
This Week in Startups · Jason Calacanis
Kill Your Startup’s Knowledge Chaos with OpenClaw (with Oliver Henry and Jeff Weisbein) | E2254
February 24, 2026·1 hr 19 min·5 clips
Jason Calacanis almost died skiing alone in a blizzard, trapped in deep snow near a deadly tree well.
As heard by us
Startup memory, proactive AI, and the funding logic behind what still gets built.
This episode treats startup AI as an operations problem first and a shiny feature second. The useful idea is simple: a company works better when its own context can move with the work instead of sitting in scattered threads and half-remembered messages.
Why you'd press play
You want to see whether AI can become your organization's memory and operating layer.
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