
Drunks, Foxholes and Business
Many entrepreneurs dream of passing down their business. But if it’s burning you out — your kids won’t want it. Discover how to turn your business into a valuable asset they’d be proud to own

Many entrepreneurs dream of passing down their business. But if it’s burning you out — your kids won’t want it. Discover how to turn your business into a valuable asset they’d be proud to own

If you had the same amount of cash in the bank as your business is worth — would you buy it again?
If not, why are you still giving it your time, energy, and life?

You don’t need more features.
You need more freedom.
As Robert Skrob pointed out in an email he sent out this morning…
What clients really buy — and what founders really want —
Is transformation.
Here’s what that looks like in your business…
And how to make it happen before Q4 ends.

The mall was dead today.
First day of school — but no parents, no buzz, no business.
Why?
The parking fees went up.
Now everyone’s gone.
One tiny short-term decision is destroying long-term value.
Are you doing the same in your business?.

Most founders overcomplicate their business and chase low-value customers. Discover how to simplify, systemize, and scale your business for profit, positioning, and exit — even if you’re stuck in the grind today

“Just pick a dress!”
That’s me this morning — negotiating like a hostage negotiator with a 4-year-old who couldn’t decide what to wear.
What would have worked much better? A uniform. A hard system (which she will be required to wear starting next week Tuesday).
And that’s when it hit me —
Most founders don’t have uniforms in their business.
They’ve got chaos, decisions, firefighting… every single day.
Here’s the wake-up call (and the solution)

“Why are you grabbing their shoes?”
My wife wasn’t wrong — and her comment hit harder than I expected.
Because I’ve seen too many business owners make the exact same mistake — and stay stuck for years because of it.
Read on and see if this common life and business killer looks familiar and what you can do about it.

“I didn’t want the business. I just wanted my dad.”
A reader sent me that after my last post — and it remined me of the song Cat in the Cradle.
His father built a profitable company from nothing.
But it took everything from him.
Time. Health. Connection. Life.
When he finally offered it to his son —
the answer was no.
Not because the business didn’t make money.
But because no one else could survive it.
Founders, if you’re building something no one wants to inherit…
Maybe it’s time to change what you’re building

He built it for his son.
His son didn’t want it.
And now the business is gone.
Founders — your legacy only matters if someone actually wants it.
Let me show you how to make sure it’s worth passing on — or selling for millions.

I haven’t trimmed my beard in two weeks.
Not because I’m lazy.
Because the only guy I trust is out of town — and I’d rather look like a werewolf than let the wrong hands touch my face.
That’s loyalty.
And if your business doesn’t have customers who feel that way about you — you’re leaving a goldmine untapped.
Let me tell you why the best clients are the “wolfmen”…
(And why you never, ever let them go.)

I saw a restaurant commit business suicide.
I watched a project lose its sponsor and still gain value.
And I spent 7 weeks away — not because I’m rich.
But because I built for control.
Most entrepreneurs build themselves a cage.
Q4 is about unlocking the door — and stepping into open roads and open skies.
If you want real control over your time, money, and relationships…
Stay tuned.

What if the client you’re afraid to lose… is actually the one suffocating your business?
I’ve fired clients before.
Some readers hated me for saying that.
Some unsubscribed.
But what happened next was a lesson in revenue, sanity, and scaling.
Blindly believing that the “client is always right” can be a recipe for killing your business margins and your family life.

The Boss You Should’ve Fired 6 Months Ago
Your client doesn’t pay your salary — so why are they treating you like an employee?
Here’s how one midnight meltdown showed me exactly who needed to go — and what happened when I pulled the trigger

The Boss You Should’ve Fired 6 Months Ago
What do you do when your CEO storms out, ghosts the board, and then casually shows back up expecting his job back?
Let me tell you what one founder did — and how it cost him everything

They cut $150K in “non-essentials”…
Then lost $5.2M in company value.
When margin obsession becomes value destruction — here’s the mistake they made, and how to avoid it.

Save $0.30. Lose $5.00.
That’s what one founder did — and it cost him millions.
The “smart” tax deduction that killed his valuation — and how to avoid the same trap

People paid this business to work for free.
And they loved every minute of it.
I didn’t meet the owners.
Because they didn’t need to be there.
Let me tell you what I saw — and why this seasonal farm is far more valuable than it looks

Last night I kept waking up sweating.
And no, it wasn’t stress — it was a plastic mattress cover in 15°C weather.
But it reminded me of the kind of nights I used to have…
When my business was the thing keeping me awake.

11 years married.
7 weeks traveling with my family.
And a virus that knocked me down hard yesterday.
No, I don’t have a complete “hands-off” business yet.
But I do already have control over how I spend my time.
Here’s what that really looks like — and why it matters more than ever.

While some business owners are stuck answering emails on vacation, my friend flipped a house in Greece and walked away with €150K.
All because his business gave him something most owners don’t have: Full Ability to Spend His Time as he Wishes.
Here’s how you get it too.

