# EDGAR Filing Document

**Accession Number:** 0001584831
**File Stem:** 0001567619-23-000831
**Filing Date:** 2023-1
**Character Count:** 6674
**Document Hash:** 4b1adc840565b030a773c84d8f505f5d
**Contains OCR:** False
**Source Format:** 

## Filing Content

## Filing Summary
**0001567619-23-000831.hdr.sgml**: 20230111

**ACCESSION NUMBER**: 0001567619-23-000831

**CONFORMED SUBMISSION TYPE**: 4

**PUBLIC DOCUMENT COUNT**: 1

**CONFORMED PERIOD OF REPORT**: 20230109

**FILED AS OF DATE**: 20230111

**DATE AS OF CHANGE**: 20230111

**REPORTING-OWNER**: 

**OWNER DATA:**
- **COMPANY CONFORMED NAME:** TIMOTHY WRENDON
- **CENTRAL INDEX KEY:** 0001603598

**FILING VALUES:**
- **FORM TYPE:** 4
- **SEC ACT:** 1934 Act
- **SEC FILE NUMBER:** 001-36346
- **FILM NUMBER:** 23524282

**MAIL ADDRESS:**
- **STREET 1:** P.O. BOX 469
- **CITY:** CAMANA BAY
- **STATE:** E9
- **ZIP:** KY1-9006
**ISSUER**: 

**COMPANY DATA:**
- **COMPANY CONFORMED NAME:** OXBRIDGE RE HOLDINGS Ltd
- **CENTRAL INDEX KEY:** 0001584831
- **STANDARD INDUSTRIAL CLASSIFICATION:** FIRE, MARINE & CASUALTY INSURANCE [6331]
- **IRS NUMBER:** 981150254
- **STATE OF INCORPORATION:** E9
- **FISCAL YEAR END:** 1231

**BUSINESS ADDRESS:**
- **STREET 1:** STRATHVALE HOUSE, 2ND FLOOR, PO BOX 469
- **STREET 2:** 90 NORTH CHURCH STREET
- **CITY:** GEORGETOWN
- **STATE:** E9
- **ZIP:** KY1-9006
- **BUSINESS PHONE:** 345-749-7570

**MAIL ADDRESS:**
- **STREET 1:** STRATHVALE HOUSE, 2ND FLOOR, PO BOX 469
- **STREET 2:** 90 NORTH CHURCH STREET
- **CITY:** GEORGETOWN
- **STATE:** E9
- **ZIP:** KY1-9006

### 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>TIMOTHY WRENDON<br><sub>(Last) (First) (Middle)</sub><br>SUITE 201, 42 EDWARD STREET<br><sub>(Street)</sub><br>GEORGE TOWN, GRAND CAYMAN, E9 KY1-9006<br><sub>(City) (State) (Zip)</sub> | **3. Date of Earliest Transaction (Month/Day/Year)**<br>2023-01-09 | **5. Relationship of Reporting Person(s) to Issuer**<br>(Check all applicable)<br>[X] Director [ ] 10% Owner<br>[X] Officer (give title below) [ ] Other (specify below)<br>_CFO & Secretary_ |
| **2. Issuer Name and Ticker or Trading Symbol**<br>OXBRIDGE RE HOLDINGS Ltd [ OXBR ] | **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 | 2023-01-09 |  | A<sup>(1)</sup> |  | 25000 | A | 0<sup>(1)</sup> | 50050 | 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 |
| Share Options (right to buy) | $6 |  |  |  |  |  |  | <sup>(2)</sup> | 2031-03-02 | Ordinary Shares | 75000 |  | 75000 | D |  |
| Share Options (right to buy) | $2.00 |  |  |  |  |  |  | <sup>(2)</sup> | 2029-03-16 | Ordinary Shares | 90000 |  | 90000 | D |  |
| Share Options (right to buy) | $6.06 |  |  |  |  |  |  | <sup>(2)</sup> | 2027-01-20 | Ordinary Shares | 10000 |  | 10000 | D |  |
| Share Options (right to buy) | $6 |  |  |  |  |  |  | <sup>(2)</sup> | 2026-01-16 | Ordinary Shares | 10000 |  | 10000 | D |  |
| Share Options (right to buy) | $6 |  |  |  |  |  |  | <sup>(2)</sup> | 2025-01-23 | Ordinary Shares | 60000 |  | 60000 | D |  |
| Warrants to Purchase Ordinary Shares | $7.5 |  |  |  |  |  |  | <sup>(3)</sup> | 2024-03-26 | Ordinary Shares | 7500 |  | 7500 | D |  |

---

### Footnotes:

(1) Represents grant of restricted ordinary shares under the Issuer's 2021 Omnibus Incentive Plan.

(2) These share options vest in increments of 6.25% each on a quarterly basis, commencing on the date granted, and continuing on April 1st, July 1st, October 1st and January 1st of each calendar year, over a four-year period.

(3) Currently exercisable.

**Signature:** /s/ Wrendon Timothy  
**Date:** 2023-01-11

### 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.**