What happens when the finish line finally arrives, only to leave you asking, What now?
Jerome Myers talks with Tad Fallows, founder of Long Angle, about building and selling a company on his terms and the surprising challenges of life after the deal. They reveal the truth about “work optional” wealth, finding meaning beyond money, and what comes after you win.
Listen now to uncover life after success.
[00:00 – 12:00] From Harvard to High Growth
Tad’s unconventional path from Ivy League to McKinsey to co-founding a SaaS company in an unlikely market
Why early success is more about relationships than résumés
How bootstrapping through the 2008 downturn shaped his approach to risk
[12:01 – 24:00] Scaling Without Selling Out
Growing 40–50% every year without venture capital
Why an unsolicited offer wasn’t enough to pull the trigger
How a year of preparation expanded their market story and increased exit value
[24:01 – 36:00] The Exit on His Terms
Choosing the right buyer over the highest bidder
Why does Tad want all of his chips off the table, not half
The surprising upside of post-sale stock grants
[36:01 – 46:00] Building Long Angle
The sudden wealth questions no one prepares you for: estate planning, alternative assets, and raising grounded kids
Why peer-to-peer wisdom beats Wall Street advice
How a Slack channel for friends became a thriving founder community
[46:01 – End] Redefining “What’s Next”
The Founder’s Exit Paradox: when money solves the math but not the meaning
Why purpose doesn’t have to be permanent to be valid
Finding fulfillment in family, community, and building again
Key Quotes:
“If you have 10 times as much wealth, you’re probably 2x as happy.” – Tad Fallows
“The hardest part of the exit is what happens next.” – Tad Fallows
Connect with Tad:
Website: longangle.com
LinkedIn: linkedin.com/in/fallows
Don’t miss The Entrepreneur Event of the Season, the $100M Money Models Book Launch streaming live on YouTube, Aug 16, 2025.
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