0001363829-19-000090 Sample Contracts

ENSTAR GROUP LIMITED
Underwriting Agreement • May 28th, 2019 • 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”), HSBC Securities (USA) Inc. (“HSBC”), J.P. Morgan Securities LLC (“J.P. Morgan”), SunTrust Robinson Humphrey, Inc. (“SunTrust”) 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, HSBC, J.P. Morgan and SunTrust 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 principal amounts set forth in said Exhibit A hereto of $500,000,000 aggregate principal amount of the Company’s 4.950% Senior Notes due 2029 (the “Securities”). The Securities will be issued pursuant to an Indenture dated as of March 10, 20

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ENSTAR GROUP LIMITED AND THE BANK OF NEW YORK MELLON, as TRUSTEE THIRD SUPPLEMENTAL INDENTURE Dated as of May 28, 2019 to SENIOR INDENTURE Dated as of March 10, 2017
Third Supplemental Indenture • May 28th, 2019 • Enstar Group LTD • Fire, marine & casualty insurance • New York

THIRD SUPPLEMENTAL INDENTURE, dated as of May 28, 2019 (this “Supplemental Indenture”), between Enstar Group Limited, an exempted company formed under the laws of Bermuda (the “Issuer”), and The Bank of New York Mellon, a New York banking corporation, as trustee (the “Trustee”), under the Indenture (as defined below).

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