E&S insurers debate pace and scope of AI liability market growth

AI liability insurance is drawing serious attention in the E&S market, with Skyward Specialty's CEO calling it a future "monster category." Insurers disagree on timing and whether existing E&O policies are enough or new products are needed.

Categorized in: AI News Insurance
Published on: May 22, 2026
E&S insurers debate pace and scope of AI liability market growth

AI liability insurance gains traction among E&S market players

AI liability emerged as a central topic at the E&S Insurer Conference, with executives offering competing views on how quickly the market will mature and whether existing policies already cover the risk.

Andrew Robinson, CEO of Skyward Specialty, predicted AI liability will become "a monster category" for the industry. Other executives offered varied perspectives on the timeline and scope of coverage.

The disagreement reflects genuine uncertainty about how AI-related claims will develop. Insurers must decide whether to extend existing error and omissions policies or build dedicated AI liability products from scratch.

Questions remain about what triggers a claim, how to price the risk, and which party bears responsibility when AI systems produce harmful outcomes. These gaps explain why some carriers see opportunity while others remain cautious about underwriting standards.

The conversation signals that E&S insurers view AI liability as inevitable rather than speculative. Market players are preparing for growth, though the shape and speed of that growth remains contested.


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