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.*

Greenlight Capital Re, Ltd. Announces the Appointment of Heejae Cho as Head of Innovations Underwriting

She will be responsible for managing the underwriting activities within the growing Greenlight Re Innovations unit, which supports technology innovators and evaluates potential applications to the Company’s reinsurance operations. Before joining Greenlight Re, Ms. Cho led a startup insurtech, Viridis RS Ltd., which utilized technology and aerial data to help insurance carriers protect farmers by providing early warnings of pest and crop conditions. Prior to her time at Viridis, Ms. Cho served as an underwriter at Arch Re, where she managed specialty and liability classes.

“Opportunities generated by Greenlight Re Innovations is a key element of our underwriting business and we expect continued growth in this area,” said Simon Burton, Greenlight Re’s Chief Executive.

“Heejae has over 18 years of experience in the Bermuda market and with insurtech initiatives. We are delighted to welcome her to the team.” “Greenlight Re Innovations has built an excellent reputation in the Insurtech sector, and there is tremendous potential in the associated underwriting opportunities,” Ms. Cho said.