# EDGAR Filing Document

**Accession Number:** 0001363829
**File Stem:** 0001363829-23-000035
**Filing Date:** 2023-3
**Character Count:** 7058
**Document Hash:** 7bbab279e2f46772155e390fec02a4cd
**Contains OCR:** False
**Source Format:** 

## Filing Content

## Filing Summary
**0001363829-23-000035.hdr.sgml**: 20230303

**ACCESSION NUMBER**: 0001363829-23-000035

**CONFORMED SUBMISSION TYPE**: 4

**PUBLIC DOCUMENT COUNT**: 1

**CONFORMED PERIOD OF REPORT**: 20230301

**FILED AS OF DATE**: 20230303

**DATE AS OF CHANGE**: 20230303

**REPORTING-OWNER**: 

**OWNER DATA:**
- **COMPANY CONFORMED NAME:** Kirk Matthew
- **CENTRAL INDEX KEY:** 0001928980

**FILING VALUES:**
- **FORM TYPE:** 4
- **SEC ACT:** 1934 Act
- **SEC FILE NUMBER:** 001-33289
- **FILM NUMBER:** 23704496

**MAIL ADDRESS:**
- **STREET 1:** C/O 22 QUEEN STREET
- **STREET 2:** WINDSOR PLACE, 3RD FLOOR
- **CITY:** HAMILTON
- **STATE:** D0
- **ZIP:** HM 11
**ISSUER**: 

**COMPANY DATA:**
- **COMPANY CONFORMED NAME:** Enstar Group LTD
- **CENTRAL INDEX KEY:** 0001363829
- **STANDARD INDUSTRIAL CLASSIFICATION:** FIRE, MARINE & CASUALTY INSURANCE [6331]
- **IRS NUMBER:** 999999999
- **STATE OF INCORPORATION:** D0
- **FISCAL YEAR END:** 1231

**BUSINESS ADDRESS:**
- **STREET 1:** P.O. BOX HM 2267, WINDSOR PLACE, 3RD FL.
- **STREET 2:** 22 QUEEN STREET
- **CITY:** HAMILTON
- **STATE:** D0
- **ZIP:** HM JX
- **BUSINESS PHONE:** 441-292-3645

**MAIL ADDRESS:**
- **STREET 1:** P.O. BOX HM 2267, WINDSOR PLACE, 3RD FL.
- **STREET 2:** 22 QUEEN STREET
- **CITY:** HAMILTON
- **STATE:** D0
- **ZIP:** HM JX

**FORMER COMPANY:**
- **FORMER CONFORMED NAME:** Castlewood Holdings LTD
- **DATE OF NAME CHANGE:** 20060523

### UNITED STATES SECURITIES AND EXCHANGE COMMISSION
**Washington, D.C. 20549**

## FORM 4

### STATEMENT OF CHANGES IN BENEFICIAL OWNERSHIP

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

[ ] Check this box to indicate that a transaction was made pursuant to a contract, instruction or written plan for the purchase or sale of equity securities of the issuer that is intended to satisfy the affirmative defense conditions of Rule 10b5-1(c). See Instruction 10.

---

| | | |
|:---|:---|:---|
| **1. Name and Address of Reporting Person**<sup>*</sup><br>Kirk Matthew<br><sub>(Last) (First) (Middle)</sub><br>C/O 22 QUEEN STREET<br>WINDSOR PLACE, 3RD FLOOR<br><sub>(Street)</sub><br>HAMILTON, D0 HM 11<br><sub>(City) (State) (Zip)</sub> | **3. Date of Earliest Transaction (Month/Day/Year)**<br>2023-03-01 | **5. Relationship of Reporting Person(s) to Issuer**<br>(Check all applicable)<br>[ ] Director [ ] 10% Owner<br>[X] Officer (give title below) [ ] Other (specify below)<br>_Chief Financial Officer_ |
| **2. Issuer Name and Ticker or Trading Symbol**<br>Enstar Group LTD [ ESGR ] | **4. If Amendment, Date of Original Filed (Month/Day/Year)**<br>  | **6. Individual or Joint/Group Filing (Check Applicable Line)**<br>[X] Form filed by One Reporting Person<br>[ ] Form filed by More than One Reporting Person |

