My First Million

Podbit · My First Million

I dropped out of college and built a $3.6B company from scratch

Explore episode Jul 2, 2026
Technology
The AI Treadmill: Why the Most AI-Pilled Founders Are Drowning

I dropped out of college and built a $3.6B company from scr… · Jul 2, 2026 Technology

AI is deceptively exhausting: it makes it so easy to start new work that you constantly kick off more than you can finish. Every output an agent produces becomes new human work — what do I do with this? What's the next step? An hour before this recording, Levie kicked off two processes he didn't even need to start, and now they've added an hour to his day. The treadmill never stops.

2m 10s

Where this was said

Aaron's Contrarian AI Takes: More Jobs, More Work

At 28:30 · chapter starts 23:00

Shaan frames Aaron's contrarian AI takes and asks him to make the case. Aaron's starting point is almost philosophical: believing AI eliminates jobs requires going short on human creativity and our insatiable appetite for new things. There will always be more cures to find, more entertainment to create, more products to sell, more podcasts to make. The AI doomer and the AI utopian (in Elon's vein) actually agree on the underlying technology trend — they just diverge on outcomes. Aaron places himself in a pragmatic third camp: AI doesn't destroy us or free us, it just generates a new and longer list of things humans need to go do. He then dissects the 4-day workweek prediction with equal rigour: it requires a collective agreement across an entire industry that no single actor will defect from. But the moment one competitor decides to ship more software using AI and not cap their working hours, everyone else is forced to match them. The equilibrium snaps back to five days — or more.

Technology
Aaron Levie's Contrarian AI Take: More Jobs, More Work

I dropped out of college and built a $3.6B company from scr… · Jul 2, 2026 Technology

Believing AI eliminates jobs means going short on human creativity and our insatiable appetite for new things. There will always be more problems to solve, more entertainment to build, more products to sell. And the 4-day workweek? It requires a collective agreement across every company in every industry — and the moment one competitor decides to ship more software instead, everyone's working 5 days again.

3m 45s

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