Welcome back to the Mid Market Insider!

Today, I’m breaking down why waiting for the “perfect time” to sell your business is one of the biggest mistakes owners make—and how it often leads to missed opportunities and lost value.

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:

I’ve had the same conversation dozens of times.

Where a business owner sits across from me and says:

“Nick, I don’t feel ready to exit my business yet. I think I should wait one more year. Just to clean a few things up.”

But what always happens is, one year turns into two…

Two turns into five…

Then suddenly the market shifts… or a key customer leaves… or the owner burns out.

And they’ve completely missed their window.

Here’s the problem:

Most business owners believe there’s a perfect time to sell.

There isn’t.

In fact, waiting for that perfect time is one of the biggest reasons owners miss their exit entirely.

So I’ve recorded a short video for you, explaining how to know if your business is actually ready to sell. (Spoilers – it has almost nothing to do with your revenue, or market timing.)

In this video, I cover:

  • Are you truly ready to sell... or do you just think you are? This simple 14 word question reveals the hidden truth.

  • The "depressing" realization which can actually multiply the value of your business

  • A subtle (yet dangerous) mindset shift which most business owners go through -- and why it makes selling the responsible thing to do.

And by the way…

This is exactly what I help owners think through before they ever talk to buyers.

That’s all for today’s newsletter! Thanks for reading!

📅 Next Week:

In next week’s edition, I’ll break down why the price you agree to isn’t always the price you actually get—and how deal structure can quietly change everything at the last minute.

And what you need to understand about how buyers think, so you don’t get blindsided right before closing.

Keep building,
Nick

In Case You Missed It: Must-Watch Video

How to Know If Your Business Is Truly Ready to Sell

Click the link below and check it out:

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