Built on decades of experience

Enstar’s story began in Bermuda in 1993 with the launch of Castlewood Limited. Recognising untapped potential in the overlooked run-off space, its founders set out to support global re/insurers by taking on their discontinued operations.

Realising that scale would be critical in its ability to deliver, Castlewood soon built a reputation for disciplined, strategic deal-making, helping to shape the emerging run-off market with a series of innovative transactions that enabled counterparties to clean up legacy exposures to asbestos and other catastrophe losses. Early transactions included Wackenhut, Allied Domecq and Foster Wheeler.

By the early 2000s, new investors JC Flowers and Stone Point Capital enabled Castlewood to expand its reach, leading to larger transactions, including River Thames Insurance, Turegum and Gordian. In 2007, Castlewood merged with Enstar Group, adopting its name and listing on Nasdaq to access the public capital markets. By 2013, Enstar had become the world’s largest standalone legacy reinsurance consolidator – a position we maintain today. In July 2025, Enstar was acquired by a consortium of investors led by global investment firm, Sixth Street, and became a privately held company.

Over the past three decades, Enstar has brought legacy into the mainstream. We have led the way in delivering pioneering retrospective solutions across all lines of business that help clients unlock capital, reduce risk and simplify their books. Our success is grounded in a proven business model, global scale and deep operational expertise.