shall be deemed to have pledged 100% of the capital stock (or other
ownership interests) of each such Subsidiary so acquired or created to Secured Party for and on
behalf of Banks.

     (2) It will not sell, transfer, assign or otherwise dispose of any of the Collateral or any
interest therein or offer to do so without the prior written consent of Secured Party, given at the
direction of the Majority Banks, or permit anything to be done that may materially impair the value
of any of the Collateral or the security intended to be afforded by this Stock Pledge.

     (3) It will, subject to the applicable terms of the Credit Agreement, pay all taxes and
assessments upon the Collateral or for its use or operation before any interest or penalty for
nonpayment attaches thereto unless said payment is being contested in good faith and it establishes
a reserve as required by generally accepted accounting principles.

     (4) It will, subject to the applicable terms of the Credit Agreement, sign and execute alone
or with Secured Party any financing statement or other document or procure any documents and pay
all reasonable connected costs, necessary to protect the security interest under this Stock Pledge
against the rights or interests of third persons.

     (5) It will reimburse Secured Party for all reasonable costs, including reasonable attorneys’
fees, incurred for any action taken by Secured Party to remedy an Event of Default which Secured
Party elects to remedy pursuant to its rights under Article VI hereof.

     (6) It will:

     (i) allow Secured Party to examine, audit and inspect Company’s books, accounts,
records (including without limitation all records relating to the Collateral or the
Indebtedness), ledgers and assets and properties of every kind and description wherever
located at all reasonable times during normal business hours, upon oral or written request

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of Secured Party, and to make and take away copies of any and all such books, accounts,
records and ledgers. An examination of the records or properties of the Company may require
revealment of proprietary and/or confidential data and information, and the provisions of
Section 12.13 of the Credit Agreement are incorporated herein;

     (ii) punctually and properly perform all of its covenants and duties under any other
security agreement, mortgage, collateral pledge agreement or contract of any kind now or
hereafter existing as security for or in connection with payment of the Indebtedness, or any
part thereof;

     (iii) perform its obligations under the Loan Documents;

     (iv) promptly furnish Secured Party with any information in writing which Secured Party
may reasonably request concerning the Collateral;

     (v) promptly notify Secured Party of any material change in any fact or circumstances
warranted or represented by Company in this Stock Pledge or in any other writing furnished
by Company to Secured Party in connection with the Collateral or the Indebtedness;

     (vi) promptly notify Secured Party of any material claim, action or proceeding
affecting the Collateral and title therein, or in any part thereof, or the security interest
created herein, and, at the request of the Secured Party, appear in and defend, at Company’s
expense, any such action or proceeding; and

     (vii) promptly, after being requested by Secured Party, pay to Secured Party the amount
of all reasonable expenses, including reasonable attorneys’ fees and other legal expenses,
incurred by Secured Party in protecting and maintaining the Collateral or its rights
hereunder, or in connection with any audit or inspection of the Collateral pursuant to the
terms hereof, and in enforcing the security interest created herein.

     (7) With respect to any Collateral of a kind requiring an additional security agreement,
financing statement, or other writing to perfect a security interest therein in favor of Secured
Party, on behalf of Banks, Company will forthwith execute and deliver to Secured Party on behalf of
Banks, whatever the Secured Party or the Majority Banks shall deem necessary or proper for such
purpose. Should any covenant, duty or agreement of Company fail to be performed in accordance with
its terms hereunder, Secured Party may, but shall never be obligated to, perform or attempt to
perform such covenant, duty or agreement on behalf of Company, and any amount expended by Secured
Party in such performance or attempted performance shall become part of the Indebtedness, and, at
the request of Secured Party, Company agrees to pay such amount to Secured Party upon demand at
Secured Party’s office in Detroit, Michigan together with interest thereon at the highest rate
which interest accrues on amounts after the same become due pursuant to the terms of any note
executed pursuant to the Credit Agreement from the date of such expenditure by Secured Party until
paid. With respect to any Collateral in which Company acquires any rights subsequent to the date
hereof and which, under applicable law, a security interest is or can be perfected by possession,
Company agrees to

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deliver possession of such Collateral to Secured Party immediately upon its acquisition of
rights therein.

     (8) Company will hold the proceeds of any of the Collateral in trust for Secured Party on
behalf of the Banks, will not commingle said proceeds with any other funds, and, after an Event of
Default, will deliver such proceeds to Secured Party at its request.

     (9) If Secured Party, acting in its sole discretion, redelivers any Collateral to Company or
Company’s designee for the purpose of

     (i) the ultimate sale or exchange thereof, or

     (ii) presentation, collection, renewal, or registration of transfer thereof,

such redelivery shall not constitute a release of Secured Party’s security interest therein or in
the proceeds thereof unless Secured Party, with the consent of the Majority Banks, specifically so
agrees in writing.

     (10) If Company requests any such redelivery, Company will deliver with such request a duly
executed financing statement in form and substance satisfactory to Secured Party.

     IV. Default

     The term “Event of Default”, as used herein, means the occurrence of any Event of Default
under the Credit Agreement.

     V. Consequence of Default.

     Upon an Event of Default, Secured Party shall be entitled, subject to applicable law, to all
of its remedies specified herein, in the Credit Agreement, or in any other document executed in
connection with the Credit Agreement or this Stock Pledge, or provided by law. Additionally, upon
an Event of Default and subject to applicable law, Secured Party will be entitled to receive all
dividends payable in respect of the pledged shares evidencing the Collateral pledged under this
Stock Pledge, and may change the registration of any registerable Collateral to any other name or
form and is hereby authorized to appoint any officer or agent of Secured Party as Company’s true
and lawful proxy and attorney-in-fact, with power, upon the occurrence of any Event of Default
(exercisable so long as such Event of Default is continuing), to exercise all voting rights in
respect of the shares evidencing the Collateral pledged hereby; to endorse Company’s name or any of
its officers’ names or agents’ names upon any notes, checks, drafts, money orders, or other
instruments of payment (including payments payable under any policy of insurance on the Collateral)
or Collateral that may come into possession of the Secured Party in full or part payment of any
amounts owing to the Banks; to give written notice to such office and officials of the United
States Post Office to effect such change or changes of address so that all mail addressed to
Company may be delivered directly to Secured Party; to execute on behalf of Company any financing
statements, amendments, subordinations or other filings pursuant to this Stock Pledge; granting
unto Secured Party on behalf of the Banks, as the proxy and attorney-in-fact of Company, full power
to do any and all things necessary to be done in and about the premises as fully and effectually as
Company might or could do, and hereby ratifying all that

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said proxy and attorney shall lawfully do or cause to be done by virtue hereof. The proxy and
power of attorney described herein shall be deemed to be coupled with an interest and shall be
irrevocable for the term of the Credit Agreement, and all transactions thereunder and thereafter as
long as any Indebtedness or any of the commitments to lend remain outstanding. The Secured Party
shall have full power, subject to applicable law to collect, compromise, endorse, sell or otherwise
deal with the Collateral or proceeds thereof on behalf of the Banks in its own name or in the name
of Company provided that Secured Party shall act in a commercially reasonable manner.

     VI. Secured Party’s Rights and Remedies.

     Secured Party shall have available to it (subject to applicable law) the following rights and
remedies upon occurrence of an Event of Default:

     A. Right to Assign. Secured Party may assign this Stock Pledge only as provided in the
Credit Agreement and if Secured Party does assign this Stock Pledge, the assignee shall be entitled
to the performance of all of Company’s obligations and agreements under this Stock Pledge, and the
assignee shall be entitled to all the rights and remedies of Secured Party under this Stock Pledge.

