Monday, August 10, 2026

What I Wish I Knew Then About Exiting My Business

Built to Sell: A Roadmap for Middle Market Owners  - A Note from Dave Mead — Mead Consulting Group

[Editor’s Note: After more than 35 years advising middle market owners through some of the most important decisions of their lives, I have sat across the table from hundreds of sellers. I have watched transactions close beautifully — and I have watched them fall apart. I have seen owners walk away with generational wealth and others leave millions on the table through no fault but timing and preparation. What separates them is rarely luck. It is almost always what they did — or didn't do — in the years before the process began. -dpm]

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I Wish I Had Known How Early "Early" Really Is

Every owner I have ever worked with believed they had more time than they did. The strategies that genuinely move the needle on value — tax structures, financial cleanup, owner dependency reduction, customer diversification — all require runway. Not weeks. Years. The owners who started three or more years out executed them fully. The ones who started six months out executed almost none of them.

If I could go back and give one piece of advice to every owner I have worked with, it would be this: the moment you begin to think seriously about selling — even casually, even abstractly — is the moment to pick up the phone. Not because the sale is imminent. Because the preparation is.

I Wish I Had Known That the Sale Price Is Not the Number That Matters

For most of my career I watched owners fixate on the headline number — the enterprise value, the multiple, the top-line figure that gets announced at the closing dinner. What they often didn't focus on until it was too late was what they actually kept. Federal and state taxes, deal structure, the working capital peg, escrow holdbacks, earnout risk — by the time all of it is accounted for, the distance between gross proceeds and net proceeds can be staggering.

The owners who fared best were the ones who engaged a transaction tax advisor early — not their regular CPA, but a specialist who lives in this space — and built a structure designed to protect what they had earned. That work cannot happen at closing. It has to happen years before it.

I Wish I Had Known How Personal It Would Feel

A business sale looks like a financial transaction on paper. In practice, it is one of the most emotionally charged events an owner will ever navigate. The business you built is not just an asset — it is your identity, your daily structure, your professional relationships, and often your deepest sense of purpose. When it transfers to someone else, the absence of all of that can hit in ways that the wire transfer does not fill.

I have seen owners who were fully prepared financially arrive at the other side of a transaction completely unprepared for what came next. The ones who navigated it best had thought carefully — before the deal closed — about what the next chapter would look like. They had a plan for their time, their energy, and their identity that did not depend on the business they had just sold.

I Wish I Had Known to Trust the Process — and the Team

There is a moment in nearly every transaction where the seller wants to take control — to reach out to the buyer directly, to short-circuit the banker's process, to make a handshake deal that feels cleaner than the formal one. I understand the impulse. I have also watched it cost sellers dearly.

The structured, competitive process your investment banker runs exists for one reason: to maximize your outcome. Every shortcut around it reduces competitive tension and hands leverage to the buyer. The right team, running the right process, with the seller focused on keeping the business performing — that combination produces the best results. Every time.

The Conversation I Wish More Owners Had Sooner

The owners I have seen thrive — financially, emotionally, and in the chapter that followed — shared one thing in common. They started the conversation early. Not when the pressure was on, not when health or circumstance forced their hand, but when they still had time to do the work properly.

If any part of this series resonates with you, that conversation is the right next step. It costs nothing and changes everything.

Contact Dave Mead at (303) 660-8135 or meaddp@meadconsultinggroup.com. The conversation is free. The cost of waiting is not.

 

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