Cayman Islands Professionals Recognised in Captive Review’s 2026 Forty Under 40


George Town, Grand Cayman, March 24, 2026 – The Cayman Islands continue to demonstrate its strength as a global leader in the captive insurance industry, with three professionals recognised in Captive Review’sprestigious Forty Under 40 Honourees for 2026, celebrating rising stars shaping the future of the sector.

This year’s Cayman-based honourees are:

  • Mark Aylward, Vice President, Global Captive Management (GCM)
  • Jessica Dontas, Vice President, Global Captive Management  (GCM)
  • Jessica Powell, Senior Vice President, Aon Insurance Managers

The Captive Review Forty Under 40 list recognises outstanding young professionals from across the global captive insurance industry who have demonstrated innovation, leadership, and meaningful contributions to their organisations and the wider market.

Mark Aylward is recognised for his strong technical capabilities and contributions to the continued success of captive programmes under his management at GCM. Learn more in his Q&A here:
https://newtonmedia-publishing.maglr.com/captive-review-forty-under-40-2026/mark-aylward

Jessica Dontas has distinguished herself through her commitment to client service at GCM, and her growing influence within the captive sector. Her Q&A can be viewed here:
https://newtonmedia-publishing.maglr.com/captive-review-forty-under-40-2026/jessica-dontas

Jessica Powell has been recognised for her leadership and expertise in captive insurance management at Aon, playing a key role in delivering strategic solutions to clients. Read more in her Q&A here:
https://newtonmedia-publishing.maglr.com/captive-review-forty-under-40-2026/jessica-powell

(From L-R) Mark Aylward – GCM, Jessica Dontas – GCM, Jessica Powell – Aon

This recognition highlights the depth of talent within Cayman’s captive insurance industry, and reinforces its position as a premier domicile for innovation, expertise, and professional excellence.

IMAC Chair, James Trundle said, “We are proud to see Cayman-based professionals recognised on the global stage through Captive Review’s Forty Under 40. This achievement reflects the strength of our industry and the next generation of leaders driving its continued success.”

With a strong pipeline of emerging talent and a commitment to maintaining the highest standards of excellence, the Cayman Islands continue to play a pivotal role in shaping the future of the global captive insurance market.

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About IMAC:

The Insurance Managers Association of Cayman (IMAC) represents the international insurance industry in the Cayman Islands. IMAC liaises with government and the regulator on the industry’s behalf and promotes innovation and international competitiveness to maintain Cayman’s advantageous market position. The Cayman Islands is one of the largest domiciles in the world for captives and a dominant jurisdiction for healthcare captives, group captives, catastrophe bonds and international reinsurance.

For media inquiries, please contact:

Tabia Matthews
Tower Marketing           
Email: tabia@tower.com.ky
Phone: +1 (345) 623 6700