Kyle Nakatsuji, Dearborn Labs
Context Window: AI, Insurance & The Humans Behind It
- No. of episodes
- 9
- Latest episode
- 2026-10-28
Where can you listen?
Apple Podcasts
Spotify
Podtail
Google Podcasts
RSS
Welcome to Context Window: AI, Insurance & The Humans Behind It, the podcast for leaders, operators, and founders navigating the intersection of artificial intelligence and enterprise operations. Hosted by Kyle Nakatsuji, we discuss how real companies are deploying AI inside legacy industries like insurance, not as a hypothetical tech play, but as a practical blueprint powered by humans. Each episode features raw conversations with the builders and executives who are actually on the front lines managing data, scaling teams, and defining the future of business infrastructure.