Ben Sampson Headshot

Hey, I'm Ben!

I build, buy, and invest in businesses.

I've had 2 successful exits. Way more failures.

I send one action packed email a week called a 1x1x1 covering crazy cool businesses I spot, updates on what we're building and buying, and lessons from the journey of an entrepreneur.  

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I send one action packed email a week called a 1x1x1 covering crazy cool businesses I spot, updates on what we're building and buying, and lessons from the journey of an entrepreneur.

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The Deal Team Assembleth - Ben's 1x1x1 - August 8, 2025 🚀

For those of you that are new here, every week I send what I call a 1x1x1.
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One thought from my week.
One interesting find/tool from my week.
One image from my life.

Let's dive in 👇

Thought from the week

After selling WeHero and The Impact Job, I did the logical next thing: I jumped to the other side of the table.

The buyer’s table.

The table with spreadsheets, lawyers, and a sudden urge to understand what the heck “adjusted EBITDA” actually means.

Now, buying a business sounds fun in theory.

You imagine sipping coffee, scrolling through listings like it’s Zillow for cash flow.

“Oooh this one has recurring revenue and a grumpy founder!”

Swipe right.

But let me tell you: finding the right business?

It’s a full-time job.

A full-time job that doesn’t pay you… yet.

And getting a deal across the finish line?

That’s where the real chaos begins.

It’s like planning a wedding, except instead of flowers and speeches, it’s audits, due diligence checklists, and a mysterious document called a “Purchase Agreement” that could double as a medieval scroll.

Which brings me to the real MVPs of this whole journey:

The Deal Team.

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Lawyers, auditors, bankers, advisors…

It’s like Ocean’s Eleven, but instead of robbing a casino, you’re trying to buy a 30-year-old HVAC business in Boise.

I honestly don’t think our WeHero deal would’ve closed without the rockstar team we had.

And definitely not without Andy my business partner at quarterback, calling audibles like “Cut clause 7B!” and “Do we really need a reps and warranties rider for inventory under $5k?”

Now that I’m back in the arena, the first thing I did?

Started calling the band back together.

Same drummer (CPA), same lead guitarist (M&A attorney), and interviewing new band members as well.

Because here’s the thing nobody tells you:

Buying a business is 50% picking the right deal, and 50% not getting your face ripped off during closing.

Having a crew you trust is how you lower risk, move fast, and maybe, just maybe, sleep at night.

(That last part is mostly a lie, but we pretend.)

Interesting find/tool of the week

Been knee-deep in the glamorous world of… converting PDFs to Excel.

Yes, dreams do come true.

I’m taking financial statements (AKA 47-page PDF monstrosities written in accountant hieroglyphics) and trying to turn them into spreadsheets that don’t make me cry.

It’s a slow, painful process. Like doing surgery with oven mitts.

BUT credit where credit’s due, Adobe actually has a pretty slick tool for this.​

To them, I say:

Thank you.

You saved me approximately 4.3 years of my life and at least two rage-flips of my laptop.

Image from my life

I love, love. Was honored to get to be the officiant for my sister-in-law’s wedding.

See you all next week!