     B. Right to Discharge Company’s Obligations. Secured Party may (i) with the approval
of the Majority Banks, discharge taxes, liens or security interests or other encumbrances at any
time levied or placed on the Collateral which are superior to the security interest herein granted,
(ii) remedy or cure any default of Company under the terms of any lease, rental agreement, land
contract or other document which in any way pertains to or affects Company’s title to or interest
in any of the Collateral, (iii) pay for insurance on the Collateral, and (iv) pay for the
maintenance and preservation of the Collateral, unless with respect to the obligations under
clauses (i) or (ii) Company is contesting in good faith such obligations, and Company agrees to
reimburse Secured Party, on demand, for any payment made or any expense incurred by Secured Party
pursuant to the foregoing authorization, with interest, which payments and expenses shall be
secured by the security intended to be afforded by this Stock Pledge.

     C. Remedies and Enforcement. Secured Party shall have and may exercise any and all
rights of enforcement and remedies afforded to a secured party under the Uniform Commercial Code as
adopted and in force in the State of Michigan, to the extent permitted by applicable law, on the
date of this Stock Pledge or the date of Company’s default together with any and all other rights
and remedies otherwise provided and available to Secured Party by law unless such application would
result in the invalidity or unenforceability of any provision hereof, in which case the law of the
state in which any of the Collateral is located shall apply to the extent necessary to render such
provision valid and enforceable; and, in conjunction with, in addition to, or substitution for
those rights, at Secured Party’s discretion, Secured Party may:

     (1) Apply any of the Collateral against any of the Indebtedness secured hereby;

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     (2) Waive any default, or remedy any default in any reasonable manner, without waiving
its rights and remedies upon default and without waiving any other prior or subsequent
default;

     (3) Without any notice to Company, notify any parties obligated on any of the
Collateral to make payment to the Secured Party of any amounts due or to become due
thereunder and enforce collection of any of the Collateral by suit or otherwise and
surrender, release or exchange all or any part thereof, or compromise or extend or renew for
any period (whether or not longer than the original period) the indebtedness thereunder or
evidenced thereby. Upon request of the Secured Party, Company will, at its own expense,
notify any parties obligated to Company on any of the Collateral to make payment to the
Secured Party of any amounts due or to become due thereunder. Company agrees that Secured
Party shall not be liable for any loss or damage which Company suffers or may suffer as a
result of Secured Party’s processing of items or its exercise of any other rights or
remedies under this Stock Pledge, including without limitation indirect, special or
consequential damages, loss of revenues or profits, or any claim, demand or action by any
third party not related to or affiliated with Company arising out of or in connection with
the processing of items (excluding only the claims of such third parties in connection with
the processing of items based solely upon the gross negligence or willful misconduct of
Secured Party) or the exercise of any other rights or remedies hereunder. Company further
agrees to indemnify and hold Secured Party harmless from and against all such third party
claims, demands or actions, including without limitation litigation costs and reasonable
attorneys’ fees.

     D. Right of Sale.

     (1) Company agrees that upon the occurrence of an Event of Default (taking into account
applicable periods of cure, if any), Secured Party may, at its option, sell and dispose of
the Collateral at public or private sale without any previous demand of performance. Company
agrees that notice of such sale sent to Company’s address, as set forth in the Credit
Agreement, by certified or registered mail sent at least five (5) days prior to such sale,
shall constitute reasonable notice of sale. The foregoing shall not require notice if none
is necessary under applicable law. The proceeds of sale shall be applied in the following
order:

     (i) to all reasonable costs and charges incurred by Secured Party in the taking and
causing the removal and sale of said property, including such reasonable attorneys’ fees as
shall have been incurred by Secured Party;

     (ii) to the Indebtedness, including all accrued interest thereon; and

     (iii) any surplus of such proceeds remaining shall be paid to the Company, or to such
other party who shall lawfully be entitled thereto.

     (2) At any sale or sales made pursuant to this Stock Pledge or in a suit to foreclose
the same, the Collateral may be sold en masse or separately, at the same or at different
times, at the option of the Secured Party or its assigns. Such sale may be public

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or private with notice as required by the Uniform Commercial Code as then in effect in
the state in which the Collateral is located, and the Collateral need not be present at the
time or place of sale. At any such sale, the Secured Party or the holder of any note hereby
secured may bid for and purchase any of the property sold, notwithstanding that such sale is
conducted by the Secured Party or its attorneys, agents, or assigns.

     E. Miscellaneous. Secured Party shall have the right at all times to enforce the
provisions of this Stock Pledge on behalf of Banks in strict accordance with the terms hereof,
notwithstanding any conduct or custom on the part of Secured Party in refraining from so doing at
any time or times. The failure of Secured Party at any time or times to enforce its rights under
said provisions strictly in accordance with the same shall not be construed as having created a
custom in any way or manner contrary to the specific provisions of this Stock Pledge or as having
in any way or manner modified the same. All rights and remedies of Secured Party and Banks are
cumulative and concurrent, and the exercise of one right or remedy shall not be deemed a waiver or
release of any other right or remedy.

     VII. Representations and Warranties of Company.

     Company represents and warrants, as continuing representations and warranties so long as the
Guaranty remains in effect, that:

     A. The individual signatory hereto has authority to execute and deliver this Stock Pledge on
behalf of Company.

     B. No financing statement covering the Collateral, or any part thereof, has been filed with
any filing officer other than in favor of Secured Party.

     C. No other agreement, pledge or assignment covering the Collateral, or any part thereof, has
been made and no security interest, other than the one created hereby or pursuant to pledges and
security agreements previously made in favor of Secured Party on behalf of the Banks, has attached
or been perfected in the Collateral or in any part thereof.

     D. No material dispute, right of setoff, counterclaim or defenses exist with respect to any
part of the Collateral.

     E. All information supplied and statements made in any financial or credit statements or
application for credit prior to the execution of this Stock Pledge are true and correct as of the
date hereof in all material respects.

     F. The Collateral, (1) in the case of each Subsidiary, constitutes all the issued and
outstanding capital stock (or other ownership interests) of each of the Subsidiaries, (2) have been
duly authorized and issued to Company, (3) is fully paid and non-assessable, (4) is freely and
validly assignable by Company, and (5) is not subject to any option, warrant right to call or
commitment of any kind or nature.

     G. At the time Secured Party’s security interest attaches to any of the Collateral or its
proceeds, Company will be the lawful owner with the right to transfer any interest therein, and
that Company will make such further assurances as to prove its title to the Collateral as may be

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reasonably required and will defend the Collateral and its proceeds against the lawful claims
and demands of all persons whomsoever. The delivery at any time by Company to Secured Party of
Collateral or financing statements covering Collateral shall constitute a representation and
warranty by Company under this Stock Pledge that, with respect to such Collateral, and each item
thereof, Company is owner of the Collateral and the matters heretofore warranted in this paragraph
are true and correct.

     VIII. Mutual Agreements.

     Company and Secured Party mutually agree as follows:

     A. “Company” and “Secured Party” as used in this Stock Pledge include the successors and
permitted assigns of those parties.

     B. To the extent permitted by applicable law, except as otherwise provided herein, the law
governing this secured transaction shall be that of the State of Michigan.

     C. This Stock Pledge includes all amendments and supplements hereto and assignments hereof and
Company and Secured Party shall not be bound by any amendment or undertaking not expressed in a
writing executed by each of them.

     D. All capitalized terms not specifically defined herein which are defined in the Credit
Agreement are used as defined in the Credit Agreement.

     E. This Stock Pledge shall be a continuing security interest in every respect (whether or not
the outstanding balance of the Indebtedness is reduced to zero) and Secured Party’s security
interest in the Collateral as granted herein shall continue in full force and effect until all of
the Indebtedness is indefeasibly repaid and discharged in full and no commitment (whether optional
or obligatory) to extend any credit under the Credit Agreement remains outstanding.

     F. This Stock Pledge has been executed and delivered pursuant to the Credit Agreement and in
the event of any conflict between this Stock Pledge and the Credit Agreement, the Credit Agreement
shall govern.

