Ep 499 After the Deal: The Hidden Cost of Generational Wealth

Ep 499 After the Deal: The Hidden Cost of Generational Wealth

Author: John Warrillow June 20, 2025 Duration: 49:54

You've built a valuable company. Maybe you're even thinking about selling. But what happens after the wire hits? 
 
In this episode of Built to Sell Radio, Alex Bean, co-founder of Divvy, shares what it felt like to sell his company for $2.5 billion—and why the real challenges began after the deal closed. 
 
This conversation will help you think more strategically about what you're really building—and how to avoid the regrets that often follow a big payday.


For any entrepreneur, the idea of selling the company they've built is both a daunting prospect and a potential pinnacle of success. Built to Sell Radio, hosted by John Warrillow, steps into that complex space with a clear, practical focus. This isn't about abstract theory; it's a weekly conversation grounded in real experience. Every episode features a different founder who has recently navigated the sale of their business. The discussion goes straight to the heart of the matter: understanding the personal and strategic reasons behind the decision to sell. Listeners get an honest breakdown of what worked, from preparation and valuation to negotiation, and perhaps more importantly, the unforeseen pitfalls and mistakes made along the way. It’s that candid post-mortem, the lessons learned in the trenches of a transaction, that provides unparalleled value. By compiling these firsthand accounts, the podcast builds a comprehensive library of exit strategies and cautionary tales. Tuning in feels like gaining access to a private mastermind, where seasoned entrepreneurs share the unvarnished truth about cashing in their life's work. If you're contemplating your own eventual exit, this series offers the nuanced, peer-to-peer insights you need to think like a buyer, protect your interests, and ultimately, build a business that is truly desirable. Built to Sell Radio serves as an essential guide, transforming the opaque process of selling a business into a clearer, more manageable journey.
Author: Language: English Episodes: 100

Built to Sell Radio
Podcast Episodes
Ep 491 Inside the Mind of an Acquirer: The Case for Unsexy [not-audio_url] [/not-audio_url]

Duration: 1:03:55
What makes someone want to buy an "unsexy" business? Jon Pole has acquired 19 traditional radio stations. On paper, it's an industry many assume is in decline. But for an experienced buyer like Pole, these deals are less…
Ep 484 How to Know When It's Time to Sell [not-audio_url] [/not-audio_url]

Duration: 1:10:04
Kristie Shifflette built a 13-location Orangetheory Fitness empire from scratch—bootstrapping a capital-hungry business, personally guaranteeing leases, and taking on risk most founders wouldn't touch. In the end, it pai…