All Episodes

Fences, flagpoles, and the comeback of the generalist

Outshining the master is the silent career killer

Notion won't build HubSpot, their users will

If Notion beats HubSpot, will they still lose to Claude?

AI burnout: the hardest parts of your job all day

Why the longest-running tech CEO still fears failure

Can the way you talk to AI change you?

Why can't we find a metaphor for AI?

The new superpower is old: speed, craft, and AI

Is AI productivity as simple as using more tokens?

Navigating skill atrophy in the AI age

Will Notion dethrone HubSpot with AI?

The map is not the territory

Text message bankruptcy, OpenClaw, and 20 years of email data

Sunk cost, AI deniers, and Elon talks with Jesus

AI's chat interface problem and Lobe's imaginary seed round

Bottlenecks mental model & tool time with Zo Computer

The Inner Ring & creating an AI startup on demand