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Contrarian Thinking

Deal Reps & Muscle Memory

July 9, 2026
5 min read

Ask any experienced buyer in our Academy how many deals they looked at before finding the one.

The answer is almost always the same.

"Probably a couple hundred."

Not 10.

Not 50.

Over a hundred.

The first time you hear that, it sounds like a warning…

Like maybe this whole "business buying thing" is harder than you thought it would be.

But here's the truth: that big, scary number is just your admission ticket.

See, a lot of people think the entire goal is to find a business in their price-range.

(It’s not.)

So they only look at the sell price, ignoring all the dirty details behind the actual business.

Weeks go by, and they finally see something they can afford. But when they get into the nitty-gritty, everything falls apart.

Because you can't wish your way into dealmaking fluency. You have to do the reps first.

And it's not just deals.

Expertise in any complex skill comes from shots on goal.

If you never actually shoot, what are the chances your first try is going to be a slam dunk?

You have to start by doing the thing badly, then less badly, then better, then well. Until the pattern recognition becomes automatic.

Don’t believe me?

We’ve got the research to prove it.

Build Your Deal Muscles (With Science!)

In 1993, psychologist K. Anders Ericsson published what would eventually become one of the most influential studies in performance science.

He wanted to know what separated elite performers from everyone else. Was it talent? Natural ability? Some innate gift?

What he found was far less romantic, but 100% more useful. Expert performance, his research showed, was predominantly the result of prolonged, deliberate effort.

You know how Steph Curry basically never misses a shot?

That's not an innate gift. He worked his frickin' butt off to be able to do that.

You just know he spent countless hours practicing in the scorching heat, the pouring rain, and the wee hours of the morning.

In other words: the experts aren’t great because they were born different. They just got their reps in.

The reps built the recognition.

This is exactly what happens in dealmaking. Your 1,000th deal won't feel like your 1st.

You'll see the red flags faster, read the financials differently, and know pretty quickly whether a business is worth your time.

That's not talent.

It's Deal Reps.

(Patent pending.)

Every rep teaches you something the last one didn't.

Pitfalls become obvious, seller behavior becomes readable, and you become fluent in broker language.

The goal isn't to magically find the perfect deal in a haystack of P&L’s on your first try.

The goal is to accumulate enough reps that you can recognize the good deals from bad deals quickly and efficiently.

Less sexy?

Sure.

But way more profitable.

Meet Jesus: 30 Buyers, One Advantage

Let's take a look at Jesus, one of our Contrarian Academy members.

In 2025, he closed a 7-figure deal. But that wasn't his first. Not by a long shot.

In fact, he’d already signed over 200 NDA’s.

For one, he was in a competitive process with 30 buyers.

And while his offer wasn't the highest, he had something even more important: the broker's trust. Not because of his balance sheet, but because of how he showed up.

So he closed the deal, right?

Bing, bam, boom?

Not quite. He didn't win that deal.

But he walked away with a relationship, and the hard-won knowledge of a failed deal.

(Those reps count double.)

Later, that same broker, the one who trusted him, called him before sending a new listing to market.

But here's the part that matters most: Jesus could move fast because of the reps he'd already put in.

He didn't need weeks to deliberate, because he recognized the deal immediately.

All thanks to his Deal Reps.

That's how Deal Reps work.

If you want to learn exactly how Jesus found, financed, and closed this deal...

Check out our FREE acquisition bootcamp on July 18th.

Click below to save your seat:

READY FOR YOUR FIRST REP? (We'll spot you)

Now, not everyone has the ability to spend all day pumping the business iron.

And while there’s no such thing as deal steroids, there IS a way to compress your rep timeline that most people underestimate.

Community: The Rep-Compression Hack

Watching someone else evaluate 50 deals teaches you things that would have taken you 200 deals to learn on your own.

Every question someone asks in a Slack channel, every deal they walk away from, every close they share is a rep that lands in your library, even though you didn't have to live it yourself.

Anna knows this well.

She's a Marine Corps veteran, former startup CSO, and MBA holder.

When she joined the Contrarian Academy, she already had real business experience, but she was honest about what she didn't know.

When Anna started her search, she thought small.

A laundromat, or a car wash.

Then another member in the community said something that shifted her perspective:

One sentence from a fellow member is all it took for her to go from thinking about a $200K car wash to closing a $1.5M acquisition of a plumbing and HVAC company, its sister wholesale business, and the real estate underneath both.

Two years later, she's growing revenue roughly 40% year over year.

Now, there's a pattern we see across every buyer who gets to the finish line. They didn't get lucky and they didn't work "smarter," they just refused to stop looking.

And they found ways to compress the timeline.

Through community, putting in reps on deals they'd never close, and by treating every "no" as data rather than defeat.

The Contrarian Academy exists partly for this reason.

Not just to give you the framework, but to put you in a room where reps are happening constantly.

It's a place where someone is always evaluating a deal, walking away from something, or closing on the one they've been building toward for 8 months.

And if you want a taste, our free acquisition webinar is the best place to start.

Click HERE to sign up.

(It’s FREE.)

The Rep Tracker

Time for some radical honesty.

  • How many deals have you evaluated in the last 90 days? 0 to 5: you're in information mode — that's fine as a start. 6 to 20: you're moving, pattern recognition starts here. 20+: you're building real fluency. Ask yourself what deal 20 taught you that deal 1 didn't.
  • Can you spot a red flag in a CIM within 10 minutes? If not, that's a rep problem, not an intelligence problem.
  • Have you walked away from or lost at least 10 deals? Walking away is a rep. Losing a deal is a rep. Every no gets you closer to yes.
  • Do deals that looked similar 6 months ago now look different to you? That's your pattern recognition developing.
  • What's your next rep? Not your next close — your next evaluation. The deal you open tomorrow morning, look at seriously, and learn something from. Name it. Now go do it.
The Closing Thought

Nobody becomes a great dealmaker by reading about deal strategies.

You have to study ACTUAL deals.

Buffett has said the way he got good at evaluating businesses was by looking at thousands of them.

Not hundreds. Thousands.

Year after year, company after company.

Building a mental library so deep that pattern recognition became almost automatic.

You may not be Buffett, but the mechanism is the same.

You can't find a good deal if you don't know in your bones what one looks like.

See you on Main Street.

The Contrarian Thinking Team

The information contained here is educational, may not be typical, and does not guarantee returns. Background, education, effort, and application will affect your experience and the profitability of any business. Individual results may vary.

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