A steady rudder in
all conditions.
Secure and transparent reinsurance to help you navigate and weather the course ahead.

At Knighthead Re, our bearings hold true.
Knighthead Re is part of the Knighthead Insurance Group, a global insurance business helping customers around the world preserve and grow their wealth through secure financial products.
Our transaction structures.
At Knighthead Re, our preferred transaction structure is a funds withheld coinsurance agreement. With this structure, we’re able to offer our cedents the best of both worlds; transparency into and uninterrupted control over their assets in addition to improved financial results driven by competitive ceding commissions. Funds withheld coinsurance ensures credit for reinsurance while minimizing risk and providing peace of mind over the custody and quality of assets.
Our investment management.
Knighthead Re’s investment management team collaborates closely with Knighthead Capital Management (KHCM) and its sub-adviser, Goldman Sachs Asset Management (GSAM) to oversee multi-asset class mandates, ensuring secure, effective asset-liability management.
This long-term partnership leverages both firms’ strengths in delivering tailored investment solutions for our reinsurance partners. GSAM brings globally recognized expertise in insurance strategy, public fixed income, and liquidity management. KHCM, an SEC registered investment advisor, focuses on private credit and commercial mortgages. Together, under the leadership of our CIO and investment management team, they optimize reinsurance portfolios while maintaining alignment with cedent investment strategies and regulatory requirements.
Our jurisdiction.
Knighthead Re is proudly founded and based in the Cayman Islands. Thanks to its sophisticated regulatory environment and modern infrastructure, Cayman is a well-established and secure jurisdiction to deliver on your promises to your customers and stakeholders.
Knighthead International is registered as a Class D Long Term insurer in the Cayman Islands and is regulated by the Cayman Islands Monetary Authority (CIMA). A copy of CIMA’s current Fact Sheet is accessible here. Further details of CIMA’s regulation of the Cayman Islands Insurance industry and standards of regulation applied are accessible here.
Our leadership.

Edward P. Massaro
CEO & Chief Investment Officer, Knighthead Insurance Group (2022 – Present)
Former Partner, COO & Head of Business Development, Knighthead Capital Management (2009 – 2021)
Edward Massaro is a seasoned executive with extensive expertise in investment management, capital markets, and business development. As CEO and Chief Investment Officer of Knighthead Insurance Group, he oversees strategic investment initiatives and operational leadership for insurance products and assets. Previously, he played a pivotal role in building Knighthead Capital Management, driving business strategy, fund raising, and investor relations while spearheading the launch of Knighthead Annuity & Life Assurance Company in 2014.
Throughout his career, Edward has developed a vast global network of investors, raising over $5 billion for hedge fund products and $1 billion for direct lending real estate strategies. His leadership spans major financial institutions, including HSBC Securities, RBS Greenwich Capital, UBS Investment Bank, and Solomon Smith Barney, where he specialized in leveraged finance, high-yield securities, and institutional investment strategies.
Mr. Massaro holds an MBA in Finance from The Wharton School of Business and a BA in Chemical Engineering from Yale University.

Tyler Bent, CPA, CMA
Chief Operating Officer

Delia McMahon
General Counsel, Chief Compliance Officer, Company Secretary, & MLRO

Rob Ollins, CA, CPA
Chief Financial Officer

Jeremy Trader, FSA, FCIA
Chief Actuary