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Benenden Health appoints Cawley as COO

by Graham Simons
18 August 2025
Benenden Health appoints Cawley as COO
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Benenden Health has appointed Jon Cawley as chief operating officer, joining from NHS Resolution where he was head of claims operations for almost six years.

Prior to that he had 25 years’ experience in the insurance sector.

He previously held positions as head of claims at NFU Mutual, head of claims at Towergate Insurance and two director roles at Zurich Insurance.

Cawley (pictured) takes responsibility for the effectiveness of its operations and York HQ employees in delivering services to its 870,000-strong membership.

In his new role, Cawley will be driving the operational strategy for delivering services to members and for member-facing teams who make up a significant part of the 400 plus employees at its York headquarters.

He will also join the society’s senior executive team, reporting to the CEO.

Cawley said he was delighted to be joining Benenden Health’s team.

“It feels a very natural step to move into the COO role at Benenden Health where I am looking forward to spending time with my team, our members and key partners,” he said.

Tom Woolgrove, chief executive officer at Benenden Health, added the role of chief operating officer was pivotal.

“Jon not only brings with him a wealth of leadership experience across operations, strategy, and the broader insurance sector, he brings healthcare and change expertise that will be instrumental for our continued growth,” he said.

“On behalf of everyone at Benenden Health, we are delighted to welcome Jon to the team and look forward to the positive impact his leadership will have on our members, colleagues, and the wider organisation.“

 

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