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.

Timestamped Highlights

[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

Mentioned Resources


Important Links


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

Podden och tillhörande omslagsbild på den här sidan tillhör J. Michael Fischer Jr | DBD Investment Bank. Innehållet i podden är skapat av J. Michael Fischer Jr | DBD Investment Bank och inte av, eller tillsammans med, Poddtoppen.