If It Was a Problem Before the Exit, It’s Still a Problem After with Tad Fallows

10/08/2025 1h 0min Episodio 304
If It Was a Problem Before the Exit, It’s Still a Problem After with Tad Fallows

Listen "If It Was a Problem Before the Exit, It’s Still a Problem After with Tad Fallows"

Episode Synopsis

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



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