SiriusPoint, the specialty insurer and reinsurer, has named John Sakakeeny as Chief Underwriting Officer (CUO) for its North America Property & Casualty Insurance business, effective February 2, 2026.
In his new role, Sakakeeny will provide strategic leadership to SiriusPoint’s underwriting and program management teams, driving profitable growth and strengthening technical underwriting capabilities across the division. He will report to Patrick Charles, Head of North America Insurance, and Anthony Shapella, Group Chief Underwriting Officer.
Sakakeeny brings two decades of industry experience, most recently serving as Vice President and Head of Casualty Product, Middle and Large Commercial at The Hartford.
Patrick Charles commented on the appointment, saying, “John’s exceptional technical expertise and proven leadership will be critical as we continue to strengthen our underwriting capabilities across North America and deliver profitable growth. In this role, John will act as the steward of technical authority for property and casualty products and will serve as a key liaison to the Group Chief Underwriting Office on strategic capital allocation.”
Anthony Shapella added, “This is a new position created at SiriusPoint with a key focus to help embed deeper underwriting talent within the North America Insurance division. Following a significant growth and build phase over the past two years, SiriusPoint has reached a level of scale that requires dedicated leadership to bolster product development and enhance MGA oversight.”
Sakakeeny said of his appointment, “I am joining SiriusPoint at an exciting time and a pivotal point in the Company’s journey. I look forward to working closely with the North America team and the Group Chief Underwriting Office to help drive growth, strengthen our capabilities, and deliver impactful solutions for our clients and partners.”
The appointment reflects SiriusPoint’s continued focus on expanding technical underwriting expertise and reinforcing leadership across its North America P&C portfolio amid a period of growth and strategic development.
