
The Insurance Coffee House with Nick Hoadley · 2026-03-24 · 45 min
On this episode of the Insurance Coffee House, Nick Hoadley is joined by Elaine Rocha, former Chief Investment Officer at AIG and current CEO of the Madison Square Boys & Girls Club of New York City. Elaine brings a career that spans law, insurance, investments, and executive leadership, shaped by a series of deliberate career moves and transitions across the industry. Elaine shares how she first entered the insurance industry through private legal practice, working on complex insurance coverage matters in the London market. She reflects on the early years of her career, where she developed deep technical expertise by working through large-scale claims, litigation, and policy structures, and how that foundation shaped her approach to problem-solving and learning. The conversation explores her move into AIG in the aftermath of the financial crisis. Elaine discusses the decision to leave private practice, the risks involved in joining a company undergoing significant change, and how she approached building credibility in a new environment.