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“Progress Isn’t Inevitable” — Mose Cassaro on VC, Zero to One, and the Future of Founding 🚀

GW

Grant Watkins

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In this episode of The Startup Vagabond, Grant sits down with operator, builder, and investor Mose Cassaro — a rare voice in the venture world who's seen it all from jailbreaking phones and blogs to Series A boards.

We dive into:

✅ His early journey from hacking iPhones to building with Bitcoin

✅ Lessons from Peter Thiel’s Zero to One and why “progress isn’t inevitable”

✅ Why conviction matters more than capital in today’s VC landscape

✅ The real difference between smart money and aligned money

✅ What’s next after the AI boom — synthetic bio, sovereign individualism, and post-scarcity questions

✅ The secret to strong founding teams and startup foundations

✅ Why great accelerators still matter

Mose drops fire takes on funding, founder fit, global startup shifts, and the myth of inevitable progress. Whether you’re an aspiring founder, early-stage investor, or someone wondering where venture is headed, this is a must-listen.


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