     G. WAIVER OF JURY TRIAL. THE BANKS, THE AGENT AND THE COMPANY AFTER CONSULTING OR
HAVING HAD THE OPPORTUNITY TO CONSULT WITH COUNSEL, KNOWINGLY, VOLUNTARILY AND INTENTIONALLY WAIVE
ANY RIGHT ANY OF THEM MAY HAVE TO A TRIAL BY JURY IN ANY LITIGATION BASED UPON OR ARISING OUT OF
THIS STOCK PLEDGE OR ANY RELATED INSTRUMENT OR AGREEMENT OR ANY OF THE TRANSACTIONS CONTEMPLATED BY
THIS STOCK PLEDGE OR ANY COURSE OF CONDUCT, DEALING, STATEMENTS (WHETHER ORAL OR WRITTEN) OR ACTION
OF ANY OF THEM. NEITHER THE BANKS, THE AGENT, NOR COMPANY SHALL SEEK TO CONSOLIDATE, BY
COUNTERCLAIM OR OTHERWISE, ANY SUCH ACTION IN WHICH A JURY TRIAL HAS BEEN WAIVED WITH ANY OTHER
ACTION IN WHICH A JURY TRIAL CANNOT BE OR HAS NOT BEEN WAIVED. THESE PROVISIONS SHALL NOT BE DEEMED
TO HAVE BEEN MODIFIED IN ANY RESPECT OR RELINQUISHED BY THE BANKS AND THE AGENT OR

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COMPANY EXCEPT BY A WRITTEN INSTRUMENT EXECUTED BY ALL OF THEM.

     IN WITNESS WHEREOF, Company and Secured Party have executed this Stock Pledge on the day and
year first above written.

	 	 	 	 	 
	 	COMPANY:
	 
	 
	 	NORTH POINTE FINANCIAL SERVICES, 
INC.,
a Michigan corporation

 	 
	 	By:	 	 
	 	 	        Brian J. Roney 	 
	 
	 	Its:	        Vice President 	 
	 
	 	ACCEPTED BY SECURED PARTY:

COMERICA BANK, as Agent for the Banks

 	 
	 	By:	 	 
	 	 	        Michael P. Stapleton 	 
	 
	 	Its:	        First Vice President 	 

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SCHEDULE A

N.P. Premium Finance Company

Northwestern Zodiac Limited Partnership, a Michigan limited partnership

South Pointe Financial Services, Inc.

Home Pointe Managing General Agency, Inc.

 

 

EXHIBIT “A”

ACKNOWLEDGMENT AND CONSENT

     The undersigned acknowledge(s) receipt of: (i) notice that North Pointe Financial Services,
Inc. (“Assigning Partner”) has assigned, pledged and granted to COMERICA BANK, a Michigan banking
corporation, as Agent (“Agent”) a security interest in Assigning Partner’s interest as a general
partner and as a limited partner in Northwestern Zodiac Limited Partnership, a Michigan limited
partnership (“Partnership”) and (ii) a copy of the Second Amended and Restated Agreement dated June
30, 2006 made between Company and Agent (“Security Agreement”). The undersigned consent(s) to such
assignment, pledge and grant of security and agree(s) that upon the written request of Agent the
undersigned will pay or cause to be paid to Agent all monies, as more specifically described in the
Security Agreement, due the Assigning Partner arising out of the interest of Assigning Partner in
the Partnership. The undersigned consent(s) to the transfer of Assigning Partner’s interest in the
Partnership to Agent or other third party upon the foreclosure of Agent’s security interest therein
after the occurrence of an Event of Default under the Security Agreement, free and clear of any
restrictions on transfer set forth the Partnership Agreement governing the Partnership
(“Partnership Agreement”).

     The undersigned warrant(s) and represent(s) to Agent that the Partnership Agreement continues
to be in full force and effect and that, to the knowledge of the undersigned, no event has occurred
or condition exists which could result in a defense, offset or counterclaim limiting the
Partnership’s obligations to distribute any monies due or to become due to the Assigning Partner.
The undersigned further warrant(s) and represent(s) to Agent that the Partnership Agreement
authorizes the assignment and security interest made by Assigning Partner to Agent. The undersigned
agree(s) that Agent shall have no responsibility for any of the liabilities or obligations of the
Assigning Partner to the undersigned or to the Partnership.

     The undersigned covenant(s), represent(s) and warrant(s) that partnership interests in the
Partnership are not, and will not hereafter be, dealt in or traded on securities exchanges or in
securities markets, that partnership interests in the Partnership by their terms do not expressly
provide that they are securities governed by Article 8 of the Michigan Uniform Commercial Code, Act
No. 174 of the Michigan Public Acts of 1962, as amended, revised or replaced from time to time,
including, without limit, as amended by Act No. 348 of the Michigan Public Act of 2000 (“Article
8”) and are not, and will not hereafter become, investment company securities within the meaning of
Article 8.

     Dated this 30th day of June, 2006.

	 	 	 	 	 	 	 
	 	 	NORTHWESTERN ZODIAC LIMITED PARTNERSHIP
	 
	 	 	 	 	 	 
	 

	 	By:	 	 	 	 
	 	 	 	 
	 
	 	 	 	 	 	 
	 	 	Its:	 	General Partner
	 
	 	 	 	 	 	 
	 

	 	 	 	By:	 	 
	 

	 	 	 	 	 
	 
	 	 	 	 	 	 
	 

	 	 	 	Its:exv10w6

 

EXHIBIT 10.6

SECOND AMENDED AND RESTATED

SECURITY AGREEMENT

     This SECOND AMENDED AND RESTATED SECURITY AGREEMENT (“Security Agreement”) is made as of this
30th day of June, 2006 by and among N.P. Premium Finance Company, a Michigan
corporation, North Pointe Financial Services, Inc., a Michigan corporation, South Pointe Financial
Services, Inc., a Michigan corporation, Home Pointe Managing General Agency, Inc., a Florida
corporation, Alliance Surety Holdings, Inc., a Delaware corporation and such other persons or
entities which from time to time become parties hereto (collectively, the “Debtors” and
individually each a “Debtor”) and Comerica Bank, a Michigan banking corporation, as Agent for and
on behalf of the Banks (as defined below) (“Secured Party”).

RECITALS

     A. WHEREAS, pursuant to that certain Second Amended and Restated Credit Agreement dated as of
June 30, 2006 (as amended or otherwise modified from time to time, the “Credit Agreement”), among
North Pointe Holdings Corporation (“Borrower”), each of the financial institutions party thereto
(collectively, the “Banks”) and Secured Party, as Agent for the Banks, the Banks have agreed,
subject to the satisfaction of certain terms and conditions, to make Advances to Borrower (as such
terms are defined in the Credit Agreement), as provided therein; and

     B. WHEREAS, each of the Debtors has executed and delivered a guaranty (as amended or otherwise
modified from time to time, the “Guaranty”) of the obligations of the Borrower under the Credit
Agreement; and

     C. WHEREAS, the obligations of the Borrower under the Credit Agreement and the obligations of
each other Debtor under the their respective guaranties are to be secured pursuant to this
Agreement.

     D. WHEREAS, N.P. Premium Finance Company and North Pointe Financial Services, Inc. executed
and delivered to Agent an Amended and Restated Security Agreement dated January 26, 2004 (“Existing
Security Agreement”) and Agent and Debtors desire to amend and restate the Existing Security
Agreement in its entirety and to add South Pointe Financial Services, Inc., Home Pointe Managing
General Agency, Inc. and Alliance Surety Holdings, Inc. as Debtors.

