Company: GLRE
Filing Date: 2025-04-17
Form Type: DEF 14A
Source: 0001385613-25-000055
Chunk: 3

Company: GREENLIGHT CAPITAL RE, LTD.
Filing Date: 2025-04-17
Form: DEF 14A
Chunk 3
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 1

GREENLIGHT RE

### PROXY SUMMARY
This summary highlights certain information in this Proxy Statement and does not contain all the information you should consider in voting your shares. Please refer to the complete Proxy Statement and our Annual Report prior to voting at the Meeting.

### Items of Business
The items of business to be addressed at the Meeting are as follows:

1. Elect each of the ten (10) director nominees to serve on the Company’s Board of Directors until the Annual General Meeting of Shareholders of the Company in 2026, or the 2026 Meeting;

2. Ratify the appointment of Deloitte Ltd., an independent registered public accounting firm, as the Company’s independent auditors for the fiscal year ending December 31, 2025;

3. Conduct a non-binding advisory vote on executive compensation; and

4. Transact any other business that may properly come before the Meeting or any adjournment or postponement thereof.

#### Recommendations of the Board
Our Board recommends that our shareholders take the following actions at the Meeting:

| Proposal |     |                                              |     | Board Voting Recommendation |     |      Page 
 Reference |
| 1        |     | Election of the Company’s Board of Directors |     | FOR                         
 each nominee                |     |        10 |
| 2        |     | Ratification of Company’s Auditors           |     | FOR                         |     |        27 |
| 3        |     | Advisory Vote on Say-on-Pay                  |     | FOR                         |     |        27 |

2 2025 PROXY STATEMENT

GREENLIGHT RE

### THE COMPANY AT A GLANCE

### Overview
Celebrating our 20th anniversary in 2024, the Company provides multiline property and casualty insurance and reinsurance through its licensed and regulated reinsurance entities in the Cayman Islands and Ireland, and its Lloyd's platform, Greenlight Innovation Syndicate 3456. The Company complements its underwriting activities with a non-traditional investment approach designed to achieve higher rates of return over the long term than reinsurance companies that exclusively employ more traditional investment strategies. In 2018, the Company launched its Greenlight Re Innovations unit, which supports technology innovators in the (re)insurance space by providing investment capital, risk capacity, and access to a broad insurance network.

Today, our lean, flexible operating platforms provide global market access from three jurisdictions:

### The Company’s business is comprised of the following
Strategic Pillars :

|