Conferences, Webinars, and Events

The 2025 Cayman Captive Forum is sold out, drawing nearly 300 first-time attendees and global leaders in captive insurance. Held December 2–4 at The Ritz-Carlton Grand Cayman, the event features keynote speakers, networking activities, and expanded programming, reinforcing its status as a premier captive insurance industry gathering. Read More

The 2025 Cayman Captive Forum, led by new Chair Michael Wild, will explore artificial intelligence adoption, tort reform, investment strategy, and global governance developments. The event emphasizes dialogue among regulators, managers, and owners while showcasing Cayman's growing role in complex captive insurance structures and its commitment to developing the next generation of industry talent. Read More

At the Mid Rivers Risk Forum, Spring Consulting Group's T.J. Scherer discusses how organizations can determine optimal timing for captive formation. He stresses deeper strategic questioning, sufficient planning runway, and tailoring decisions to each entity's structure and risk appetite, rather than relying on traditional premium or size thresholds. Read More

At the Mid Rivers Risk Forum, Milliman actuary Tim Vosicky discusses how treating actuarial support as a strategic partnership adds value beyond modeling and compliance. He highlights the importance of communication, context, and collaboration in improving captive and self-insurance decisions. Read More

At the Mid Rivers Risk Forum 2025, Dr. Michel Leonard of the Insurance Information Institute (Triple-I) discusses economic pressures, legal-system abuse, and extreme weather as key market challenges. He explains how captives and parametric solutions strengthen risk capacity and resilience in a hard market environment. Read More