     NOW, THEREFORE, for and in consideration of the mutual promises, covenants and agreements
hereinafter set forth, the parties hereto agree that the Existing Security Agreement is amended and
restated as follows:

     I. Creation of Security Interest

 

 

     As security for the Indebtedness (hereinafter defined), each Debtor hereby pledges and grants
to Secured Party, as Agent for and on behalf of Banks, a security interest in the following
described property of Debtor (the “Collateral”):

     (a) all inventory, goods (including returned or repossessed goods and all goods the
sale of which gives rise to accounts receivable, contract rights, chattel paper, general
intangibles or instruments), merchandise and other personal property, in each case (i)
whether now owned or hereafter produced, manufactured or acquired by such Debtor which are
held for sale or lease or are furnished or to be furnished under a contract of service or
are raw materials, work in process or materials used or consumed or to be used or consumed
in such Debtor’s business, and (ii) wherever located;

     (b) all accounts; accounts receivable; contract rights; general intangibles; chattel
paper and instruments (including without limitation instruments evidencing any obligation to
such Debtor for payment for goods sold or leased or services rendered or otherwise); deposit
accounts; documents; rights to payment evidenced by chattel paper, documents or instruments;
letters of credit; letter of credit rights; supporting obligations; and the rights to
payment for money or funds advanced or sold together with all payments thereon or
thereunder; tax refunds; goodwill; licenses, permits and privileges; customer lists; rights
of indemnification;

     (c) all machinery, equipment, furniture and other tangible personal property and
fixtures of such Debtor, together with all accessions, additions, accessories, parts and
equipment now or hereafter affixed thereto or used in connection therewith;

     (d) all patents, trademarks, copyrights and other intellectual property and proprietary
rights;

     (e) all investment property of such Debtor; and

     (f) the balance from time to time in all bank and depository accounts of such Debtor
and all amounts in any lockbox or in any collateral account, including all funds on deposit
therein, all investments arising out of such funds, all claims thereunder or in connection
therewith, and all cash, instruments, securities, rights and other property at any time and
from time to time received, receivable, or otherwise distributed in respect of such
accounts, such funds or such investments;

     (g) all Software (for purposes of this Agreement, “Software” consists of all (i)
computer programs and supporting information provided in connection with a transaction
relating to the program, and (ii) computer programs embedded in goods and any supporting
information provided in connection with a transaction relating to the program whether or not
the program is associated with the goods in such a manner that it customarily is considered
part of the goods, and whether or not, by becoming the owner of the goods, a person acquires
a right to use the program in connection with the goods, and whether or not the program is
embedded in goods that consist solely of the medium in which the program is embedded);

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whether any such property is now owned or hereafter acquired or existing by such Debtor, and all
records (including computer software) pertaining to the foregoing, and all substitutions for, all
proceeds and all products of the foregoing, including insurance proceeds, to the fullest extent
permitted by law, subject in each case only to the Permitted Encumbrances. The pledge and grant of
a security interest in proceeds hereunder shall not be deemed to give such Debtor any right to
dispose of any of the Collateral, except in accordance with the terms of the Credit Agreement.

     II. Debtors’ Obligations

     A. Payment of Secured Indebtedness. The security interest created herein by each
Debtor is given as security for the discharge and performance of the following obligations: all of
such Debtor’s and the Borrower’s obligations contained in or arising under or in connection with
the Credit Agreement, any Note, the Guaranty, any Interest Rate Protection Agreements, any other
Loan Document or any other document or instrument executed in connection therewith, howsoever
created, arising or evidenced, whether direct or indirect, absolute or contingent, now or hereafter
existing, or due to become due, together with interest thereon; and also as security for all other
indebtedness and liabilities, whether direct, indirect, absolute or contingent, owing by such
Debtor or the Borrower to the Banks in any manner and at any time, whether due or hereafter to
become due, now owing or that may hereafter be incurred by such Debtor or the Borrower to or
acquired by the Banks, and any judgments that may hereafter be rendered on such indebtedness or any
part thereof, with interest according to the rates and terms specified, or as provided by law, and
any and all replacements, consolidations, amendments, renewals or extensions of the foregoing
(collectively herein called the “Indebtedness”).

     B. Protection of Collateral. Each Debtor shall take any and all reasonable steps
required to protect the Collateral, and in pursuance thereof, each such Debtor agrees that:

          (1) The Collateral will not be misused, wasted or allowed to deteriorate, except for the
ordinary wear and tear of its intended primary use or to the extent no longer useful or necessary
to such Debtor’s business, and will at all times be maintained in accordance with the applicable
terms of the Credit Agreement.

          (2) The Collateral described in Section I.(a) and (c) will be insured with insurance coverage
by financially sound and reputable insurers and in such forms and amounts and against such risks as
prudent business judgment and then current practice would dictate for companies or professional
enterprises engaged in the same or a similar business and owning and operating similar properties.
In the case of all such insurance policies, each such Debtor shall designate the Secured Party, on
behalf of Banks, as mortgagee and loss payee and such policies shall provide that any loss be
payable to each such Debtor and Secured Party, on behalf of Banks, as mortgagee and loss payee, as
their respective interests may appear. Further, upon the request of the Secured Party acting at the
request of the Banks, each such Debtor shall deliver copies of all said policies, including all
endorsements thereon and those required hereunder, to Secured Party; and each such Debtor assigns
to Secured Party, on behalf of Banks, as additional security hereunder, all its rights to receive
proceeds of insurance with respect to the Collateral, subject to clause (i) of this subsection
II.B.(2). All such insurance shall, by its terms, provide that no cancellation, lapse (including
without limitation any lapse for non-payment of premiums) or material change in coverage shall
become effective until thirty (30) days after receipt by Secured

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Party of written notice from the applicable carrier. Each Debtor further shall provide Secured
Party upon request with evidence reasonably satisfactory to Secured Party that each such Debtor is
at all times in compliance with this paragraph. During the continuance of an Event of Default,
Secured Party may act as each such Debtor’s attorney-in-fact in obtaining, adjusting, settling and
compromising such insurance and endorsing any drafts. Upon default in this covenant, Secured Party
may procure such insurance and its costs therefor shall be charged to Borrower, payable on demand,
with interest at the highest rate set forth in the Credit Agreement and added to the Indebtedness
secured hereby. The disposition of proceeds of any insurance on the Collateral (“Insurance
Proceeds”) shall be governed by the following:

             (i) provided that no Event of Default has occurred and is continuing hereunder, (a) if
the amount of Insurance Proceeds in respect of any loss or casualty does not exceed Twenty
Five Thousand Dollars ($25,000), such Debtor shall be entitled, in the event of such loss or
casualty, to receive all such Insurance Proceeds and to apply the same toward the
replacement of the Collateral affected thereby; and (b) if the amount of Insurance Proceeds
in respect of any loss or casualty exceeds Twenty Five Thousand Dollars ($25,000), such
Insurance Proceeds shall be paid to and received by Secured Party, for release to such
Debtor for the replacement of the Collateral affected thereby or, upon written request of
such Debtor (accompanied by reasonable supporting documentation), for such other use or
purpose as approved by the Majority Banks, in their reasonable discretion, it being
understood and agreed in connection with any release of funds under this subparagraph (B),
that the Secured Party and Majority Banks may impose reasonable and customary conditions on
the disbursement of such Insurance Proceeds; and

             (ii) if an Event of Default has occurred or is continuing hereunder, all Insurance
Proceeds in respect of any loss or casualty shall be paid to and received by the Secured
Party, to be applied by the Secured Party against the Indebtedness and/or to be held by the
Secured Party as cash collateral for the Indebtedness, as the Majority Banks may direct in
their sole discretion and/or for replacement of the Collateral affected thereby, as the
Majority Banks may direct in their sole discretion.

               (3) The Collateral is located in the premises set forth on Schedule I, and will not be moved
to premises other than those set forth on Schedule I, and such other locations with respect to
which each such Debtor shall have executed and delivered to Secured Party all financing statements
and other documents and instruments necessary to perfect or continue the perfection of the Secured
Party’s security interest in the Collateral. Subject to the applicable terms of the Credit
Agreement, upon request therefor by the Secured Party, each such Debtor will inform the Secured
Party in writing of the whereabouts of the Collateral and Debtor will promptly arrange for any
inspections requested by the Secured Party, on behalf of Banks pursuant to the terms of the Credit
Agreement;

               (4) Each such Debtor shall comply with all applicable laws, rules, ordinances, regulations and
orders of any governmental authority, whether federal, state, local or foreign in effect from time
to time with respect to the Collateral, to the full extent required under the Credit Agreement.

