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The Earn-Out: A Love Story

Know what you’re keeping before you decide what to sell.
April 29, 2026 by
The Dentrepreneur™


You signed the papers. You did the math.

Base salary. Earn-out bonuses. Equity rollover. Performance kickers.

You ran the numbers seventeen times. $500K. Maybe $2 million over three years if you hit your targets.

Rich. Finally. Actually rich.

You told yourself:

  • My staff will stay. They love me.

  • I’ll hit every target. I always do.

  • This is going to be great. I just have to show up.

Then month two happened.

The Formulary

They emailed a PDF. Twelve pages. Single spaced.

The composite you’ve used for 14 years? Not on the list. The handpiece you swear by? Not on the list. The gloves your hygienist needs because of her latex sensitivity?

Check with regional procurement.

The Grandmother

Her name is Linda.

Twelve years at your front desk. Knows every patient by name. Sends birthday cards. Cried when Mrs. Patterson’s husband passed.

Corporate called.

Linda’s health insurance costs are flagged as above threshold.

“We need to talk about optimizing your staffing model.”

You stared at the phone for a long time.

The Review

Quarter two. A man walks in.

Twenty-six. Fleece vest. No sleeves. Patchy mustache. He’s trying — you can tell he’s trying.

He opens a laptop.

“Production is slightly under benchmark. We’re seeing an opportunity to increase crown and root canal volume.”

You’ve been a dentist for 22 years. You built this practice from nothing. You are looking at a man who has never held a drill tell you to do more root canals.

You smile.

Because what else do you do.

The Lie

The earn-out isn’t the money.

The earn-out is the belief that you’ll be fine. That you’ll adapt. That the control you gave up was just a thing, not the thing.

Spoiler: it was the thing.

Nobody publishes the number of dentists who walk away early. DSOs aren’t sharing it. Private equity isn’t either. But ask around your study club — ask anyone three years post-sale who’s still showing up — and the answer comes quickly.

If you’re running the numbers right now — if you’ve done it seventeen times and they keep coming out right — just know: the math is real. The math is also not the whole thing.

Some leave real money on the table. Because no bonus check fixes Linda crying in the break room. Or the formulary PDF. Or the fleece vest guy.

The fleece vest guy is still there.

Linda isn’t.

It doesn’t have to go this way.

Before you sign, ask three questions the bankers won’t ask for you:

  • What happens to Linda?

  • What happens to my formulary?

  • What happens if I hate it?

Get the answers in writing.

The deal can be good. The exit can be everything you worked for.

But the earn-out is never just math.

Know what you’re keeping before you decide what to sell.

A note from the author:

I joined the board of a DSO made up of like-minded people who actually believe Linda has a seat at the table. No fleece vests. Just a group of people spreading a different vision for what this industry can be.

I’m proud to be part of it. And I sleep better knowing that voice exists in the room.

— Dr. Chris Lugo, The Dentrepreneur

The AI Dentist Who Doesn't Exist
Why I use AI.  Every day.