Explanatory Note
This filing is made jointly on behalf of Trident V, L.P. (Trident V), Trident Capital V, L.P. (Trident V GP), Trident
V Parallel Fund, L.P. (Trident V Parallel), Trident Capital V-PF, L.P. (Trident V Parallel GP), Trident V Professionals Fund, L.P. (Trident V Professionals and, together
with Trident V and Trident V Parallel, the Trident V Funds), Stone Point GP Ltd. (Trident V Professionals GP and, together with Trident V GP and Trident V Parallel GP, the Trident V GPs) (collectively, the
Stone Point Partnerships), Stone Point Capital LLC (Stone Point), Trident Public Equity LP (TPE LP) and Trident Public Equity GP LLC (TPE GP and, together with the Stone Point Partnerships, Stone Point
and TPE LP, the Reporting Persons) with respect to the voting ordinary shares, par value $1.00 per share (Ordinary Shares), of Enstar Group Limited, a Bermuda company (the Issuer or the Company),
having its principal executive offices at A.S. Cooper Building, 4th Floor, 26 Reid Street, Hamilton, HM 11 Bermuda.
This filing modifies that certain Schedule 13D filed by the Trident V Funds, Trident V GP, and Stone Point on November 15, 2013 (the
Initial Schedule 13D), as amended by Amendment No. 1 filed (together with TPE LP and TPE GP) on November 25, 2016 (Schedule 13D/A No. 1), Amendment No. 2 filed (together with Trident V Parallel GP and
Trident V Professionals GP) on May 15, 2018 (Schedule 13D/A No. 2), Amendment No. 3 filed on June 22, 2020 (Schedule 13D/A No. 3) and Amendment No. 4 filed on May 12, 2022 (Schedule
13D/A No. 4). This filing constitutes: (i) Amendment No. 5, in respect of Trident V Funds, Trident V GP, and Stone Point; (ii) Amendment No. 4 to the initial Schedule 13D of Schedule 13D/A No. 1, as amended by
Schedule 13D/A No. 2, Schedule 13D/A No. 3 and Schedule 13D/A No. 4, in respect of TPE LP and TPE GP; and (iii) Amendment No. 3 to the initial Schedule 13D/A of Schedule 13D filed as Schedule 13D/A No. 2, as
amended by Schedule 13D/A No. 3 and Schedule 13D/A No. 4, in respect of Trident V Parallel GP and Trident V Professionals GP.
The Initial Schedule 13D, as amended by Schedule 13D/A Nos. 1, 2, 3 and 4 and modified by this filing, is referenced herein as the
Schedule 13D/A, which remains unchanged, except as specifically amended by this filing in respect of the respective filers described in the foregoing paragraph.
Capitalized terms used but not defined herein shall have the respective meanings defined in the Schedule 13D/A as previously amended.
Item 2. Identity and Background
Item 2 is hereby amended and restated in its entirety to read as follows:
The sole general partner of Trident V is Trident V GP. As the general partner, Trident V GP holds voting and investment power with respect
to the Ordinary Shares that are, or may be deemed to be, beneficially owned by Trident V. Pursuant to certain management agreements, Stone Point has received delegated authority from Trident V GP relating to Trident V, including the authority
to exercise voting rights of Ordinary Shares on behalf of Trident V, except with respect to any portfolio investment where Trident V controls 10% or more of the voting power of
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