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14 May 2025news

Skyward Specialty unveils new captive appointments

Skyward Specialty Insurance Group has recruited Corey LaFlamme (pictured left) to assume the role of president, captives & specialty programs, marking what it says is a key strategic move to support its continued growth in one of the fastest-expanding segments of the specialty market.

Additionally, the company announced that Kirby Hill (pictured right), who has played a central role in building Skyward Specialty’s captives & specialty programs divisions, will assume the role of chairman, captives & specialty programs. In this new capacity, Hill will focus on business development, key account relationship management, key strategic matters and mentoring.

LaFlamme brings more than 20 years of experience across the specialty landscape. He joins Skyward Specialty from The Hartford, where he served most recently as head of programs. Throughout his career, LaFlamme built a reputation for cultivating strong relationships, driving innovation and delivering consistent performance.

"Corey’s arrival comes at a pivotal time for Skyward Specialty. His experience, leadership and his balanced growth and underwriting mindset align perfectly with our vision to expand and lead in the Captives & Specialty Programs markets,” said Skyward Specialty chairman and chief executive Andrew Robinson. 

“At the same time, I want to recognise the impact Kirby has had in building this business into the true market contender it is. His continued involvement as chairman will be instrumental in supporting Corey and ensuring that we accelerate our momentum. With this exceptional leadership team in place, we are well-positioned to lead in a space we view as one of the market’s most promising and dynamic areas.”

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