Document:

EX-10.50

EXHIBIT 10.50

Tower Group, Inc.

2004 Long Term Equity Compensation Plan

Notice of Performance Shares Award

     You (the “Grantee”) have been granted Performance Shares, which provide the opportunity to
earn shares of common stock of Tower Group, Inc. (the “Company”), par value $0.01 per share
(“Shares”), upon attainment of performance goals (“Performance Shares” or the “Award”). The Award
is granted pursuant to the Tower Group, Inc. 2004 Long Term Equity Compensation Plan (collectively,
the “Plan”) and is subject to the terms and conditions set forth in this Notice of Performance
Shares Award and the Performance Shares Award Agreement (collectively, the “Agreement”).

	 	 	 
	Name of Grantee:
	 	 
	Target Number of Performance Shares:
	 	 
	Maximum Number of Performance Shares:

	 	200% of Target Number of Performance Shares
	Grant Date:

	 	March 13, 2008
	Performance Period:

	 	January 1, 2008 — December 31, 2010
	Performance Goal:

	 	Total shareholder return through the
Performance Period relative to that of the
companies in the SNL P&C Insurance Total
Shareholder Return Index
	Period of Restriction:

	 	January 1, 2008 — December 31, 2010

FURTHER TERMS AND CONDITIONS OF THE AWARD ARE SET FORTH IN THE AGREEMENT AND THE PLAN. THESE
PERFORMANCE SHARES ARE SUBJECT TO FORFEITURE AS PROVIDED IN THE AGREEMENT AND THE PLAN.

All terms, provisions and conditions applicable to the Award set forth in the Plan and not set
forth herein are hereby incorporated by reference herein. To the extent any provision hereof is
inconsistent with the Plan, the Plan will govern. The Participant hereby acknowledges receipt of a
copy of the Agreement and a copy of the Plan and agrees to be bound by all the terms and provisions
hereof and thereof.

By your signature and the signature of the Company’s representative below, you and the Company
agree that the Award evidenced hereby is granted under and governed by the terms and conditions of
the Plan (a copy of which you hereby acknowledge having received) and the Agreement, which is
attached to and made a part of this document.

You further acknowledge that the Award evidenced by the Agreement will become subject to and
governed by the terms and conditions of the Plan, as amended and restated May 15, 2008, if such
amended and restated version of the Plan is approved at the Company’s 2008 Annual Meeting of
Shareholders, and you hereby consent to the Award being governed by the terms and conditions of the
Plan, as amended and restated May 15, 2008.

	 	 	 	 	 	 	 
	Grantee: 	Tower Group, Inc.:

 	 
	 	 	By:  	 	 
	 	 	 	Title:EX-10.71

EXHIBIT 10.71

FIRST SUPPLEMENTAL GUARANTEE

     THIS FIRST SUPPLEMENTAL GUARANTEE (this “Supplemental Guarantee”) is dated as of February 5,
2009, among Ocean I Corporation, a Delaware corporation (“Ocean I”), CastlePoint Holdings, Ltd., a
Bermuda exempted company (the “Company”), and Wilmington Trust Company, a Delaware banking
corporation (the “Guarantee Trustee”).

RECITALS

     WHEREAS, the Company and the Trustee entered into a Parent Guarantee Agreement, dated as of
December 1, 2006 (the “Parent Guarantee”), pursuant to which the Company irrevocably and
unconditionally agreed to guarantee the payment obligations of CastlePoint Management Corp. with
respect to the Debentures and the Capital Securities; and

     WHEREAS, on the date of this Supplemental Guarantee, the Company will merge with and into
Ocean I, with Ocean I being the surviving corporation (the “Merger”), whereupon the separate
corporate existence of the Company will cease; and

     WHEREAS, Section 8.2 of the Parent Guarantee requires that Ocean I expressly assume, by a
guarantee executed and delivered to the Trustee by Ocean I, the due and punctual payment of any and
all obligations of the Company under the Parent Guarantee and the performance and observance of all
the covenants and conditions of the Parent Guarantee to be kept or performed by the Company; and

     WHEREAS, capitalized terms used and not otherwise defined herein shall have the respective
meanings assigned to such terms in the Parent Guarantee.

     NOW, THEREFORE, in compliance with Section 8.2 of the Parent Guarantee, and in consideration
of the covenants contained herein and intending to be legally bound hereby, Ocean I and the
Trustee, for the benefit of the Holders, agree as follows:

     1. Assumption of Obligations. Ocean I hereby expressly assumes the due and punctual
payment of any and all obligations of the Company under the Parent Guarantee and the performance
and observance of all the covenants and conditions of the Parent Guarantee to be kept or performed
by the Company.

     2. Effect of Supplemental Guarantee. Upon the execution of this Supplemental
Guarantee, (i) the Parent Guarantee has been and hereby is modified in accordance herewith; (ii)
this Supplemental Guarantee forms a part of the Parent Guarantee for all purposes; and (iii) except
as modified and amended by this Supplemental Guarantee, the Parent Guarantee shall continue in full
force and effect.

     3. The Trustee. The Trustee shall not be responsible in any manner whatsoever for or
in respect of the validity or sufficiency of this Supplemental Guarantee or for or in respect of
the recitals contained herein, all of which recitals are made solely by Ocean I.

 

 

     4. Governing Law. This Supplemental Guarantee shall be governed by and construed in
accordance with the laws of the State of New York, without regard to conflict of law principles
thereof.

     5. Successors and Assigns. This Supplemental Guarantee shall be binding upon the
successors, assigns, receivers, trustees and representatives of Ocean I and shall inure to the
benefit of the Holders of the Debentures and the Capital Securities then outstanding.

