What if the hardest part of selling your business is the Monday morning after the deal closes?

The Exit Planning Institute found that 76% of business owners who sell regret it within a year. In this solo episode, J. Michael Fischer Jr., Managing Director at DBD Investment Bank, explains why that regret is almost never about the money.

Michael breaks down the gap between a successful transaction and a successful transition. Why the business becomes part of an owner’s identity. What happens on the first Monday when nobody is waiting on a decision. And the personal questions every owner should answer years before an offer arrives.

If a sale is anywhere in your future, this is the work most owners only do too late. The check does not always fill the hole. Listen now.

[00:06] – The number he cannot stop thinking about, and what it really says about selling

[02:52] – Why a successful transaction does not create a successful transition

[03:35] – The thing a business provides that money can never replace

[04:31] – When the company stops being an asset and becomes part of who you are

[06:46] – The first Monday after the sale, when nobody is waiting on you

[07:31] – Why selling a business can feel like moving through grief

[08:23] – The questions owners always ask, and the more important ones they skip

[10:38] – The owner who wanted to slow down, then could not sit still

[13:10] – The dangerous belief that the sale will solve everything

[14:21] – Why the owners who got exactly what they wanted still struggle

[16:04] – The one difference between owners who thrive and owners who drift

[18:55] – The single question about an ordinary Monday that changes everything

[22:37] – Why a sale is a door, not a finish line

• Exit Planning Institute

• Feel Fully Alive: The 5 Dimensions of Vitality gives you the framework to thrive. Get your copy here.
• Stay Ahead in Business: Michael shares strategies to boost your financial decisions. Read his latest blog.
• Grow Your Wealth: Book a call with DBD Investment Bank.

Going Beyond the Deal is an original podcast brought to you by J. Michael Fischer Jr. Production and editing by Podcast Your Brand.