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          (5) Secured Party, on behalf of the Banks, may, subject to the applicable terms of the Credit
Agreement, examine and inspect the Collateral at any time wherever located.

     C. Protection of Security Interest. Each Debtor agrees that:

          (1) Except as permitted by the Credit Agreement, it will not sell, transfer, lease or
otherwise dispose of any of the Collateral or any interest therein or offer to do so (other than
the sale or lease of inventory in the ordinary course of business or as otherwise permitted by the
Credit Agreement) without the prior written consent of Secured Party, given at the written
direction or with the written approval of the requisite Banks, and will not create, incur, assume
or suffer to exist any mortgage, pledge, encumbrance, security interest, lien or charge of any kind
upon any of the Collateral (or any interest therein or portion thereof), other than in favor of
Secured Party, on behalf of the Banks and liens permitted under the Credit Agreement.

          (2) It will, to the full extent required under the Credit Agreement, pay all taxes including,
without limitation, any maintenance fees payable on any registered patents and any fees in
connection with any required filings in connection with any pending or registered trademarks,
assessments, governmental charges and levies upon the Collateral or for its use or operation.

          (3) It will sign and execute alone or with Secured Party any financing statement or other
document (including without limitation, filings required in connection with any pending or
registered trademark) or procure any documents and pay all connected costs, necessary to protect
the security interest under this Security Agreement against the rights or interests of third
persons.

          (4) It will reimburse Secured Party for all reasonable costs, including reasonable attorneys’
fees, incurred for any action taken by Secured Party to remedy an Event of Default of Debtor which
Secured Party elects to remedy pursuant to its rights under Paragraph IV hereof.

          (5) It will,

         (i) subject to Section 6.5 of the Credit Agreement, allow Secured Party, or any Bank,
to examine, audit and inspect such Debtor’s books, accounts, and other records relating to
the Collateral wherever located at all reasonable times during normal business hours, upon
oral or written request of Secured Party, and to make and take away copies of any and all
such books, accounts, records and ledgers;

         (ii) punctually and properly perform all of its covenants and duties under any other
security agreement, mortgage, collateral document, pledge agreement or contract of any kind
now or hereafter existing as security for or in connection with payment of the Indebtedness,
or any part thereof;

         (iii) perform its obligations under and comply with the terms and provisions of the
Credit Agreement and the other Loan Documents to which it is or may become a party;

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            (iv) keep, at the addresses designated on Schedule II and such additional addresses as
may be provided from time to time for its records, all records concerning the Collateral,
which records will be of such character as will enable Secured Party or its designees to
determine at any time the status of the Collateral;

            (v) give Secured Party not less than 30 days prior written notice of all contemplated
changes in such Debtor’s name, legal structure, location, jurisdiction of formation, or
chief executive office, or in the location of the Collateral or such Debtor’s records
concerning same and, prior to making any such changes, file or cause to be filed all
financing statements or amendments or other documents or instruments determined by Secured
Party to be necessary or appropriate to establish and maintain a valid first priority
security interest in all the Collateral in accordance with the terms hereof;

            (vi) promptly furnish Secured Party with any information in writing which Secured Party
may reasonably request concerning the Collateral;

            (vii) to the extent required under the Credit Agreement, promptly notify Secured Party
of any material claim, action or proceeding affecting the Collateral and title therein, or
in any part thereof, or the security interest created herein, and, at the request of the
Secured Party, appear in and defend, at such Debtor’s expense, any such action or
proceeding;

            (viii) promptly, after being requested by Secured Party, pay to Secured Party the
amount of all reasonable expenses, including reasonable attorneys’ fees and other legal
expenses, incurred by Secured Party pursuant to and in accordance with the Credit Agreement
in protecting and maintaining the Collateral or its rights hereunder, or in connection with
any audit or inspection of the Collateral pursuant to the terms hereof, and in enforcing the
security interest created herein;

            (ix) allow Secured Party, upon and so long as there exists any Default or Event of
Default, to correspond with its account debtors to confirm its accounts receivable and
Obligors under any contracts;

            (x) take such actions as Secured Party, in its sole discretion, deems necessary or
appropriate to establish exclusive control (as defined in the UCC) over any Collateral of
such nature that perfection of Secured Party’s security interest may be established by
control.

            (6) With respect to any Collateral of a kind requiring an additional security agreement,
financing statement, or other writing to perfect a security interest therein in favor of Secured
Party, on behalf of Banks, such Debtor will forthwith upon demand by Secured Party execute and
deliver to Secured Party on behalf of Banks, whatever documentation the Secured Party or the
requisite Banks shall reasonably deem necessary or proper for such purpose. Should any covenant,
duty or agreement of such Debtor fail to be performed in accordance with its terms hereunder
resulting in an Event of Default, Secured Party may, but shall never be obligated to, perform or
attempt to perform such covenant, duty or agreement on behalf of such Debtor, and any amount
expended by Secured Party in such performance or attempted performance shall

6

 

become part of the Indebtedness, and, at the request of Secured Party, such Debtor agrees to
pay such amount to Secured Party upon demand at Secured Party’s office in Detroit, Michigan
together with interest thereon at the highest rate at which interest accrues on amounts after the
same become due pursuant to the terms of the Credit Agreement, from the date of such expenditure by
Secured Party until paid. With respect to any Collateral (other than goods) in which such Debtor
acquires any rights subsequent to the date hereof and which, under applicable law, a security
interest is or can be perfected by possession, upon request of the Secured Party or the Majority
Banks, such Debtor agrees to deliver possession of such Collateral to Secured Party immediately
upon its acquisition of rights therein.

               (7) It will hold the proceeds of any of the Collateral (including accounts receivable and
contracts) which is sold other than in the ordinary course of such Debtor’s business (or otherwise
as permitted under the Credit Agreement or this Agreement, subject to the terms thereof) in trust
for Secured Party on behalf of the Banks, will not commingle said proceeds with any other funds,
and, after and during the continuance of an Event of Default, will deliver such proceeds to Secured
Party immediately upon its request.

               (8) It will not, except as permitted under the Credit Agreement, grant any rebate, refund,
allowance or credit on any account receivable, or on any amounts due under any accounts receivable,
other than in the ordinary course of business, without Secured Party’s prior written consent.

               (9) If Secured Party, acting in its sole discretion, redelivers any Collateral to such Debtor
or such Debtor’s designee for the purpose of (i) the ultimate sale or exchange thereof, or
(ii)presentation, collection, renewal, or registration of transfer thereof, or (iii) loading,
unloading, storing, shipping, transshipping, manufacturing, processing or otherwise dealing
therewith preliminary to sale or exchange; such redelivery shall not constitute a release of
Secured Party’s security interest therein or in the proceeds thereof unless Secured Party, with the
consent of the Banks, specifically so agrees in writing. If such Debtor requests any such
redelivery, such Debtor will deliver with such request a duly executed financing statement in form
and substance satisfactory to Secured Party.

               (10) Subject to the applicable terms of the Credit Agreement, Debtor shall at the direction of
the Secured Party take any and all other steps reasonably required under applicable law to perfect
the lien and security interest established hereby in favor of Secured Party, on behalf of the
Banks, including without limitation the execution, delivery and/or performance of appropriate
acknowledgments, governmental acknowledgments, registrations or approvals, financing statements and
other documents and instruments, and the registration, recording and/or filing of such instruments
with such Persons and in such jurisdictions as necessary to perfect the security interest and lien
established hereby.

               (11) Secured Party or any agent of Secured Party may execute and file in the name of and on
behalf of such Debtor all financing statements or other filings deemed necessary or desirable by
Secured Party to evidence, perfect or continue Secured Party’s security interests in the
Collateral.

