Welcome back to the Mid Market Insider!
Today, I’m breaking down the hidden risks that quietly destroy value during a business sale—and why many owners lose millions without realizing the deal was slipping away in the first place.
Thinking About Selling Your Business?
I’ve spent nearly 20 years buying, growing, and evaluating companies.
If you’re considering a sale or just want to understand more about my role and what we do, feel free to grab 30min on my calendar below:
Let me tell you a quick story:
Back in 1986, NASA had completed 24 successful shuttle missions. The US space program was now seen as reliable, routine, and almost boring.
To try to spice things up and revive public interest, NASA decided to put a teacher in space.
Tragically, there were hidden technical issues with the space shuttle… And Challenger exploded after lift-off (with millions of schoolchildren watching).
But what does this have to do with exiting your business?
Well, most business owners think the biggest risk when exiting their company is not finding a buyer.
But that’s not the real risk.
The real risk is far more dangerous – because it’s hidden.
It’s believing you’re winning the deal… While millions quietly leak out through valuation cuts and deal re-structuring, thanks to mistakes you didn’t even realize you were making.
I’ve watched owners “sell” their business on paper – only to lose seven figures before they even saw the purchase agreement.
Why?
Because they didn’t understand how buyers actually think.
Which is why in this short YouTube video, I break down:
The silent mistakes that drain the value of your business
Why seemingly “great” deals will often quietly get worse during diligence
And how the owners of strong companies leave millions on the table without realizing it
I’ve been helping owners exit their businesses for almost 20 years. And I own a PE firm with 10 successful acquisitions. I know this process inside and out – from both sides of the table.
Which means you can rest assured this video has no fluff, or untested theories…
And if you’re a business owner doing $5M+ in revenue and an exit is even a possibility in the next few years, this is well worth your time.
That’s all for today’s newsletter! Thanks for reading!
📅 Next Week:
In next week’s edition, I’ll break down why so many businesses quietly fail to sell—even when they appear profitable, stable, and attractive on the surface.
And how small, overlooked red flags can instantly change the way buyers perceive your business without you ever realizing it.
Keep building,
Nick
In Case You Missed It: Must-Watch Video
How to Sell Your Business Without Leaving Millions on the Table
Click the link below and check it out:

