Enstar confirms top appointments

Promotions hot on the heels of president's retirement

Enstar confirms top appointments

Insurance News

By Terry Gangcuangco

Enstar Group, which recently reported a net loss of $906 million for 2022, has made internal C-suite appointments following the retirement of president Paul O’Shea.

Announced last July, the end of O’Shea’s time as president took effect on March 1. He will continue to be part of the board, however, as a non-employee director. Leadership of Enstar’s mergers & acquisitions activities, meanwhile, now rests with existing chief strategy officer David Ni.

As for the executive promotions, replacing O’Shea as Enstar president is former chief financial officer Orla Gegory, who has been with the insurance group for two decades. Prior to serving as CFO, she held the position of chief operating officer.

Succeeding Gregory as CFO is Matthew Kirk, who came onboard as Group Treasurer nearly three years ago. Chief claims officer Paul Brockman, meanwhile, will widen his remit by adding the role of chief operating officer to his current responsibilities. In his more than 10 years with Enstar, previous posts include US chief executive and US president.

“The changes… demonstrate the depth of our management team, and we have tremendous confidence in this group’s ability to step up into larger leadership roles at a critical time in Enstar’s growth and development,” said CEO Dominic Silvester.

“We are well prepared for the opportunities before us and will continue to create long-term value for our shareholders.”

He also had nice words for Enstar’s ex-president.

“I thank Paul for the significant contributions made across his 28-year career with us and wish him all the best in his retirement,” stated Silvester. “We look forward to continuing to work with him as a director.”


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