Leadership shake up at Enstar as new president, CFO, COO revealed

Re/insurance group  Enstar has made three key executive changes following the retirement of its president who served the company for 28 years.

Paul O’Shea retired from his position on March 1 after 28 years with the company. He will remain on the board of directors as a non-employee director.

Orla Gregory has been appointed as new president. Gregory has served as chief financial officer (CFO) since August 2021, and prior to that as chief operating officer (COO) since 2016. She was appointed to the board of directors in February 2022 and has been with the company for 20 years.

Matthew Kirk has been appointed CFO. He joined Enstar in April 2020 as group treasurer, and has been responsible for treasury, capital management, and investor relations. He previously served in executive roles at Sirius International Insurance Group, including Group treasurer and president and managing director of Sirius Investment Advisors.

Paul Brockman has been named new COO and will also continue in his role as chief claims officer, which he has held since September 2020. He previously served as chief executive officer of Enstar US from 2016, and as Enstar US president and chief operating officer from 2014. He has been with the company for over 10 years.

Enstar had announced the planned retirement of O’Shea in July 2022 to allow for a smooth transition of leadership of the company’s M&A activities to chief strategy officer, David Ni.

Dominic Silvester, Enstar’s chief executive officer, said: “The changes announced today 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. We are well prepared for the opportunities before us and will continue to create long-term value for our shareholders.”

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

O’Shea said: “I am very proud of the strong leadership and culture we have built at Enstar. I look forward to continuing my involvement as a Board member as this team guides Enstar to execute on future value-added opportunities.”

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