People Moves: Chubb’s Westchester Announces Leadership Appointments; Fields to Lead New Marsh US Semiconductor, AI Compute Practice

August 4, 2026

Chubb announced key executive appointments within Westchester, the company’s wholesale excess and surplus (E&S) lines business in North America.

Dave Lupica

Dave Lupica, vice president, Chubb Group and division president, Westchester, has been named executive chairman.

Dave Roberts, currently chief operating officer, Westchester, has been appointed vice president, Chubb Group and division president, Westchester, succeeding Lupica. The appointments are effective immediately.

Dave Roberts

Lupica will provide governance oversight and advise on strategy for Chubb’s wholesale E&S business in North America. During his 26 years with Chubb, Lupica has played a pivotal role in the company’s growth and evolution. From building Chubb’s Financial Lines practice and launching the company’s first Small Business division within Commercial Risk Services, to leading Westchester’s digital transformation and growing Healthy Paws into one of the industry’s leading pet insurers, his impact has been significant. Lupica has more than 40 years of experience in the insurance industry, joining Chubb from ACE and previously working for Starr, Aon, and AIG.

Roberts will have executive operating responsibility for Chubb’s wholesale E&S lines business in North America and will oversee the delivery of Westchester’s tailored specialty products for wholesale brokers. He will report to Scott Meyer, senior vice president, Chubb Group and chief operating officer, North America Insurance. He has has served as COO of Westchester since 2025.

Fields to Lead New Marsh US Semiconductor and AI Compute Practice

Marsh named Jessica Fields to the firm in New York to lead Marsh Risk’s U.S. Semiconductor and AI Compute Practice.

In this newly created role, Fields will bring together Marsh’s advisory, emerging risk, reinsurance, and capital specialists to help these organizations identify, quantify, and manage their exposures and optimize for growth.

Fields joins Marsh from Aon, where she spent more than 11 years in a series of leadership roles in New York and San Francisco. Most recently, as executive vice president, she led risk account executives in New York and supported executive-level client engagements. She brings more than 20 years of insurance brokerage and underwriting experience to the role, having started her career at Zurich and AXA XL.

Topics InsurTech USA Data Driven Artificial Intelligence Leadership Chubb

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