// Podcast

New episode out now

Context Window

AI, Insurance & The Humans Behind It

// What to expect

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.

// Latest Episode

Episode 4: Go First and Go Positive

Episode 4 · Joe Schmidt, Partner, Andreessen Horowitz

Go First and Go Positive

Kyle Nakatsuji talks with Joe Schmidt, partner at Andreessen Horowitz, about what it takes to build and back category-defining companies in insurance and fintech — and why leading with generosity and optimism, going first and going positive, compounds over a career.

August 13, 2026·77 min

// All Episodes

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