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.
Jason Calacanis and guests Oliver Henry and Jeff Weisbein explore OpenClaw, an open-source AI agent technology, discussing its potential to automate tasks, enhance marketing, and transform corporate management. They demo agents that create content, fix bugs, and act as virtual CEOs, while debating implications for jobs, SaaS, and transparency.

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.

Read the full review in PlayNext →

Why you'd press play

You want to see whether AI can become your organization's memory and operating layer.

Read the full recommendation in PlayNext →
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