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            (12) Secured Party may take such actions in its own name or in such Debtor’s names as Secured
Party, in its sole discretion, deems necessary or appropriate to establish exclusive control (as
defined in the UCC) over any Collateral of such nature that perfection of Secured Party’s security
interest may be established by control.

            (13) It will take any and all actions required or reasonably requested by the Secured Party,
from time to time, to (i) cause the Secured Party to obtain exclusive control of any investment
property owned by such Debtor in a manner reasonably acceptable to the Secured Party and (ii)
obtain from any issuers of investment property and such other Persons, for the benefit of the
Secured Party, written confirmation of the Secured Party’s control over such investment property.
For purposes of this Section C(13), the Secured Party shall have exclusive control of investment
property if (i) such investment property consists of certificated securities and a Debtor delivers
such certificated securities to the Secured Party (with appropriate endorsements if such
certificated securities are in registered form); (ii) such investment property consists of
uncertificated securities and either (x) a Debtor causes the issuer to register the Debtor’s pledge
of the investment property on the issuer’s books and records or (y) the issuer thereof agrees,
pursuant to documentation in form and substance satisfactory to the Secured Party, that it will
comply with instructions originated by the Secured Party without further consent by such Debtor;
and (iii) such investment property consists of security entitlements either (x) the Secured Party
becomes the entitlement holder thereof or (y) the appropriate securities intermediary agrees,
pursuant to the documentation in form and substance satisfactory to the Secured Party, that it will
comply with entitlement orders originated by the Secured Party without further consent by any
Debtor.

     III. Collection of Proceeds — Remittance Basis.

    (a) At any time upon the request of Secured Party, each Debtor shall at its sole
expense maintain until the Agent acting in its sole discretion shall notify Debtors that the
Indebtedness is no longer required to be on a Remittance Basis a United States post office
lock box (the “Lock Box”), to which Secured Party shall have exclusive access, and to which
Debtors shall have no access. Each Debtor expressly authorizes Secured Party, from time to
time, to remove all contents from the Lock Box, for disposition in accordance with this
Agreement. Each Debtor agrees to notify all account debtors and other parties obligated to
it that all payments made on any account, invoice or other Collateral (other than payments
by electronic funds) shall be remitted, for the credit of such Debtor, to the Lock Box, and
each such Debtor shall include a like statement on all invoices. Payments made by
electronic funds transfer shall be made directly to the Cash Collateral Account (defined
below), and each such Debtor shall so instruct its account debtors and other parties
obligated to it. Each Debtor shall execute all documents, authorizations and other
agreements necessary to establish the Lock Box, and Secured Party’s exclusive access
thereto.

    (b) Any and all cash, checks, drafts and other instruments for the payment of money
received by each Debtor at any time, in full or partial payment of any of the Collateral
shall forthwith, upon receipt, be transmitted and delivered to Secured Party (properly
endorsed, where required, so that such items may be collected by Secured Party). Any such
items received by a Debtor shall not be commingled with any other of

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such Debtor’s funds or property, but will be held separate and apart from such Debtor’s
own funds or property, and upon express trust for the benefit of Secured Party and the Banks
until delivery is made to Secured Party.

     (c) All items or amounts which are remitted to the Lock Box or otherwise delivered by
or for the benefit of a Debtor to Secured Party on account of partial or full payment of, or
any other amount payable with respect to, any of the Collateral shall, at Secured Party’ s
option, (i) be applied when received first to the payment of the Revolving Credit Advances
and then the other Indebtedness, whether then due or not, or (ii) shall be deposited to the
credit of a non-interest bearing deposit account in the name of Comerica Bank, as Secured
Party, for the benefit of the applicable Debtor (the “Cash Collateral Account”) to be
established by each Debtor with Secured Party pursuant to this paragraph, as security for
payment of the Indebtedness, provided, however, prior to the occurrence of an Event of
Default, collected funds in the Cash Collateral Account shall be applied to the payment of
the Indebtedness each Business Day unless no Prime-based Advances of the Revolving Credit
are then outstanding in which case such funds shall be held in the Cash Collateral Account
until they can be applied to Prime-based Advances of the Revolving Credit or, at the option
of Debtor, deposited to an interest bearing account maintained in the name of Debtor with
Agent. No Debtor shall have any right whatsoever to withdraw any funds so deposited. Each
Debtor further grants to Secured Party a first security interest in and lien on all funds on
deposit in such account. To the extent collected funds remain at any time on deposit in the
Cash Collateral Account after payment and discharge in full of the Indebtedness, Secured
Party shall release such surplus collected funds to Debtor. Each Debtor hereby irrevocably
authorizes and directs Secured Party to endorse all items received for deposit to the Cash
Collateral Account, notwithstanding the inclusion on any such item of a restrictive
notation, e.g., “paid in full”, “balance of account”, or other restriction.

     (d) Each Debtor agrees that neither Secured Party nor any Bank shall be liable for any
loss or damage which Debtor suffer or may suffer as a result of Secured Party’s processing
of items or its exercise of any other rights or remedies under this Agreement, including
without limitation indirect, special or consequential damages, loss of revenues or profits,
or any claim, demand or action by any third party arising out of or in connection with the
processing of items or the exercise of any other fights or remedies hereunder, except for
direct damages which arise from Secured Party’s or any Bank’s gross negligence or willful
misconduct. Each Debtor further agrees to indemnity and hold Secured Party and the Banks
harmless from and against all such third party claims, demands or actions, including without
limitation litigation costs and reasonable attorney fees, except with respect to such
claims, demands and actions which arise from Secured Party’s or any Bank’s gross negligence
or willful misconduct.

IV. Default

       The terms “Default” and “Event of Default”, as used herein, shall mean the occurrence and
continuance of a Default or an Event of Default, as the case may be, under the Credit Agreement.

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     V. Secured Party’s Rights and Remedies.

     In addition to its rights and remedies under the Credit Agreement and the other Loan
Documents, and under applicable law, Secured Party shall have available to it the following rights
and remedies upon occurrence and during the continuance of an Event of Default:

     A. Right to Discharge Debtor’s Obligations. Secured Party may, with the approval of
the Majority Banks, discharge taxes, liens or security interests or other encumbrances at any time
levied or placed on the Collateral in violation of the terms hereof, whether senior or junior to
the security interest herein granted, may remedy or cure any default of a Debtor under the terms of
any lease, rental agreement, land contract or other document which in any way pertains to or
affects such Debtor’s title to or interest in any of the Collateral, may pay for insurance on the
Collateral, and may pay for the maintenance and preservation of the Collateral, unless such Debtor
is contesting in good faith such obligations, and such Debtor agrees to reimburse Secured Party, on
demand, for any payment made or any expense incurred by Secured Party pursuant to the foregoing
authorization, with interest, which payments and expenses shall be secured by the Collateral.

     B. Remedies and Enforcement. Secured Party shall have and may exercise, at the
direction or with the approval of the Majority Banks, any and all rights of enforcement and
remedies afforded to a secured party under the UCC or other applicable uniform commercial code (or
other applicable law), to the full extent permitted by applicable law, on the date of this Security
Agreement or the date of such Debtor’s default, together with any and all other rights and remedies
otherwise provided and available to Secured Party by applicable law unless such application would
result in the invalidity or unenforceability of any provision hereof, in which case the law of the
state in which any of the Collateral is located shall apply to the extent necessary to render such
provision valid and enforceable; and, in conjunction with, in addition to, or substitution for
those rights, Secured Party may, at the direction or with the approval of the Majority Banks, or
with respect to subparagraph (3) below), all of the Banks:

           (1) Enter upon such Debtor’s premises to take possession of, assemble, collect and/or dispose
of the Collateral and, if Secured Party elects to do, to apply any of the Collateral against any of
the Indebtedness secured hereby;

           (2) Require such Debtor to assemble the Collateral and make it available at a place Secured
Party designates to allow Secured Party to take possession or dispose of the Collateral;

           (3) Waive any default, or remedy any default, without waiving its rights and remedies upon
default and without waiving any other prior or subsequent default;

