Context Window is Dearborn Labs' podcast for the leaders, operators, and founders working at the intersection of AI and enterprise operations. Each episode is a candid conversation with the people actually putting AI into production inside legacy industries like insurance — what's working, what isn't, and what it really takes to move from pilot to production.
Kyle Nakatsuji talks with Travis Hedge, co-founder and CEO of Vouch Insurance, about building an AI-enabled brokerage for the innovation economy — why speed to service is 40% of what clients value, why half still want to talk to a human, and his conviction that AI should industrialize expertise, not replace it.