The question nobody asks themselves

When is enough enough?

We're wired to keep pushing.

There's always another milestone. Another revenue target. Another multiple of where you are now.

The goalpost keeps moving because that's what goalposts do.

A hundred thousand a year becomes two hundred. Two hundred becomes five hundred. Five hundred becomes a million. And then you look up and realize you've been chasing numbers for a decade without ever asking why.

I was making somewhere in the $20K-$30K per month range in take-home profit for a while.

Then I made some moves, some things clicked, and suddenly it jumped. $45K.

Then $50K. Then $60K. Then $70K, $80K, $100K.

I crossed the million-dollar mark in annual take-home (after tax)

I looked at the next plateau - $10M in annual take-home - and I thought:

"Am I going to do that now?"

I know people at that level. I've talked to them. They all tell me the same thing: the climb from $100K-$300K per year to $1-2M per year is brutal. The climb from $1-2M to $5-10M? Still a lot of work, but different. More leveraged.

I could make that climb.

But I'd have to choose it deliberately. And for the first time in my life, I asked myself: why?

If I make more money than I'm making now, who cares?

My wife doesn't. She's happy. Our life is comfortable. More money wouldn't change anything meaningful for her.

My mother doesn't care. My extended family doesn't care. My friends don't care.

My daughter definitely doesn't care. She's too young to understand money anyway.

The only person who cares if I make more is me.

And when I sat with that - really sat with it - I had to ask myself: why do I care?

Is it because more money will improve my life? Not really. We spend less than 10% of what I make. We live in a nice house. We travel comfortably. We don't want for anything.

Is it because more money will help the people I love? Not meaningfully. I've already set aside enough for my daughter. I already support the people who need support.

So why? Why keep pushing?

The honest answer: ego.

The sense that I should be doing more, achieving more, proving more.

The feeling that resting means failing.

I'm not saying ambition is bad. I'm not saying you should stop pushing.

What I'm saying is: be honest with yourself about why you're pushing.

If you're building toward something specific - a number that means freedom, a goal that unlocks options you don't currently have - then push. Push hard. Pay the price. It's worth it.

But if you've already reached a level where your life is genuinely good, and you're pushing for more just because more is available... maybe pause. Maybe ask what you're chasing.

I know too many agency owners who optimized for revenue their whole careers, finally hit their number, and then realized they'd missed their kids growing up. They'd missed the years when their bodies worked well. They'd missed the window for certain experiences.

The money was there. The life wasn't.

I'm still building.

I'm still growing Agency Acquisitions and my agencies.

But the order has changed.

It used to be: business, family, health.

Now it's: family, health, business.

That reordering might cost me money.

I might grow slower than I would if I went all-in. I might leave some upside on the table.

But when I imagine my daughter at 18, looking back on her childhood, I want her to remember a dad who was there. Not a dad who was always working on something. Not a dad who prioritized his business over his family.

That matters more to me than any number.

I'll leave you with some questions that helped me get clear on this.

If someone offered to buy your business tomorrow for a fair price, would you feel relieved or disappointed?

What would you do with your days if money were completely handled? How different is that from how you're spending them now?

Who benefits if you make more money than you currently make? Is it people you care about, or is it just you?

What does "enough" look like? Not eventually. Right now. What number or lifestyle or situation would make you feel like you'd won?

These aren't easy questions. They might not have clean answers. But asking them - really sitting with them - might save you from spending years climbing a mountain you didn't actually want to reach.

Nick