Greenlight Re Announces Underwriting Leadership Changes

GRAND CAYMAN, Cayman Islands – October 5, 2022 – Greenlight Capital Re, Ltd. (NASDAQ: GLRE) (“Greenlight Re” or the “Company”) is pleased to announce the following promotions within its underwriting leadership teams:

• Regan Cairns has been promoted as Chief Underwriting Officer of Greenlight Reinsurance Ltd., focusing on Financial Risks, North American Casualty, and Property classes.*
• Finbar (“Barry”) Griffin has been promoted as Chief Underwriting Officer of Greenlight Reinsurance Ireland, dac (“GRIL”), focusing on London Market Specialty and Funds at Lloyd’s classes.
• Kagabo Ngiruwonsanga has been promoted as Head of Underwriting of Innovations and will manage and oversee underwriting opportunities derived from Greenlight Re Innovations.*

*This appointment is subject to regulatory and immigration approvals.

Greenlight Re Innovations Announces Investment in Blueprint Title, a Full-Stack Title Insurance Carrier and Agency

GRAND CAYMAN, Cayman Islands – November 11th, 2021 – Greenlight Re Innovations (“GRI”), part
of Greenlight Capital Re, Ltd. (NASDAQ: GLRE) (“Greenlight Re” or the “Company”), has announced
an investment in Blueprint Holding Co., Inc. (“Blueprint”), a full-stack title insurance company with a
focus on digitalization and integration of technology.*