Why I Thought I Could Do It All Myself (Spoiler: I Couldn’t)
You ever have one of those “I got this!” moments? Yeah… me too. About three years ago, I decided it was time to start thinking about selling my business. I’d spent the better part of 15 years building it from scratch—blood, sweat, caffeine-fueled nights, the whole nine yards.
But when it came time to figure out how to actually get out? I did what any stubborn, prideful business owner would do. I googled “how to sell a business” and thought, “Pffft, how hard could it be?”
Turns out? Really hard.
I wasn’t just selling some old fishing boat on Craigslist; I was trying to cash out of my life’s work. And buddy, there’s no “Buy It Now” button for that.
Enter: The Exit Planning Consultant (AKA My Business-Saving Fairy Godmother)
After a few months of spinning my wheels (and nearly accepting an offer that would’ve made teenage me cry into his Ramen noodles), a buddy of mine—a guy who had sold his company for more than I ever thought possible—pulled me aside and said, “Man, you need an exit planning consultant.”
At first, I thought he was joking. Like, who needs someone to help them leave? Isn’t exiting just… walking away?
Oh, sweet summer child.
An exit planning consultant is not just someone who tells you “Good job, champ, time to hang up your boots.” They’re like the combination of a financial wizard, business strategist, therapist, and street-smart negotiator all rolled into one.
I called up a few firms, talked to some suits who felt about as authentic as a $3 bill, and finally—finally—found a consultant who spoke my language. Not in buzzwords. Not in “synergistic monetization of asset liquidity.”
He said, “Look, you built a badass business. Let’s make sure you don’t get screwed when it’s time to move on.”
Sold.
What an Exit Planning Consultant Actually Does (That You Probably Can’t)
Here’s what I learned (the hard way):
- They value your business properly. Not based on what you “feel” it’s worth (because spoiler alert: feelings don’t pay the bills).
- They clean up your books. I thought my QuickBooks file was “good enough.” It was not.
- They spot potential deal-killers. That one handshake deal I made with a supplier five years ago? Yeah, that almost tanked a seven-figure sale.
- They build a game plan. Not just “sell to the highest bidder,” but “position your company to attract the right kind of buyers.” There’s a difference, trust me.
- They coach you. Selling is emotional. Letting go is brutal. They keep you from making a dumb decision when your heart gets in the way.
It’s not like they just hand you a “Congratulations, You’re Rich!” card. It’s a process. A gritty, sometimes gut-wrenching, deeply strategic process.
The Moment I Knew I Made the Right Call
Picture this: I’m sitting across from a potential buyer, sweaty palms and all, trying to smile while they’re picking apart everything wrong with my business like it’s some used car they found a dent in.
Instead of stammering like an amateur, I had my consultant next to me, calm as a sunrise on a Kentucky morning, flipping through a binder (yes, a binder) of financials, growth projections, and clean-as-a-whistle contracts.
“Actually,” he said, sliding a page across the table, “what you’re referring to was addressed last year, and here’s the documentation.”
Buyer leaned back, nodded, and said, “Okay.”
Okay! That was the moment. That was the difference between looking desperate and looking like a guy who knew his business was worth every penny.
Lessons Learned: Why You Shouldn’t Wing It
Look, I’m a prideful guy. I built my empire (okay, maybe a “small kingdom”) with grit, guts, and Google searches. But exiting? That needed a different kind of expertise.
If you’re even thinking about selling your business someday, get an exit planning consultant in your corner.
You’ll:
- Sleep better at night.
- Avoid getting lowballed.
- Actually enjoy the exit, instead of regretting it.
- Walk away with a fat check—and your dignity intact.
Because trust me—when you sell your business, you’re not just selling a building and a brand name. You’re selling your story. And that story deserves a proper final chapter.
Key Takeaways: What to Remember When Hiring an Exit Planning Consultant
- Start Early. The best exits are planned years in advance.
- Interview Several. Don’t hire the first consultant you meet unless they “get you” instantly.
- Ask About Their Process. You want someone with a playbook, not someone “winging it.”
- Understand the Cost. Good consultants aren’t cheap—but the return on investment can be insane.
- Trust Your Gut. If they sound like a used car salesman, keep walking.
Final Thoughts: Don’t Be a Hero (Be Smart Instead)
There’s honor in building a business. But there’s wisdom in knowing when to call in help.
I walked away from my business sale not just with a check that made my knees a little weak—but with a sense of pride. I didn’t “luck” into it. I didn’t “wing” it. I built the damn thing, then I exited like a pro.
And it all started with swallowing my pride and hiring the right exit planning consultant.
If you’re sitting there wondering whether you need one? You probably do.
And your future self—sitting on a beach somewhere, sipping something cold and fruity—will thank you. ️