EP 129 | 180M Exit Founder: “Building a Billion-Dollar Company Is Easier Now (With AI) Because…
Update: 2025-09-07
Description
Jacques Greeff just sold his second tech company for $180 million. But he's not celebrating - he's warning other business owners about what's coming next.
After taking a year off to reflect on his massive exit, Jacques made a shocking decision: instead of retiring rich, he's diving back into the AI wars at 4:30 am every morning. Why? Because he sees something most entrepreneurs are missing.
In this raw conversation, Jacques shares the brutal truth about AI adoption, the hiring mistakes that kill startups, and why building a billion-dollar company is actually easier now than ever before (if you know the secret).
What you'll discover:
- The real reason 90% of businesses will fail in the AI transition
- How one missed LinkedIn DM almost cost them $50 million in their exit
- Why Jacques thinks traditional morning routines are complete BS for founders
- The communication breakdown that's costing entrepreneurs millions
- His controversial take on why failure stats lie to aspiring founders
- The family revelation that changed his entire approach to business
- Why technical skills matter less than this one personality trait in hiring- How Frank's "cooked" inbox led to their next $1B opportunity
- The attention economy strategy they're using to build in public- Why he's documenting every failure on YouTube (even the embarrassing ones)
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