Why Successful Business Owners Pay Themselves First (Not Last)

What’s Keeping Your Business (and You) Broke

You just landed a big contract. The deposit hits your account. Your first thought?

"I should probably pay that supplier invoice."

"The rent is due next week."

"Maybe I should finally upgrade that software."

Somewhere, buried deep at the bottom of that mental list, is paying yourself.

Here's what makes this fascinating: you wouldn't dream of telling your employees to wait for their paycheques until after all the bills are paid. You'd never suggest your contractor work for free this month because cash is tight. But when it comes to paying the person who built this whole operation, it suddenly feels selfish.

The truth is, your brain is wired to work against you when it comes to profit. Let's talk about why that happens, and more importantly, how to fix it.

The Entrepreneur's Guilt Complex

When you transfer money from your business account to your personal account, does it feel a bit like stealing?

If the answer is “yes,” you're not alone. Most entrepreneurs we work with describe the same feeling. That nagging voice that says, "The business needs this money more than I do."

This guilt comes from a deeply embedded belief about what it means to be a "good" business owner. You've been taught that sacrifice equals dedication. That real entrepreneurs reinvest everything back into growth. That paying yourself too much somehow makes you greedy or short-sighted.

But here's the reality: you started this business to create freedom, not to fund an expensive hobby that pays everyone except you.

And that starts with the owner actually getting paid.


Two Accounts You’re Not Paying into (and Should Be!)

When we help business owners set up profitable financial systems, there are four main accounts that we worry about (there are more, but that’s getting into the weeds. The full system and everything you need to do it is all included in the Fast Track to Sustainable Profits program!) 

These four accounts are: 

  • Operating and expenses

  • Taxes

  • Owner’s compensation

  • Profit

The order here is deliberate, because this is how many owners prioritize these accounts. The business expenses take up 80%, the taxes take up 20%, and the other two accounts are the “hope and pray for some extra cash” accounts. The problem is, that extra cash never shows up, and if it does, it tends to get redirected into the first two accounts.


Why "Leftover Money" Never Materialises

There's a formula you've probably been following without realising it:

Revenue - Expenses = Profit

Seems logical, right? Make money, pay your bills, and whatever's left over is yours.

Except here's what actually happens most months: there's never anything left over.

Your expenses magically expand to fill whatever revenue comes in. It's called Parkinson's Law, and it's why a business making $200,000 a year can feel just as broke as one making $80,000.

When profit is the afterthought, your brain treats it as optional. There's always one more thing to buy, one more person to pay, another expense that feels more urgent than compensating yourself.

Think about your last job. Did your former employer pay all the company expenses first and then see if there was anything left for your paycheque?

Of course not.

Your salary came off the top, and then the business figured out how to operate on what remained. Your business should work exactly the same way.


The Fear of Not Having Enough

"But Jessica, if I take money out for profit and owner's pay, what if I don't have enough to cover expenses?"

This is the fear that keeps entrepreneurs trapped in the cycle of working for free.

Here's the psychological twist: when you pay yourself first, something remarkable happens. Your business finds a way to operate on what's left. You become more strategic about spending. You question purchases that used to feel automatic. You negotiate better deals. You find efficiencies you never knew existed.

It's not magic. It's necessity driving innovation.

When profit is already set aside before you even look at expenses, your brain shifts from "how much can I spend?" to "how can I make this work?" That subtle reframing changes everything.


The Identity Crisis of Profitable Entrepreneurs

There's another psychological barrier that doesn't get talked about enough: the identity shift required to become profitable.

Many entrepreneurs build their entire identity around the struggle. You're the person who works harder than anyone else. Who sacrifices for the dream. Who hustles through the tough times.

We get it. We’ve lived it, too. 

But what happens when things actually work? When you start paying yourself well and building profit? For some entrepreneurs, success feels uncomfortable because it challenges their core identity.

"If I'm not struggling, am I still working hard enough?"

"If I'm profitable, will people think I'm charging too much?"

"If my business is finally stable, what's my excuse for not tackling that other goal?"

These internal questions are real, and they're powerful. You have to be willing to let go of the struggling entrepreneur identity to become the profitable entrepreneur. That's harder than it sounds.


How to Rewire Your Brain for Profit

So how do you actually change these deeply ingrained patterns?

The answer isn't willpower. You can't logic your way out of psychological programming. You need a system that works with your brain, not against it.

Start with small, automatic transfers.

The moment revenue hits your account, move 1% to a separate profit account. Before you pay anyone else. Before you think about it. Before the guilt has time to set in.

Why 1%? Because it's small enough that it doesn't trigger your panic response, but significant enough to prove the system works. Once your brain sees that the business keeps running with 1% set aside, it becomes easier to increase to 3%, then 5%, then 10%.

The first step is the hardest (and the best). We’ve created our 30-Day Profit First Quick-Start Challenge to make it easy and super rewarding. We’d love for you to try it out!

Make profit visible and rewarding.

One reason we struggle to prioritise profit is that it feels abstract. But when you see money accumulating in an account labelled "profit," and you know that every quarter you get to transfer it to your personal account to spend on something meaningful? That's concrete. That's motivating.

The psychological shift happens when you watch your profit account grow and realise: "My business is actually working for me now, not the other way around."

Create boundaries between business and personal money.

When everything lives in one account, it all feels like "business money" and taking any of it feels wrong. But when you have separate accounts for profit, owner's pay, taxes, and operating expenses, you give your brain permission to spend what's designated for you.

The money in your owner's pay account? That's your salary. You earned it. Taking it isn't selfish; it's how businesses work.


The Permission You've Been Waiting For

Here's what I tell every entrepreneur who sits across from me feeling guilty about wanting to get paid:

  1. You didn't start your business to work for free. You started it to create freedom, to build something meaningful, and yes, to make money. There's nothing wrong with that.

  2. Paying yourself first isn't greedy. It's sustainable. It's what allows you to keep showing up, keep innovating, and keep serving your clients at the highest level.

  3. The guilt you feel? It's not serving you. It's not making you a better business owner. It's just keeping you stuck.

So here's your permission: pay yourself. Not later. Not when things calm down. Not when you hit some arbitrary revenue goal. Now.

Start with 1% in a profit account. Prove to yourself that it works. Watch your brain start to shift from scarcity to abundance. And then, when you're ready to take it further, we'll be here to help.


Ready to Make This Real?

Understanding why your brain works against profit is one thing. Actually implementing a system that rewires those patterns is where the transformation happens.

Our Fast Track to Sustainable Profits program gives you the complete system, the accountability, and the support to move from barely surviving to consistently profitable. We're launching our next cohort in January 2026, and spaces are limited.

In 12 weeks, you'll have:

  • A profit allocation system that runs automatically every time money comes in

  • Multiple bank accounts set up properly for profit, owner's pay, taxes, and operating expenses

  • The confidence to look at your numbers without that sinking feeling

  • A community of entrepreneurs who understand exactly what you're going through

  • And most importantly, money in your profit account that's actually yours to keep

Your business is already making money. It's time for that money to actually work for you. Join the waitlist for our January cohort and let's make 2026 the year your business finally pays you what you deserve.

(Too impatient to wait? You can start now with our self-led version of the course!)

Questions? Reach out to us at hinton@altitudeaccounting.com and let's chat about what it could look like for your business! You’ll see your real numbers, delivered by real people who actually care.

Previous
Previous

3 Tools for a Completely Hands-Off Bookkeeping System for Your Business

Next
Next

The Contractor's Guide to Not Getting Screwed by Taxes in Alberta