Kelly Castriotta

I’m a strategic insurance executive with a proven track record of leading underwriting, operational transformation, and innovation across complex, global environments. With experience spanning enterprise risk management, reinsurance, and product development, I bring a multidimensional approach to addressing today’s evolving risk landscape. At Markel, I led the Emerging Risk Group and chaired the enterprise-wide AI Task Force—initiatives designed to ‘future-proof’ the business and drive responsible innovation. My background includes leadership across long-tail, short-tail, and CAT-exposed lines, with a focus on optimizing capital strategy, elevating underwriting performance, and scaling cross-functional teams. As an affiliative leader, I prioritize trust, connection, and team cohesion—believing that strong relationships are the foundation of exceptional performance. Whether I’m advising boards, mentoring talent, or driving enterprise change, I lead with empathy and a long-term vision. I