           (4) Without any notice to any Debtor, notify any parties obligated on any of the Collateral to
make payment to the Secured Party, on behalf of the Banks, of any amounts due or to become due
thereunder and enforce collection of any of the Collateral by suit or otherwise and surrender,
release or exchange all or any part thereof, or compromise or extend or renew for any period
(whether or not longer than the original period) the indebtedness thereunder or evidenced thereby.
Upon request of the Secured Party, each Debtor will, at its own expense,

10

 

notify any parties obligated to such Debtor on any of the Collateral to make payment to the
Secured Party of any amounts due or to become due thereunder, and indicate on all billings to such
account debtors that their accounts must be paid to or as directed by Secured Party. Each Debtor
agrees that neither Secured Party nor the Banks shall be liable for any loss or damage which such
Debtor suffers or may suffer as a result of Secured Party’s processing of items or its exercise of
any other rights or remedies under this Security Agreement, including without limitation indirect,
special or consequential damages, loss of revenues or profits, or any claim, demand or action by
any third party not related to or affiliated with such Debtor arising out of or in connection with
the processing of items (excluding only the claims of such third parties in connection with the
processing of items based solely upon the gross negligence or willful misconduct of Secured Party)
or the exercise of any other rights or remedies hereunder. Each Debtor further agrees to indemnify
and hold Secured Party and the Banks harmless from and against all such third party claims, demands
or actions, including without limitation litigation costs and reasonable attorneys’ fees, excepting
only those claims, demands and actions arising solely as a result of the gross negligence or
willful misconduct of Secured Party or any of the Banks;

           (5) Appoint any officer or agent of Secured Party as a Debtor’s true and lawful proxy and
attorney-in-fact, with power, upon the occurrence and during the continuance of any Event of
Default; to endorse such Debtor’s name or any of its officers or agents upon any notes, checks,
drafts, money orders, or other instruments of payment (including payments payable under any policy
of insurance on the Collateral) or Collateral that may come into possession of the Secured Party in
full or part payment of any amounts owing to the Banks; to sign and endorse the name of such Debtor
and/or any of its officers or agents upon any invoice, freight or express bill, bill of lading,
storage or warehouse receipts, drafts against debtors, assignments, verifications and notices in
connection with accounts, and any instrument or document relating thereto or to such Debtor’s
rights therein; to execute on behalf of such Debtor any financing statements, amendments,
subordinations or other filings pursuant to the Credit Agreement, this Security Agreement or the
other Loan Documents; each Debtor hereby granting unto Secured Party on behalf of the Banks upon
the occurrence and during the continuance of an Event of Default, as the proxy and attorney-in-fact
of such Debtor, full power to do any and all things necessary to be done in and about the premises
as fully and effectually as such Debtor might or could do, and hereby ratifying all that said proxy
and attorney shall lawfully do or cause to be done by virtue hereof. The proxy and power of
attorney described herein shall be deemed to be coupled with an interest and shall be irrevocable
for the entire term of the Credit Agreement, the Notes and all transactions thereunder and
thereafter as long as any Indebtedness or any of the commitments to lend (whether optional or
obligatory) remain outstanding. The Secured Party shall have full power to collect, compromise,
endorse, sell or otherwise deal with the Collateral or proceeds thereof on behalf of the Banks in
its own name or in the name of such Debtor.

     C. Right of Sale.

         (1) Each Debtor agrees that upon the occurrence and continuance of an Event of Default,
Secured Party may, at its option, sell and dispose of the Collateral at public or private sale
without any previous demand of performance. Each Debtor agrees that notice of such sale sent to
such Debtor’s address, as set forth on the signature pages attached hereto, by certified or

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registered mail sent at least five (5) Business Days prior to such sale, shall constitute
reasonable notice of sale. The foregoing shall not require notice if none is necessary under
applicable law. The proceeds of sale shall be applied in the following order:

               (i) to all reasonable costs and charges incurred by Secured Party in the taking and
causing the removal and sale of said property, including such reasonable attorneys’ fees as
shall have been incurred by Secured Party;

               (ii) to the Indebtedness, including without limitation all accrued interest thereon,
premiums and make whole amounts, if any, in the order set forth in the Credit Agreement; and

               (iii) any surplus of such proceeds remaining shall be paid to such Debtor, or to such
other party who shall lawfully be entitled thereto.

       Each Debtor agrees that Secured Party shall be under no obligation to accept any noncash
proceeds in connection with any sale or disposition of Collateral unless failure to do so would be
commercially unreasonable. If Secured Party agrees in its sole discretion to accept noncash
proceeds (unless the failure to do so would be commercially unreasonable), Secured Party may
ascribe any commercially reasonable value to such proceeds. Without limiting the foregoing,
Secured Party may apply any discount factor in determining the present value of proceeds to be
received in the future or may elect to apply proceeds to be received in the future only as and when
such proceeds are actually received in cash by Bank.

               (2) At any sale or sales made pursuant to this Security Agreement or in a suit to foreclose
the same, the Collateral may be sold en masse or separately, at the same or at different times, at
the option of the Secured Party or its assigns. Such sale may be public or private with notice as
required by the Uniform Commercial Code as then in effect in the state in which the Collateral is
located, and the Collateral need not be present at the time or place of sale. At any such sale, the
Secured Party may bid for and purchase any of the property sold, notwithstanding that such sale is
conducted by the Secured Party or its attorneys, agents, or assigns. At any sale or other
disposition of Collateral pursuant to this Agreement, Bank disclaims all warranties which would
otherwise be given under the UCC, including without limit a disclaimer of any warranty relating to
title, possession, quiet enjoyment or the like, and Bank may communicate these disclaimers to a
purchaser at such disposition. This disclaimer of warranties will not render the sale commercially
unreasonable.

               (3) The following shall be the basis for any finder of fact’s determination of the value of
any Collateral which is the subject matter of a disposition giving rise to a calculation of any
surplus or deficiency under Section 9-615 (f) of the UCC: (a) the Collateral which is the subject
matter of the disposition shall be valued in an “as is” condition as of the date of the
disposition, without any assumption or expectation that such Collateral will be repaired or
improved in any manner; (b) the valuation shall be based upon an assumption that the transferee of
such Collateral desires a resale of the Collateral for cash promptly (but no later than 30 days)
following the disposition; (c) all reasonable closing costs customarily borne by the seller in
commercial sales transactions relating to property similar to such Collateral shall be deducted
including, without limitation, brokerage commissions, tax prorations, attorneys’ fees, whether

12

 

inside or outside counsel is used, and marketing costs; (d) the value of the Collateral which
is the subject matter of the disposition shall be further discounted to account for any estimated
holding costs associated with maintaining such Collateral pending sale (to the extent not accounted
for in (c) above), and other maintenance, operational and ownership expenses; and (e) any expert
opinion testimony given or considered in connection with a determination of the value of such
Collateral must be given by persons having at least 5 years experience in appraising property
similar to the Collateral and who have conducted and prepared a complete written appraisal of such
Collateral taking into consideration the factors set forth above. The “value” of any such
Collateral shall be a factor in determining the amount of proceeds which would have been realized
in a disposition to a transferee other than a secured party, a person related to a secured party or
a secondary obligor under Section 9-615(f).

     D. Miscellaneous. Secured Party shall have the right at all times to enforce the
provisions of this Security Agreement, on behalf of Banks, in strict accordance with the terms
hereof, notwithstanding any conduct or custom on the part of Secured Party or any of the Banks in
refraining from so doing at any time or times. The failure of Secured Party or any of the Banks at
any time or times to enforce its rights under said provisions strictly in accordance with the same
shall not be construed as having created a custom in any way or manner contrary to the specific
provisions of this Security Agreement or as having in any way or manner modified the same. All
rights and remedies of Secured Party and Banks hereunder shall be cumulative and concurrent, and
the exercise of one right or remedy shall not be deemed a waiver or release of any other right or
remedy.

