Meet the
Knighthead International™
leadership team.
Anchored in deep experience and insurance expertise, our executive officers and board offer valuable oversight as we work towards our mission of delivering innovative solutions that chart the course to financial security.

Edward P. Massaro
Chief Executive Officer, Chief Investment Officer, and Director
Edward is the Chief Executive Officer, Chief Investment Officer, and a Director of the Knighthead Insurance Group. He has over 25 years of experience in the financial services industry and previously served as Chief Operating Officer at Knighthead Capital, LLC, Managing Director in the Leveraged Finance and Sponsor Coverage Group at HSBC Securities, and Head of High Yield and Loan Markets at RBS Greenwich Capital.

Tyler Bent, CPA, CMA
Chief Operating Officer
Tyler has over 16 years of experience in the insurance, reinsurance and insurance administration industry. His experience and expertise spans finance & operations in the Americas, EMEA and Asia. Tyler holds a Bachelor of Commerce from St. Mary’s University in Nova Scotia and is a Chartered Professional Accountant and member of the Chartered Professional Accountants of Canada.

Delia McMahon, BA, LLB, LLM
General Counsel, Chief Compliance Officer, and Company Secretary
Delia has over 20 years professional experience as an Irish, England & Wales (Non-Practicing) and Cayman Islands qualified lawyer. Prior to joining Knighthead in 2021, she worked with several premier on-shore top-tier commercial law firms in Dublin and the Cayman Islands including William Fry, Mourant, and Conyers & Maples.

Rob Ollins, CA, CPA
Chief Financial Officer
Rob has over 22 years of experience in the insurance and reinsurance industry at an international level. He developed his expertise of US GAAP, treasury, financial modeling, ERM, and internal controls for re/insurance companies while at Deloitte, EY and PwC in Canada, Cayman, Switzerland and the UK.

Jeremy Trader, FSA, FCIA
Chief Actuary
Jeremey has over 12 years of professional experience. Prior to joining Knighthead, he worked as a Director of Financial Services Advisory at Grant Thornton in the Cayman Islands and held various roles across Great-West Lifeco.

Mike Karmilowicz
Director
Mike Karmilowicz has over 30 years of experience in the insurance industry, successfully leading, building, remediating and developing large and complex domestic and international businesses. He recently served as Chairman of Everest Global Insurance where he focused on advancing several growth initiatives including client development, building global distribution, developing the Everest brand and supporting underwriting excellence. Prior to this role, Mr. Karmilowicz served as President and CEO of Everest Insurance responsible for leading underwriting, product development and innovation, claims, sales and distribution, operations, and strategy globally. He led international expansion opening over a dozen offices worldwide including Continental Europe, Asia Pacific, and Latin America. Mr. Karmilowicz received a B.A. in Political Science from Villanova University and is a graduate of The Wharton School Executive Leadership Program.