     6. Headings. The headings used in this Supplemental Guarantee are inserted for
convenience only and shall not in any way affect the meaning or construction of any provision of
this Supplemental Guarantee.

     7. Counterparts. This Supplemental Guarantee may be executed in several counterparts,
each of which shall be an original and all of which shall constitute one and the same instrument.

     IN WITNESS WHEREOF, the parties hereto have caused this Supplemental Guarantee to be duly
executed by their respective officers thereunto duly authorized, as of the day and year first above
written.

	 	 	 	 	 
	 	OCEAN I CORPORATION

 	 
	 	By:  	/s/ Francis M. Colalucci
 	 
	 	 	Name:  	Francis M. Colalucci 	 
	 	 	Title:  	Treasurer 	 
	 
	 	CASTLEPOINT HOLDINGS, LTD.

 	 
	 	By:  	/s/ Joel S. Weiner
 	 
	 	 	Name:  	Joel S. Weiner 	 
	 	 	Title:  	Senior Vice President and Chief
Financial Officer 	 
	 
	 	WILMINGTON TRUST COMPANY, as Guarantee Trustee

 	 
	 	By:  	/s/ Christopher J. Slaybaugh
 	 
	 	 	Name:  	Christopher J. Slaybaugh 	 
	 	 	Title:  	Assistant Vice PresidentEX-10.72

EXHIBIT 10.72

FIRST SUPPLEMENTAL GUARANTEE

     THIS FIRST SUPPLEMENTAL GUARANTEE (this “Supplemental Guarantee”) is dated as of February 5,
2009, among Ocean I Corporation, a Delaware corporation (“Ocean I”), CastlePoint Holdings, Ltd., a
Bermuda exempted company (the “Company”), and Wilmington Trust Company, a Delaware banking
corporation (the “Guarantee Trustee”).

RECITALS

     WHEREAS, the Company and the Trustee entered into a Parent Guarantee Agreement, dated as of
December 14, 2006 (the “Parent Guarantee”), pursuant to which the Company irrevocably and
unconditionally agreed to guarantee the payment obligations of CastlePoint Management Corp. with
respect to the Debentures and the Capital Securities; and

     WHEREAS, on the date of this Supplemental Guarantee, the Company will merge with and into
Ocean I, with Ocean I being the surviving corporation (the “Merger”), whereupon the separate
corporate existence of the Company will cease; and

     WHEREAS, Section 8.2 of the Parent Guarantee requires that Ocean I expressly assume, by a
guarantee executed and delivered to the Trustee by Ocean I, the due and punctual payment of any and
all obligations of the Company under the Parent Guarantee and the performance and observance of all
the covenants and conditions of the Parent Guarantee to be kept or performed by the Company; and

     WHEREAS, capitalized terms used and not otherwise defined herein shall have the respective
meanings assigned to such terms in the Parent Guarantee.

     NOW, THEREFORE, in compliance with Section 8.2 of the Parent Guarantee, and in consideration
of the covenants contained herein and intending to be legally bound hereby, Ocean I and the
Trustee, for the benefit of the Holders, agree as follows:

     1. Assumption of Obligations. Ocean I hereby expressly assumes the due and punctual
payment of any and all obligations of the Company under the Parent Guarantee and the performance
and observance of all the covenants and conditions of the Parent Guarantee to be kept or performed
by the Company.

     2. Effect of Supplemental Guarantee. Upon the execution of this Supplemental
Guarantee, (i) the Parent Guarantee has been and hereby is modified in accordance herewith; (ii)
this Supplemental Guarantee forms a part of the Parent Guarantee for all purposes; and (iii) except
as modified and amended by this Supplemental Guarantee, the Parent Guarantee shall continue in full
force and effect.

     3. The Trustee. The Trustee shall not be responsible in any manner whatsoever for or
in respect of the validity or sufficiency of this Supplemental Guarantee or for or in respect of
the recitals contained herein, all of which recitals are made solely by Ocean I.

 

 

     4. Governing Law. This Supplemental Guarantee shall be governed by and construed in
accordance with the laws of the State of New York, without regard to conflict of law principles
thereof.

     5. Successors and Assigns. This Supplemental Guarantee shall be binding upon the
successors, assigns, receivers, trustees and representatives of Ocean I and shall inure to the
benefit of the Holders of the Debentures and the Capital Securities then outstanding.

     6. Headings. The headings used in this Supplemental Guarantee are inserted for
convenience only and shall not in any way affect the meaning or construction of any provision of
this Supplemental Guarantee.

     7. Counterparts. This Supplemental Guarantee may be executed in several counterparts,
each of which shall be an original and all of which shall constitute one and the same instrument.

     IN WITNESS WHEREOF, the parties hereto have caused this Supplemental Guarantee to be duly
executed by their respective officers thereunto duly authorized, as of the day and year first above
written.

	 	 	 	 	 
	 	OCEAN I CORPORATION

 	 
	 	By:  	/s/ Francis M. Colalucci
 	 
	 	 	Name:  	Francis M. Colalucci 	 
	 	 	Title:  	Treasurer 	 
	 
	 	CASTLEPOINT HOLDINGS, LTD.

 	 
	 	By:  	/s/ Joel S. Weiner
 	 
	 	 	Name:  	Joel S. Weiner 	 
	 	 	Title:  	Senior Vice President and Chief
Financial Officer 	 
	 
	 	WILMINGTON TRUST COMPANY, as Guarantee Trustee

 	 
	 	By:  	/s/ Christopher J. Slaybaugh
 	 
	 	 	Name:  	Christopher J. Slaybaugh 	 
	 	 	Title:  	Assistant Vice President

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