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Generic business image for news article Image: CIIA_IMAC_CIRCA

02 June 2026
Cayman Islands
Reporter Nicole Bennett

Cayman NextGen Insurance Forum draws 130 students to inaugural event

The inaugural Cayman NextGen Insurance Forum, hosted by the Insurance Managers Association of Cayman (IMAC) in partnership with the Cayman International Reinsurance Companies Association (CIRCA) and the Cayman Islands Insurance Association (CIIA), brings more than 130 registered students and early-career Caymanians together for a day focused on careers in the insurance and reinsurance sector. The event takes place on 28 May 2026 at the Grand Cayman Marriott Resort. The three associations are united by a common goal of developing local talent and raising awareness of career opportunities across the insurance and reinsurance sector. Hon. Michael Myles, MP, Minister for Caymanian Employment and Immigration, opens the event with remarks emphasising the importance of expanding access for Caymanians. IMAC's Troy Matarazzo, CIRCA's Simranjit Singh and CIIA's Evelyn Tibbetts-Farrar each take to the stage to outline a shared commitment to strengthening the talent pipeline through collaboration. Matarazzo says: "As the inaugural Forum, the event marks the beginning of deeper, sustained engagement for IMAC with young Caymanians and the future workforce of the insurance sector." He adds: "This Forum reflects our commitment to connecting young Caymanians with real opportunities across the sector and highlights the range of pathways available from an early stage." A Young Professionals Panel adds a practical, career-focused dimension to the day. Moderated by Brittany MacVicar of Cayman Finance, the panel features Lauren Anderton of Cayman Finance, Chad Bodden of Island Heritage, Appolina Winton of Appleby, Sebrina Lewis of the Cayman Islands Monetary Authority (CIMA), and Aryana Grant of KPMG. Winton and Grant have previously been named CIRCA Rising Stars, an initiative supporting emerging talent within Cayman's financial services industry. An interactive Q&A session puts students in direct contact with professionals on entry routes, career development and the day-to-day realities of working across the sector. The Career Insights Hub broadens engagement further, bringing attendees together with experts spanning insurance, banking, investments, compliance, legal, HR and audit. Participating organisations include the Cayman Actuarial Network (CAN), Cayman Finance, CIMA, the Cayman Islands Recruitment Association (CIRA), Workforce Opportunities and Residency Cayman, and Hello2HIRED. IMAC represents the international insurance industry in the Cayman Islands, a jurisdiction that ranks among the largest captive domiciles globally and serves as a dominant centre for healthcare captives, group captives, catastrophe bonds and international reinsurance. Pictured (left to right): Evelyn Tibbetts-Farrar, President of CIIA; Simranjit Singh, CIRCA's Social and Outreach Committee Chair; Troy Matarazzo, IMAC's Talent Development Committee Chair; Hon. Michael Myles, MP, Minister for Caymanian Employment and Immigration; and Kevin Poole, IMAC General Manager.

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