EP 118 | Tobi Pearce: What I Wish I Knew Before Selling for $400M

Tobi Pearce built and exited his first business for $400 million. Now, his new venture is already tracking toward a billion-dollar valuation.But what sets Tobi apart isn’t just the numbers—it’s how he thinks.

This episode goes deep into the operating system behind his success. It’s not motivation.
It’s strategy.
Structure. Systems.
What we cover:
• Why Tobi defines success before starting anything
• How he strips 80% of unnecessary tasks from a calendar
• Deep work vs fragmented productivity—how to win the long game
• The truth about motivation (and what matters more)
• Why top operators stay objective—even under pressure
• Build vs partner: how to assess your skill gaps
• The question he asks every hire—and why it cuts through fast
• How he avoids hype and stays grounded in results
• What it means to scale inside your edge, not outside itIf you’re serious about building something real—this mindset is gold.

No noise. No fluff. Just frameworks for people who want to win.