He went in for a routine surgery.
The doctor made a mistake.
Now the business is dead…
And the family has nothing.
This is why you build something that can outlive you.
Read the full story — and ask yourself one hard question.

The moment a restaurant stops treating you like a guest — and starts treating you like a transaction — they’ve already lost.
This week in Greece, I watched one of my old favourites collapse into mediocrity.
The reason? A slice of watermelon.

Most businesses chase transactions.
Smart ones? They build cult followings.
I just watched a beachside restaurant out-earn, outlast, and out-love its competition — without slashing prices or begging for tips.
Here’s what they really sell… and what your business could be missing.

One seafood restaurant in Greece raised prices — and still packed every table.
The others? Empty chairs and desperate staff.
Here’s the small decision that made the difference — and how it applies to your business today.

He had 18 staff, $4M in revenue, and not enough cash to pay himself right.
The problem wasn’t growth.
It was margin starvation — and it nearly sank him.
Find out what we did (and what most owners avoid until it’s too late).

“I think we’re selling to the wrong people…”
That’s what Mark told me over coffee.
He was burned out, buried in support tickets, and wondering why all the growth efforts were going nowhere.
He didn’t need a new product.
He just needed to fire the wrong clients.
Here’s what happened next.

What if your most profitable move was firing your biggest client?
That’s what Rebecca discovered.
One client was draining her energy, hijacking her time, demanding discounts, and blaming her for everything.
She was terrified to cut the cord.
45 days later?
– 3 new clients
– Higher profit margins
– More energy
– And peace she hadn’t felt in years
Sometimes subtraction is the real multiplier.

A beachside restaurant went to war with the club next door.
They got what they wanted… but lost everything in the process.
A cautionary tale about envy, strategy, and why scarcity thinking kills.

What if the reason you’re burned out isn’t your workload — but your customer base?
Sam thought he wanted to sell.
What he really needed was a better client mix.
Read what happened when we changed just one thing

Is your business bleeding — but no one will tell you?
Referrals down? Customers ghosting? Team afraid to speak up?
This isn’t about “improvements.”
It’s about brutal truths.
And whether you’ve built a real business — or just a house of silence.

Spend more time with family. Earn more while working less. Fire bad clients. Buy back your time.”
You’ve heard all the promises.
You’ve probably even paid for them.
But if they’re so common, why do so few actually live them?
This one’s for the business owner who knows the script… but hasn’t seen the ending.
Let’s find out why. And fix it.

You’re up late. You’re up early. And even when you’re out, you’re still “in.”
The phone buzzes. The inbox explodes. Your team can’t breathe without your approval.
It’s not just stress.
It’s business-induced sleep deprivation.
You built this company for freedom — so why does it feel like a trap?
Especially if you’re pushing 7 figures and feeling stuck in the grind..

You ever been stuck in the mud?
I mean really stuck—wheels spinning, engine revving, mud flying everywhere… and going nowhere.
That was me at a Boston concert in ’86.
It’s also most business owners I meet today.
They’re busy. Covered in stress.
But progress? Zero.
This post isn’t about music or mud.
It’s about the silent killer of your business valuation—and how to spot it before it buries you.

You gave it everything.
Time. Energy. Sacrifice.
And now, just when you thought you’d step back…
The wind hits harder.
The exit you imagined feels further away.
This one’s for the business owners still sprinting through the storm — not because they want to, but because they have to.
If the finish line feels like it keeps moving…
It might be that you’re just running the wrong way …. against the wind.

What does your business do when you leave the building?
Many owners dream of a real vacation—one without guilt, panic, or inbox chaos.
But too many can’t step away without something breaking.
They’re not weak. They’ve just built the business wrong.
If your holidays feel more like landmines than getaways…
You’re not alone.
But you can fix it.
Here’s a 60-second gut check worth taking

“I want to finally step away from the day-to-day… and still have the business grow.”
It’s the dream.
But most owners build a business that does the exact opposite.
One that can’t grow without them.
One that dies the second they step back.
The business you’re building right now —
Will it run without you?
Or does it trap you?
Take 60 seconds to find out.

An investor asked for 36 months of revenue.
Simple request.
What he got?
Confusion.
Contradictions.
Spreadsheet gymnastics worthy of Cirque du Soleil.
He didn’t have time to play detective.
So he moved on.
And the seller — after years of sweat and sacrifice — walked away with a lowball offer.
Why?
Because confusion kills deals.
And risk? It gets priced in.

It’s every founder’s dream:
More leads.
More sales.
More growth.
Until it becomes a nightmare.
Deadlines slip.
Customers walk.
Your team burns out — or you do.
The truth is, more business doesn’t always mean a better business.
If your systems, structure, and team can’t absorb the wave — it will drown you.
Here’s how to know if your business is built to scale… or barely treading water
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