Greenlight Capital Re entered an Ordinary Share Repurchase Agreement with the David M. Einhorn 2021-07 Family Trust to keep Chairman David Einhorn’s ownership percentage roughly stable amid ongoing buybacks and to mitigate adverse tax consequences. Between August 7 and October 26, 2026, the company will repurchase from the trust a number of ordinary shares equal to 33% of the ordinary shares it repurchases in the market under its April 28, 2026 authorization, at the same weighted average price paid in those repurchases, excluding commissions. Closing is expected on or about October 30, 2026, with customary termination rights if no repurchases occur or closing is delayed.
For the second quarter of 2026, Greenlight Re recorded a net loss of $29.6 million, or $(0.89) per diluted share, versus net income of $0.3 million a year earlier, as a $23.8 million total investment loss and higher catastrophe and Middle East-related losses turned underwriting from an $8.1 million profit to a near break-even $(0.2) million. The combined ratio rose to 100.1% from 95.0%, while gross premiums written grew 2% to $183.1 million. Despite a weaker quarter, the first half of 2026 remained profitable, with net income of $6.2 million versus $30.0 million in 2025 and an improved combined ratio of 98.1% versus 99.9%. Capital management remained active: the company repurchased $14.2 million of shares in the quarter and $19.2 million in the first half, plus $3.9 million more through August 3, 2026, totaling 4.0% of outstanding shares in 2026 and leaving fully diluted book value per share at $20.61 on June 30, 2026.
Greenlight Capital Re, Ltd. held its Annual General Meeting of Shareholders on July 28, 2026. Shareholders elected all nominated directors to serve until the 2027 Annual General Meeting, with individual nominees receiving between about 19.7 million and 20.8 million votes “for” and 4,523,741 broker non-votes recorded on each director proposal.
Shareholders ratified the appointment of Deloitte Ltd. as independent auditors for the fiscal year ending December 31, 2026, with 25,993,079 votes for, 7,051 against, and 23,685 abstentions. They also approved, by a non-binding advisory vote, the compensation of named executive officers, with 20,297,031 votes for, 949,887 against, 253,156 abstentions, and 4,523,741 broker non-votes.
GREENLIGHT CAPITAL RE, LTD. director Ariel Warszawski submitted an initial insider ownership report showing direct ownership of 0 ordinary shares as of 2026-07-28. The position is recorded as a holding entry rather than a purchase or sale, and no derivative securities are reported.
GREENLIGHT CAPITAL RE, LTD. director Ian Isaacs reported an open-market sale of 1,191 ordinary shares of GLRE at $16.72 per share. After this sale, he directly holds 50,000 ordinary shares. The filing also shows indirect ownership of 25,000 shares through an IRA and 25,000 shares through the Isaacs Living Trust.
GREENLIGHT CAPITAL RE, LTD. director Ian Isaacs reported open-market sales of company ordinary shares. He sold 5,000 shares on June 24, 2026 at an average price of $16.6368 and 4,000 shares on June 25, 2026 at an average price of $16.0613. After these transactions, Isaacs held 51,191 shares directly, along with indirect holdings of 25,000 shares in an IRA and 25,000 shares in a living trust.
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.
GREENLIGHT CAPITAL RE, LTD. director Ian Isaacs reported open-market sales of 10,946 ordinary shares. He sold 1,716 shares at a weighted average price of $15.9187 and 9,230 shares at a weighted average price of $16.3283, across multiple trades within disclosed price ranges. After these sales, he holds 60,191 shares directly and also reports 25,000 shares held through an IRA and 25,000 shares held through the Isaacs Living Trust.
David Einhorn and related entities updated their ownership disclosure for Greenlight Capital Re. They report beneficial ownership of 6,254,715 ordinary shares, representing 18.9% of the company’s ordinary shares. These shares are held through DME 2022 Holdings, LLC and The David M. Einhorn 2021-07 Family Trust.
The LLC reports 4,864,227 shares, while the Trust holds 1,390,488 shares. The filing also describes an Ordinary Share Repurchase Agreement between the company and the Trust, dated June 1, 2026, under which the company will repurchase from the Trust, on August 3, 2026, a number of shares and a weighted average price per share calculated under the agreement. The stated purpose is to reduce the likelihood of adverse tax consequences to other holders from the company’s Rule 10b5-1 repurchase program.
Greenlight Capital Re, Ltd. entered into an Ordinary Share Repurchase Agreement with the David M. Einhorn 2021-07 Family Trust to manage Chairman David Einhorn’s ownership level during ongoing buybacks. As the company repurchases shares under a new Rule 10b5-1 plan, it will also repurchase shares from the trust so his ownership percentage stays approximately constant and avoids potential adverse tax consequences.
The company will buy from the trust a number of ordinary shares equal to 33% of the aggregate shares it repurchases under the planned June 10b5-1 program, at the same weighted average price per share, excluding commissions. The transaction is expected to close on or about August 3, 2026, with termination rights if the plan is not entered into, no shares are repurchased under it by that date, or closing does not occur.