Upcoming US Insurance Tech Events

Insurtech Insights USA stands as the largest of the three, drawing over 6,000 attendees from major carriers like Travelers and Zurich to insurtech startups. In contrast, Re/insurance Outlook USA is an exclusive gathering, convening just 150-200 C-suite executives and senior leaders for high-level strategic discussions. Thematic focuses differ sharply across the events. Generative AI dominates conversations at Insurtech Insights, with past sessions exploring its impact on underwriting and claims. Re/insurance Outlook, however, will concentrate on market volatility, social inflation, and the challenge of "nuclear verdicts" in the casualty market. InsuranceFest, targeting over 1,200 specialty commercial insurance professionals, emphasizes practical problem-solving. A key feature is its 50+ facilitated "Discussion Tables," small-group sessions designed for brokers and decision-makers to tackle specific pain points in areas like cyber risk, E&S, and digital transformation. Past speaker rosters highlight the events' distinct audiences. Insurtech Insights has featured executives from Nationwide and MetLife, while InsuranceFest has hosted speakers from Google, Red Bull, and Aon. The Re/insurance Outlook event attracts CEOs from firms like Sompo Re and Aon Reinsurance Solutions to discuss market renewal cycles. These gatherings come as the US property and casualty sector navigates a complex environment. Insurers are contending with slowing premium growth, with a return on equity forecast at 10% for 2026. Meanwhile, persistent social inflation and costly jury awards continue to pressure liability lines, a core concern for reinsurance leaders. The drive for tangible AI returns is a common thread. Following years of hype, sessions are increasingly focused on moving AI from theory to real-world ROI in brokerage operations and client outcomes. This trend was underscored in early 2026 when OpenAI approved the first-ever insurer-built AI application on its ChatGPT platform.