     VI. Representations, Warranties and Covenants of Debtors.

     Each Debtor represents and warrants, and, after the date hereof, covenants so long as any of
the Credit Agreement, the Notes or Letter of Credit Agreements remain in effect other than with
respect to contingent indemnification obligations to the extent no claim has been asserted, that:

     A. Such Debtor is a registered organization under the laws of one of the states comprising the
United States and such Debtor is located (as determined under the UCC) in the state under the laws
of which it was organized, which is set forth in Schedule II hereto;

     B. Each other location where Debtor maintains a place of business is set forth on Schedule
III;

     C. No financing statement covering the Collateral, or any part thereof, has been or will be
filed with any filing officer, except as permitted under the Credit Agreement. No person, other
than Secured Party, has possession or control (as defined in the UCC) of any Collateral of such
nature that perfection of a security interest may be accomplished by control.

     D. No other agreement, pledge or assignment covering the Collateral, or any part thereof, has
been or will be made and no security interest, other than the one created hereby or pursuant to
security agreements and pledges previously made in favor of Secured Party on behalf of the Banks,
has or will be attached or has been or will be perfected in the Collateral or in any part thereof,
except as permitted under the Credit Agreement.

13

 

     E. No material dispute, right of setoff, counterclaim or defenses exist with respect to any
part of the Collateral (excluding accounts, accounts receivable and rights to payment for services
rendered), except as permitted under the Credit Agreement.

     F. At the time Secured Party’s security interest attaches to any of the Collateral or its
proceeds, such Debtor will be the lawful owner thereof with the right to transfer any interest
therein, such Collateral is free and clear of all liens other than the one created hereby or
permitted by the Credit Agreement and that such Debtor will make such further assurances to prove
its title to the Collateral as may be reasonably required, will keep such Collateral free and clear
of all liens other than the one created hereby and liens permitted by the Credit Agreement, and
will take such action to defend the Collateral and its proceeds against the lawful claims and
demands of all persons whomsoever. The delivery at any time by such Debtor to Secured Party of
Collateral, or financing statements covering any Collateral shall constitute a representation and
warranty by such Debtor under this Security Agreement that, with respect to such Collateral, and
each item thereof, such Debtor is owner of the Collateral and the matters heretofore warranted in
this paragraph are true and correct in all material respects.

     G. The representations and warranties contained in any of the Credit Agreement and the
Guaranty are incorporated by reference herein and are all made as of the date hereof.

     VII. Mutual Agreements.

     Each Debtor and Secured Party mutually agree as follows:

     A. “Debtor” and “Secured Party” as used in this Security Agreement include the successors and
permitted assigns of those parties.

     B. To the extent permitted by applicable law, except as otherwise provided herein, the law
governing this Security Agreement shall be that of the State of Michigan.

     C. This Security Agreement includes all amendments and supplements hereto and all assignments
hereof, provided, that such Debtor and Secured Party shall not be bound by any amendment hereto
unless such amendment is expressed in a writing executed by each of them.

     D. All capitalized or other terms not specifically defined herein are used as defined in the
Credit Agreement. To the extent not inconsistent therewith, all such terms shall also be construed
in conformity with the UCC or other applicable Uniform Commercial Code.

     E. The security interest granted under this Security Agreement shall be a continuing security
interest in every respect (whether or not the outstanding balance of the Indebtedness is from time
to time temporarily reduced to zero) and Secured Party’s security interest in the Collateral as
granted herein shall continue in full force and effect for the entire duration that the Credit
Agreement remains in effect (other than to the extent in effect only with respect to contingent
indemnification obligations with respect to which no claim has been asserted) and until all of the
Indebtedness is repaid and discharged in full, and no commitment (whether optional or obligatory)
to extend any credit under the Credit Agreement or any of the Notes remains outstanding.

14

 

     F. THE PARTIES HERETO ACKNOWLEDGE THAT THIS SECURITY AGREEMENT IS SUBJECT TO THE MUTUAL WAIVER
OF JURY TRIAL CONTAINED IN THE APPLICABLE PROVISIONS OF THE CREDIT AGREEMENT AND THE GUARANTY, AS
APPLICABLE.

     G. Each of the Debtors hereby irrevocably submits to the non-exclusive jurisdiction of any
United States Federal Court or Michigan state court sitting in Detroit, Michigan in any action or
proceeding arising out of or relating to this Security Agreement and hereby irrevocably agrees that
all claims in respect of such action or proceeding may be heard and determined in any such United
States Federal Court or Michigan state court. Each Debtor irrevocably consents to the service of
any and all process in any such action or proceeding brought in any court in or of the State of
Michigan by the delivery of copies of such process to such Debtor at its address specified in
Schedule II hereto or by certified mail directed to such address. Nothing in this paragraph shall
affect the right of the Banks and the Secured Party to serve process in any other manner permitted
by law or limit the right of the Banks or the Secured Party (or any of them) to bring any such
action or proceeding against any of the Debtors or any of its or their property in the courts of
any other jurisdiction. Each of the Debtors hereby irrevocably waives any objection to the laying
of venue of any such suit or proceeding in the above described courts.

[signatures follow on succeeding pages]

15

 

     IN WITNESS WHEREOF, each of the undersigned Debtors and Secured Party have executed this
Security Agreement as of the day and year first above written.

	 	 	 	 	 	 	 
	 	 	DEBTORS:	 	 
	 
	 	 	 	 	 	 
	 	 	N.P. PREMIUM FINANCE COMPANY	 	 
	 
	 	 	 	 	 	 
	 

	 	By:	 	 	 	 
	 

	 	 	 	 

John H. Berry
	 	 
	 
	 	 	 	 	 	 
	 

	 	Its:
	 	Treasurer	 	 
	 
	 	 	 	 	 	 
	 	 	NORTH POINTE FINANCIAL SERVICES, INC.	 	 
	 
	 	 	 	 	 	 
	 

	 	By:	 	 	 	 
	 

	 	 	 	 

Brian J. Roney
	 	 
	 
	 	 	 	 	 	 
	 

	 	Its:
	 	Vice President	 	 
	 
	 	 	 	 	 	 
	 	 	SOUTH POINTE FINANCIAL SERVICES, INC.	 	 
	 
	 	 	 	 	 	 
	 

	 	By:	 	 	 	 
	 

	 	 	 	 

John H. Berry
	 	 
	 
	 	 	 	 	 	 
	 

	 	Its:
	 	Treasurer	 	 
	 
	 	 	 	 	 	 
	 	 	ALLIANCE SURETY HOLDINGS, INC.	 	 
	 
	 	 	 	 	 	 
	 

	 	By:	 	 	 	 
	 

	 	 	 	 

John H. Berry
	 	 
	 
	 	 	 	 	 	 
	 

	 	Its:
	 	Treasurer	 	 

16

 

	 	 	 	 	 	 	 
	 	 	HOME POINTE MANAGING GENERAL AGENCY, INC.	 	 
	 
	 	 	 	 	 	 
	 

	 	By:	 	 	 	 
	 

	 	 	 

     
	 	 
	 
	 	 	 	John H. Berry	 	 
	 
	 

	 	Its:
	 	Treasurer	 	 

	 	 	 	 	 
	ACCEPTED BY SECURED PARTY:	 	 
	 
	 	 	 	 
	COMERICA BANK, as Agent for the Banks	 	 
	 
	 	 	 	 
	By:
	 	 	 	 
	 

	 

	 	 
	 
	 	Michael P. Stapleton	 	 
	 
	Its:

	 	Vice President	 	 

 

 

Schedule I

Location of Collateral

Each Debtor’s assets are located at 28819 Franklin Road, Southfield, Michigan 48034

 

 

Schedule II

Each Debtor’s chief executive office,

principal place of business and location

of organization

Each Debtor’s chief executive office and principal place of business is located at 28819 Franklin
Road, Southfield, Michigan 48034

 

 

Schedule III

Locations of Place of Business

28819 Franklin Road

Southfield, Michigan 48034

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