They told him quitting Stanford was crazy.

They told him 75 times his idea wouldn’t get funded.

He still walked away with two tech exits—including a $500 million deal—before turning 31…and almost lost everything that actually mattered along the way

In this raw, no-filter conversation with serial founder Tyler Hall (host of The Rollercoaster Podcast), we unpack:

The exact pitch that convinced a top Sand Hill VC to wire money overnight when Tyler had days of runway left.

Why grit and resilience beat talent, credentials, and even code.

The brutal cost of startup life—on health, marriage, and faith—and the near-death family event that rewired Tyler’s priorities.

Tactical advice on raising venture capital, structuring early equity, and hiring your first mission-critical employees.

A blueprint for balancing faith, family, and financial wins without burning everything down.

👉 If you’re debating build vs. buy, hunting your first funding round, or just want the unvarnished truth about scaling and selling a company, hit play.

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