0000950123-10-087446 Sample Contracts

To: Tower Group, Inc. New York, NY 10271 Attention: Treasurer Telephone No.: (212) 655-2000 Facsimile No.: (212) 655-2199 Re: Additional Warrants
Warrant Agreement • September 20th, 2010 • Tower Group, Inc. • Fire, marine & casualty insurance • New York

The purpose of this letter agreement (this “Confirmation”) is to confirm the terms and conditions of the Warrants issued by Tower Group, Inc. (“Company”) to JPMorgan Chase Bank, National Association, London Branch (“Dealer”) as of the Trade Date specified below (the “Transaction”). This letter agreement constitutes a “Confirmation” as referred to in the ISDA Master Agreement specified below. This Confirmation shall replace any previous agreements and serve as the final documentation for the Transaction.

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TOWER GROUP, INC. AND U.S. BANK NATIONAL ASSOCIATION, as Trustee INDENTURE Dated as of September 20, 2010 5.00% Convertible Senior Notes due 2014
Indenture • September 20th, 2010 • Tower Group, Inc. • Fire, marine & casualty insurance • New York

INDENTURE dated as of September 20, 2010 between TOWER GROUP, INC., a Delaware corporation, as issuer (the “Company”, as more fully set forth in Section 1.01) and U.S. Bank National Association, a national banking association, as trustee (the “Trustee”, as more fully set forth in Section 1.01).

Contract
Call Option Transaction • September 20th, 2010 • Tower Group, Inc. • Fire, marine & casualty insurance

Bank of America, N.A. c/o Merrill Lynch, Pierce, Fenner & Smith Incorporated One Bryant Park New York, NY 10036 Attn: John Servidio Telephone: 646-855-8900 Facsimile: 704-208-2869

Contract
Base Call Option Transaction • September 20th, 2010 • Tower Group, Inc. • Fire, marine & casualty insurance

Bank of America, N.A. c/o Merrill Lynch, Pierce, Fenner & Smith Incorporated One Bryant Park New York, NY 10036 Attn: John Servidio Telephone: 646-855-8900 Facsimile: 704-208-2869

To: Tower Group, Inc. 120 Broadway, 31st Floor New York, NY 10271 Attention: Treasurer Telephone No.: (212) 655-2000 Facsimile No.: (212) 655-2199 Re: Additional Call Option Transaction
Call Option Transaction • September 20th, 2010 • Tower Group, Inc. • Fire, marine & casualty insurance

The purpose of this letter agreement (this “Confirmation”) is to confirm the terms and conditions of the call option transaction entered into between JPMorgan Chase Bank, National Association, London Branch (“Dealer”) and Tower Group, Inc. (“Counterparty”) as of the Trade Date specified below (the “Transaction”). This letter agreement constitutes a “Confirmation” as referred to in the ISDA Master Agreement specified below. This Confirmation shall replace any previous agreements and serve as the final documentation for the Transaction.

September 14, 2010
Base Call Option Transaction • September 20th, 2010 • Tower Group, Inc. • Fire, marine & casualty insurance

The purpose of this letter agreement (this “Confirmation”) is to confirm the terms and conditions of the call option transaction entered into between JPMorgan Chase Bank, National Association, London Branch (“Dealer”) and Tower Group, Inc. (“Counterparty”) as of the Trade Date specified below (the “Transaction”). This letter agreement constitutes a “Confirmation” as referred to in the ISDA Master Agreement specified below. This Confirmation shall replace any previous agreements and serve as the final documentation for the Transaction.

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