281: How to Avoid Leaving Millions on the Table When Selling Your Business with Stephen Scoggins
The Lifestyle Investor - Investing, Passive Income, Wealth
Intro
Justin introduces Lifestyle Investor Live and previews the episode with Stephen Scoggins' background and topics.
It’s crazy when you think about it, but less than 1% of entrepreneurs ever sell their companies. Even fewer do it intentionally, strategically, and on their terms. If you’re building a business without preparing for a future exit, you may be leaving millions on the table or worse, creating a company that can’t function without you.
Stephen Scoggins knows this firsthand. He is a speaker, author, and host of the Build podcast who created multiple companies — including one that grew to nine figures in annual revenue and successfully exited in 2023. But his story isn’t just about a financial win. It’s about faith, leadership, identity, and learning how to structure a business so it can scale beyond you and create meaning and purpose in your life.
You’ll hear what Stephen believes most entrepreneurs get wrong about selling their business, and the tax strategies he’s now implementing after a massive liquidity event. We also dive deep into his journey from sleeping in his car to building companies that employ hundreds — and how faith shaped every turning point along the way.
In this episode, you’ll learn:
✅ Why most entrepreneurs wait too long to prepare their business for sale and what Stephen recommends for runway time prior to an exit.
✅ How quality of earnings can dramatically impact your final valuation and why buyers use it to justify lowering your multiple.
✅ The difference between asset sales versus stock sales and why an F reorganization can have a dramatic impact on value.
Show Notes: LifestyleInvestor.com/281
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