Sec Form 4 Filing - Schlesinger Stuart @ Enstar Group LTD - 2025-07-02

FORM 4 Check this box if no longer subject to Section 16. Form 4 or Form 5 obligations may continue. See Instruction 1(b).

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 STATEMENT OF CHANGES IN BENEFICIAL OWNERSHIP Filed pursuant to Section 16(a) of the Securities Exchange Act of 1934, Section 17(a) of the Public Utility Holding Company Act of 1935 or Section 30(h) of the Investment Company Act of 1940

OMB APPROVAL OMB Number: 3235-0287 Expires: November 30, 2011 Estimated average burden hours per response... 0.5

1. Name and Address of Reporting Person Schlesinger Stuart 2. Issuer Name and Ticker or Trading Symbol Enstar Group LTD [ ESGR] 5. Relationship of Reporting Person(s) to Issuer (Check all applicable) _____ Director _____ 10% Owner _____ Officer (give title below) X __ Other (specify below) See Remarks (Last) (First) (Middle) C/O J.C. FLOWERS & CO. LLC, 1301 AVENUE OF THE AMERICAS, 16TH FLOOR 3. Date of Earliest Transaction (MM/DD/YY) 07/02/2025 (Street) NEW YORK, NY10019 4. If Amendment, Date Original Filed (MM/DD/YY) 6. Individual or Joint/Group Filing (Check Applicable Line) _____ Form filed by One Reporting Person __ X __ Form filed by More than One Reporting Person (City) (State) (Zip)

Table I - Non-Derivative Securities Acquired, Disposed of, or Beneficially Owned 1.Title of Security (Instr. 3) 2. Transaction Date (MM/DD/YY) 2A. Deemed Execution Date, if any (MM/DD/YY) 3. Transaction Code (Instr. 8) 4. Securities Acquired (A) or Disposed of (D) (Instr. 3, 4 and 5) 5. Amount of Securities Beneficially Owned Following Reported Transaction(s) (Instr. 3 and 4) 6. Ownership Form: Direct (D) or Indirect (I) (Instr. 4) 7. Nature of Indirect Beneficial Ownership (Instr. 4) Code V Amount (A) or (D) Price Ordinary Shares 07/02/2025 J( 1 ) 10,750 D 0 I See footnote ( 2 ) ( 3 )

Table II - Derivative Securities Acquired, Disposed of, or Beneficially Owned ( e.g. , puts, calls, warrants, options, convertible securities) 1. Title of Derivative Security (Instr. 3) 2. Conversion or Exercise Price of Derivative Security 3. Transaction Date (MM/DD/YY) 3A. Deemed Execution Date, if any (MM/DD/YY) 4. Transaction Code (Instr. 8) 5. Number of Derivative Securities Acquired (A) or Disposed of (D) (Instr. 3, 4, and 5) 6. Date Exercisable and Expiration Date (MM/DD/YY) 7. Title and Amount of Underlying Securities (Instr. 3 and 4) 8. Price of Derivative Security (Instr. 5) 9. Number of Derivative Securities Beneficially Owned Following Reported Transaction(s) (Instr. 4) 10. Ownership Form of Derivative Security: Direct (D) or Indirect (I) (Instr. 4) 11. Nature of Indirect Beneficial Ownership (Instr. 4) Code V (A) (D) Date Exercisable Expiration Date Title Amount or Number of Shares

Reporting Owners Reporting Owner Name / Address Relationships Director 10% Owner Officer Other Schlesinger Stuart C/O J.C. FLOWERS & CO. LLC 1301 AVENUE OF THE AMERICAS, 16TH FLOOR NEW YORK, NY10019 See Remarks Hyman 2018 Family Trust C/O J.C. FLOWERS & CO. LLC 1301 AVENUE OF THE AMERICAS, 16TH FLOOR NEW YORK, NY10019 See Remarks Signatures /s/ Stuart Schlesinger 07/07/2025 Signature of Reporting Person Date /s/ Stuart Schlesinger, as trustee of the Hyman 2018 Family Trust 07/07/2025 Signature of Reporting Person Date

Explanation of Responses:

( 1 )On July 2, 2025, pursuant to a rollover and support agreement by and among Elk Topco, LLC ("Topco"), the Hyman 2018 Family Trust (the "Hyman Trust") and J.C. Flowers & Co. LLC, and that certain Agreement and Plan of Merger by and among, the Issuer, Deer Ltd., Deer Merger Sub Ltd., Elk Bidco Limited and Elk Merger Sub Limited, the Reporting Persons transferred, contributed and delivered (or caused to be transferred, contributed and delivered) to Topco all Ordinary Shares beneficially owned by the Reporting Persons in exchange for equity interests therein. ( 2 )The reported securities were directly held by the Hyman Trust. ( 3 )Stuart Schlesinger, in his capacity as trustee of the Hyman Trust, may have been deemed to beneficially own the reported securities. Stuart Schlesinger disclaims beneficial ownership of the securities directly held by the Hyman Trust except to the extent of his pecuniary interest therein this report shall not be deemed an admission that Stuart Schlesinger was the beneficial owner of such securities for purposes of Section 16 or for any other purpose.

Remarks: The Reporting Persons were members of a "group" for purposes of Section 13(d) of the Securities Exchange Act of 1934 (the "Group") that beneficially owned more than 10% of the Issuer's outstanding Ordinary Shares. The other members of the Group include Elk Evergreen Investments, LLC, Elk Cypress Investments, LLC, TSS Sub-Fund Holdco, LLC, Alan Waxman, J. Christopher Flowers, Paula Mims (not in her individual capacity but solely as executor of the Estate of Nimrod T. Frazer), Frazer Holdings LLC, the Estate of Nimrod T. Frazer, Anne Oros, the John J. Oros 1998 Family Trust, Steven D. Arnold, the Arnold 1997 Limited Partnership, SAS GP, L.L.C. and David G. Walsh (collectively, the "Other Group Members"). The Reporting Persons disclaim beneficial ownership of the Ordinary Shares of the Issuer beneficially owned by the Other Group Members except to the extent of the Reporting Persons' pecuniary interest therein.

Reminder: Report on a separate line for each class of securities beneficially owned directly or indirectly.

* If the form is filed by more than one reporting person, see Instruction 4(b)(v).

** Intentional misstatements or omissions of facts constitute Federal Criminal Violations. See 18 U.S.C. 1001 and 15 U.S.C. 78ff(a).

Note: File three copies of this Form, one of which must be manually signed. If space is insufficient, see Instruction 6 for procedure.
Persons who respond to the collection of information contained in this form are not required to respond unless the form displays a currently valid OMB Number.