The number of individual members of group captives domiciled in Cayman increased from 9,963 at the end of 2024 to 11,838 at the end of 2025.

At the end of 2025, there were 139 active group captives and that had already risen to 142 by the first quarter of 2026, demonstrating the continued growth in group captives and its appeal to a broadening range of clients.

The trends were discussed in the latest episode of the Global Captive Podcast, featuring Erin Brosnihan, president of Kensington Management Group, Joni Steffen, client services director at Artex, and James Trundle, vice president and client lead at Global Captive Management.

“The original reasons why group captives are popular continue, such as hard market conditions for some lines, affordability for smaller companies and a greater control over risk financing,” Kevin Poole, general manager of IMAC, told Captive Intelligence.

“More recently, Cayman is experiencing both organic growth (existing captives adding new members) and new groups forming.

“The traditional lines of business that include workers’ compensation, general liability and auto liability continue, but have expanded from the traditional transportation, construction or manufacturing industries to include additional sectors such as last mile delivery and service companies.

“In addition, as many members have become familiar with the group captive structure they are joining other groups covering areas such as medical stop-loss.”

As awareness of the group captive concept has increased, particularly among America’s middle market, Poole highlights that brokers across the country have no choice but to embrace the strategy and help facilitate participation for their clients.

“Traditional smaller brokers who may service the needs of mid-market clients (SME’s) need to adapt or lose business, so their understanding and education of groups captives has increased while there has been a growth of specialist group captive programme managers and providers,” he added.

“There doesn’t appear to be an end in sight for continued growth, particularly as groups expand to other lines such as medical stop loss, where it is felt group captives have only really scratched the surface of possibilities. Cayman remains well placed and committed to growth and has an excellent and well-established infrastructure to support it.”

Listen to the full Global Captive Podcast episode on Cayman’s group captive market here, or on any podcast platform. Just search for ‘Global Captive Podcast’.