John Sakakeeny Appointed Chief Underwriting Officer of North America P&C Insurance at SiriusPoint Ltd.

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By: | February 4, 2026
John Sakakeeny

SiriusPoint Ltd. appointed John Sakakeeny as chief underwriting officer of North America P&C Insurance, effective Feb. 2, 2026.

Sakakeeny will report to Patrick Charles, head of North America Insurance, and Anthony Shapella, group chief underwriting officer. He will provide strategic leadership to underwriting and program management teams, drive profitable growth, and strengthen technical underwriting capabilities.

“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,” said Charles.

Sakakeeny brings 20 years of industry experience to the role. He joins SiriusPoint from The Hartford, where he most recently served as vice president and head of casualty product, Middle and Large Commercial.

SiriusPoint created this new position to embed deeper underwriting talent within the North America Insurance division. Following significant growth over the past two years, the company reached a scale requiring dedicated leadership to bolster product development and enhance MGA oversight. &

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