Travelers Insurance has deployed an AI-powered claims processing system built on OpenAI technology, rolling it out countrywide across its U.S. operations. The deployment is not a pilot or a proof of concept. It is live, at scale, in one of the largest property and casualty insurers in the country.

The conversation between Erik Roen, Travelers Senior Vice President and CIO of Claim, and Denise Dresser, OpenAI Chief Revenue Officer, covers the operational mechanics of how a legacy enterprise actually ships AI into a regulated, high-stakes workflow. That is the rare part. Most case studies stop at the business outcome. This one gets into the organizational and technical friction of getting there.

What comes next is the question every insurer, financial institution, and regulated enterprise is asking: how do you scale AI in an environment where a wrong output has legal and financial consequences. Roen and Dresser address that directly. Read the full conversation for the specifics on how Travelers structured the rollout and what guardrails they built in.

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