Greenlight Capital Re (NASDAQ: GLRE) COO sells shares to cover taxes

Rhea-AI Filing Summary

GREENLIGHT CAPITAL RE, LTD. Chief Operating Officer Patrick O'Brien sold 3,026 ordinary shares in an open-market transaction at a weighted average price of $16.3597 per share. According to the footnotes, these shares were sold solely to satisfy tax withholding obligations tied to vesting restricted stock units. O'Brien continues to hold 208,633 ordinary shares directly after this transaction.

Insider Trade Summary

Net Seller: 3,026 shares ($49,504)

Net Sell 1 txn

Insider O'BRIEN PATRICK

Role Chief Operating Officer

Sold 3,026 shs ($50K)

Type	Security	Shares	Price	Value
Sale	ORDINARY SHARES	3,026	$16.3597	$50K

Holdings After Transaction: ORDINARY SHARES — 208,633 shares (Direct, null)

Footnotes (1)

1. Represents ordinary shares sold in the open market in order to satisfy the Reporting Person's tax withholding obligations in connection with the vesting of restricted stock units. The price reported in Column 4 is a weighted average purchase price. These shares were sold in multiple trades at prices ranging from $16.31 to $16.38, inclusive. The Reporting Person hereby undertakes to provide upon request to the SEC staff, Greenlight Capital Re, Ltd., or any security holders of Greenlight Capital Re, Ltd., full information regarding the number of shares sold at each separate price within the range set forth in this footnote.

Key Figures

Shares sold: 3,026 shares Weighted average sale price: $16.3597 per share Post-transaction holdings: 208,633 shares +1 more

4 metrics

Shares sold 3,026 shares Open-market sale on 2026-06-23

Weighted average sale price $16.3597 per share Open-market sale on 2026-06-23

Post-transaction holdings 208,633 shares Ordinary shares held directly after sale

Trade price range $16.31–$16.38 per share Multiple trades comprising the reported sale

Key Terms

restricted stock units, tax withholding obligations, weighted average purchase price, open market

4 terms

restricted stock units financial

"in connection with the vesting of restricted stock units."

Restricted stock units are a type of company reward where employees are promised shares of stock, but they only fully own these shares after meeting certain conditions, like staying with the company for a set time. They matter because they can become valuable assets and are often used to motivate employees to help the company succeed.

tax withholding obligations financial

"sold in the open market in order to satisfy the Reporting Person's tax withholding obligations"

weighted average purchase price financial

"The price reported in Column 4 is a weighted average purchase price."

The weighted average purchase price is the average cost per share you paid across multiple buys, calculated so larger purchases count more than smaller ones. Imagine buying apples at different prices: the overall price you effectively paid depends on how many apples you bought at each price. Investors use it to measure true cost basis, calculate gains or losses, decide when to sell, and manage taxes and portfolio performance.

open market financial

"Represents ordinary shares sold in the open market in order to satisfy"

An open market is a system where buying and selling of goods, services, or financial assets happen freely without restrictions or special controls. For investors, it means they can trade assets easily and quickly, which helps determine fair prices based on supply and demand. This environment encourages transparency and competition, making it easier to buy or sell with confidence.

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Form 4 Insider Transactions: What Each Field Means →

Available on EDGAR 06/25/2026 - 04:28 PM Accepted by SEC EDGAR 06/25/2026 - 04:28 PM Learn about SEC filing dates

SEC Form 4

FORM 4

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
or Section 30(h) of the Investment Company Act of 1940

OMB APPROVAL

OMB Number:			3235-0287
Estimated average burden
hours per response:			0.5

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^*

O'BRIEN PATRICK

(Last) (First) (Middle)

C/O GREENLIGHT CAPITAL RE, LTD

65 MARKET ST, SUITE 1207, CAMANA BAY

(Street)

GEORGE TOWN KY11205

(City) (State) (Zip)

CAYMAN ISLANDS

(Country)

2. Issuer Name and Ticker or Trading Symbol
GREENLIGHT CAPITAL RE, LTD. [ GLRE ]

5. Relationship of Reporting Person(s) to Issuer
(Check all applicable)

	Director		10% Owner
X	Officer (give title below)	X	Other (specify below)
	Chief Operating Officer		SEE REMARKS

2a. Foreign Trading Symbol

3. Date of Earliest Transaction (Month/Day/Year)
06/23/2026

6. Individual or Joint/Group Filing (Check Applicable Line)

X	Form filed by One Reporting Person
	Form filed by More than One Reporting Person

4. If Amendment, Date of Original Filed (Month/Day/Year)

Table I - Non-Derivative Securities Acquired, Disposed of, or Beneficially Owned
1. Title of Security (Instr. 3)	2. Transaction Date (Month/Day/Year)	2A. Deemed Execution Date, if any (Month/Day/Year)	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	06/23/2026		S		3,026(1)	D	$16.3597(2)	208,633	D

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 (Month/Day/Year)	3A. Deemed Execution Date, if any (Month/Day/Year)	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 (Month/Day/Year)		7. Title and Amount of Securities Underlying Derivative Security (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: 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

Explanation of Responses:

1. Represents ordinary shares sold in the open market in order to satisfy the Reporting Person's tax withholding obligations in connection with the vesting of restricted stock units.

2. The price reported in Column 4 is a weighted average purchase price. These shares were sold in multiple trades at prices ranging from $16.31 to $16.38, inclusive. The Reporting Person hereby undertakes to provide upon request to the SEC staff, Greenlight Capital Re, Ltd., or any security holders of Greenlight Capital Re, Ltd., full information regarding the number of shares sold at each separate price within the range set forth in this footnote.

Remarks:

The Reporting Person is also the CEO of Greenlight Reinsurance Ireland, DAC, a wholly owned subsidiary of the Issuer.

	/s/ Sherry Diaz, as attorney in fact	06/25/2026
	** Signature of Reporting Person	Date
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.
* Form 4: SEC 1474 (03-26)

FAQ

What insider transaction did GLRE COO Patrick O'Brien report?

Patrick O'Brien reported selling 3,026 ordinary shares of Greenlight Capital Re in an open-market transaction. The sale was made specifically to cover tax withholding obligations related to the vesting of restricted stock units, rather than as a discretionary portfolio decision.

At what price did the GLRE COO’s 3,026 shares sell?

The 3,026 Greenlight Capital Re ordinary shares sold at a weighted average price of $16.3597. Footnotes explain the trades occurred in multiple transactions within a price range of $16.31 to $16.38 per share, resulting in the reported weighted average sale price.

Why did GLRE COO Patrick O'Brien sell shares in this Form 4?

The sale was made to satisfy tax withholding obligations arising from the vesting of restricted stock units. Footnote disclosure specifies the transaction represents shares sold in the open market for this tax purpose, not a discretionary reduction of his investment in Greenlight Capital Re.

How many GLRE shares does the COO hold after this transaction?

After selling 3,026 ordinary shares, Patrick O'Brien holds 208,633 Greenlight Capital Re ordinary shares directly. This post-transaction holding figure is reported in the Form 4 and provides context for the relatively small size of the tax-related sale he executed.

Was the GLRE COO’s sale a single trade or multiple trades?

The sale was executed as multiple trades between $16.31 and $16.38 per share. The Form 4 reports a single weighted average price of $16.3597, and the insider undertakes to provide detailed trade-by-trade information upon request to regulators or shareholders.