0001363829-18-000145 Sample Contracts

ENSTAR GROUP LIMITED 4,400,000 Depositary Shares, Each representing a 1/1,000th interest in a share of
Underwriting Agreement • November 15th, 2018 • Enstar Group LTD • Fire, marine & casualty insurance • New York

Enstar Group Limited, an exempted company formed under the laws of Bermuda (the “Company”), confirms its agreement with Wells Fargo Securities, LLC (“Wells Fargo”), Morgan Stanley & Co. LLC (“Morgan Stanley”) and J.P. Morgan Securities LLC (“J.P. Morgan”) and each of the other Underwriters named in Exhibit A hereto (collectively, the “Underwriters,” which term shall also include any underwriter substituted as hereinafter provided in Section 10 hereof), for whom Wells Fargo, Morgan Stanley and J.P. Morgan are acting as representatives (in such capacity, the “Representatives”), with respect to the issue and sale by the Company and the purchase by the Underwriters, acting severally and not jointly, of the respective number set forth in said Exhibit A hereto of 4,400,000 depositary shares (the “Firm Securities”), each representing ownership of a 1/1,000th interest in a share of 7.00% Perpetual Non-Cumulative Preference Shares, Series E, par value $1.00 per share (a “Preferred Share”), $25,

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