Jun 3, 2026 · 1 hr 9 min · 13 segments
On episode 11 of High Leverage, Joe Ruscio speaks with David Crawshaw about the shift from traditional developer infrastructure to agent-native computing. David traces lessons from founding Tailscale…
David CrawshawGuest
Joe RuscioHost
It's been a very humbling process, throwing away all of my best practices, all of my hard-won knowledge and saying, "I have to try again from the beginning.

Does this make sense in the world anymore?" It's so hard to believe, but it feels like I went back to school, except, you know, there's no teacher.

Like, no one knows what we're doing, and so we've had to figure it out as we go.
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