July 7, 2026 by matray

CFC Appoints Adam Winslow as Group CEO Specialist insurer CFC has appointed Adam Winslow as group chief executive officer, succeeding Louise O’Shea, who is stepping down after nearly six years in leadership roles at the company.

Winslow joins CFC from Direct Line Group, one of the United Kingdom’s largest personal lines insurers, where he served as group CEO.

The appointment comes as CFC seeks to accelerate its global growth strategy, expand its leadership in cyber insurance and increase the use of artificial intelligence across its operations. Winslow is expected to join the company this summer, subject to regulatory approval.

In the interim, Andy Holmes, CFC’s group capacity director and a 23-year veteran of the company, will serve as acting CEO.

O’Shea will remain a significant shareholder in the business after stepping down. She joined CFC as an independent nonexecutive director before becoming CEO and oversaw the development of the company’s senior leadership team, expansion of its global operating model, product innovation and financial growth.

John Howard, chairman of CFC, said Winslow’s appointment comes “at an exciting time for CFC as it looks to further accelerate global growth while unlocking the significant potential of AI across its operations.”

Howard added that Winslow brings more than 20 years of leadership experience and thanked O’Shea “for her significant contribution to CFC and the progress made under her leadership.”

Winslow said he was attracted by CFC’s business model, team and growth momentum.

“CFC is one of the genuine success stories of the specialty market — a business with a distinctive model, an exceptional team and real momentum,” he said. “I can’t wait to get started.”

O’Shea said it had been “an absolute privilege” to lead the company and expressed confidence in Winslow’s leadership.

“Adam is a great leader for CFC’s next phase of development and international expansion, and I wish him and the whole team every success for the future,” she said.