---

## Table I - Non-Derivative Securities

---

|  |  |  |  |  |  |  |  |  |  |  |
| --- | --- | --- | --- | --- | --- | --- | --- | --- | --- | --- |
| 1. Title of Security | 2. Transaction Date | 2A. Deemed Execution Date | 3. Transaction Code (V) | 3. Transaction Code (V) | 4. Securities Acquired (A) or Disposed of (D) | 4. Securities Acquired (A) or Disposed of (D) | 4. Securities Acquired (A) or Disposed of (D) | 5. Amount of Securities Beneficially Owned | 6. Ownership Form | 7. Nature of Indirect Beneficial Ownership |
| 1. Title of Security | 2. Transaction Date | 2A. Deemed Execution Date | Code | V | Amount | (A) or (D) | Price | 5. Amount of Securities Beneficially Owned | 6. Ownership Form | 7. Nature of Indirect Beneficial Ownership |
| Ordinary Shares | 2023-03-01 |  | A |  | 621 | A<sup>(1)</sup> | $0 | 7522<sup>(2)(3)</sup> | D |  |
| Ordinary Shares | 2023-03-01 |  | F |  | 241 | D | $240.22 | 7281<sup>(2)(3)</sup> | D |  |

---

## Table II - Derivative Securities

---

|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |
| --- | --- | --- | --- | --- | --- | --- | --- | --- | --- | --- | --- | --- | --- | --- | --- |
| 1. Title of Derivative Security | 2. Conversion or Exercise Price | 3. Transaction Date | 3A. Deemed Execution Date | 4. Transaction Code (V) | 4. Transaction Code (V) | 5. Number of Derivative Securities Acquired (A) or Disposed of (D) | 5. Number of Derivative Securities Acquired (A) or Disposed of (D) | 6. Date Exercisable and Expiration Date | 6. Date Exercisable and Expiration Date | 7. Title and Amount of Underlying Securities | 7. Title and Amount of Underlying Securities | 8. Price of Derivative Security | 9. Number of Derivative Securities Beneficially Owned | 10. Ownership Form | 11. Nature of Indirect Beneficial Ownership |
| 1. Title of Derivative Security | 2. Conversion or Exercise Price | 3. Transaction Date | 3A. Deemed Execution Date | Code | V | (A) | (D) | Date Exercisable | Expiration Date | Title | Amount or Number of Shares | 8. Price of Derivative Security | 9. Number of Derivative Securities Beneficially Owned | 10. Ownership Form | 11. Nature of Indirect Beneficial Ownership |
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |

---

### Footnotes:

(1) Ordinary shares were acquired upon the certification by the Compensation Committee of the Enstar Group Limited Board of Directors of the achievement of the performance objective under performance share units ("PSUs") granted on April 15, 2020. The PSUs were scheduled to vest only if and to the extent that certain performance objectives (3-year growth in fully diluted book value per share ("BVPS") and operating return on equity ("ROE") met or exceeded specified targets. The performance objectives relating to ROE were achieved at maximum. The performance objectives relating to BVPS did not meet threshold, and no PSUs vested in respect of that portion of the award.

(2) Includes 150 restricted share units ("RSUs") that vest on March 20, 2023; 434 RSUs that vest in three approximately equal annual installments beginning on March 20, 2023; 173 RSUs that vest in two approximately equal annual installments beginning on March 30, 2023; 2,002 RSUs that vest on March 30, 2024; and 3,833 RSUs that vest on March 20, 2025.

(3) The Form 3 filed by the reporting person on May 16, 2022 inadvertently understated the number of ordinary shares owned by 2 shares on account of an administrative error and not any error of the reporting person.

**Signature:** /s/ Audrey B. Taranto by power of attorney  
**Date:** 2023-03-03

### Remarks:

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.**