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Paying Yourself Too Little? Here's How to Know

  • Jul 14
  • 4 min read

For a lot of business owners, paying themselves feels surprisingly complicated.

Some feel guilty taking money out of the business.


Some are worried they'll leave the business without enough cash.


And some have gotten so used to reinvesting everything back into growth that they haven't stopped to ask an important question:


Am I paying myself too little?


The truth is, many business owners underpay themselves for years without even realizing it.


Let's talk about some signs it might be time to revisit your owner's pay.


You're Consistently Covering Personal Expenses With Savings


Business ownership comes with seasons.


There may be months where you intentionally take less while your business grows or while you're navigating a slower period.


But if you're regularly relying on personal savings, credit cards, or another source of income to cover your basic living expenses while your business is profitable, it may be time to take a closer look.


Your business should eventually support you, not just survive because you're subsidizing it.


Your Revenue Has Increased But Your Pay Hasn't


This is one of the most common things we see.


Revenue grows.


Clients increase.


Profit improves.


But somehow your paycheck stays exactly the same.


Many business owners forget to increase their own pay as their business grows because they're so focused on everyone and everything else.


If your business has grown significantly over the past year, your compensation may deserve a review too.


Everyone Else Gets Paid Before You


Of course your team matters.


Your contractors matter.


Your software subscriptions matter.


But you matter too.


Too many business owners adopt the mindset that if there's money left over at the end of the month, then maybe they'll pay themselves.


Unfortunately, there's rarely ever "extra" money in business.


Paying yourself should be part of the plan, not an afterthought.


You're Avoiding Looking at Your Numbers


Sometimes underpaying yourself isn't actually a money problem.


It's a visibility problem.


If you don't know:

  • Your monthly profit

  • Your cash flow

  • Your average expenses

  • Your tax obligations

it's almost impossible to know what your business can realistically support.


Clarity creates confidence.


The better you understand your numbers, the easier it becomes to make intentional decisions about owner's pay.


You're Working Full-Time Hours for Part-Time Compensation


There are certainly seasons where business owners work hard for future rewards.


But if you've built a stable, profitable business and you're still paying yourself less than you would earn working for someone else doing similar work, it's worth asking why.


Sometimes the answer is strategic growth.


Sometimes it's fear.


And sometimes it's simply a habit that was never reevaluated as the business evolved.


You're Afraid to Transfer Money to Yourself


If every owner's draw feels stressful, that's worth paying attention to.


Business owners shouldn't feel guilty for paying themselves.


After all, building a business isn't just about creating jobs, generating revenue, or growing a company.


It's also about creating a life that supports you and your goals.


So How Much Should You Pay Yourself?


Unfortunately, there isn't a magic number.


The right amount depends on:

  • Your business structure

  • Your profitability

  • Your cash flow

  • Your financial goals

  • Your upcoming expenses

  • Your tax obligations

For some businesses, that may look like a regular owner's draw.


For others, especially S-Corps, that may mean paying yourself a reasonable salary through payroll.


The goal isn't to pay yourself as much as possible.


The goal is to create a balance where both you and your business can thrive.


Start With Consistency


If you're currently paying yourself randomly whenever money comes in, start by creating a schedule.

Weekly, biweekly, or monthly can all work.


Consistency makes it easier to budget personally, manage cash flow, and understand whether your compensation actually makes sense.


The Bottom Line


Many business owners aren't paying themselves too much.


They're paying themselves too little.


If your business is growing, profitable, and supporting everyone except you, it may be time to take another look at your owner's pay strategy.


Because the goal isn't just to build a successful business.


The goal is to build a business that supports your life, too.


One Last Thing Before You Go


If figuring out how much to pay yourself feels a little like guessing, you're not alone. Most business owners were never taught how to balance owner's pay, cash flow, taxes, and business growth all at the same time.


That's exactly why we created BYOB+ (Be Your Own Bookkeeper+). Inside, you'll get the tools, support, and confidence to understand your numbers, make informed financial decisions, and stop second-guessing yourself every time you transfer money from your business account to your personal account.

Because paying yourself shouldn't feel stressful. It should feel like one of the rewards of building the business you've worked so hard to create. P.S. If you’re not already on our email list, now’s the perfect time to join. You’ll get easy, practical tips delivered straight to your inbox, so managing your business finances feels way less overwhelming (and dare we say, empowering).



 
 
 

Hi, I'm Ashley,

I started Pretty Penny from a parked car during my lunch break with one goal: to make money feel a little less scary for business owners. Today, my team and I help entrepreneurs find confidence in their finances so they can spend less time stressing about the numbers and more time building businesses they love.

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Hi, I’m Ashley, founder of Pretty Penny. I help small business owners feel confident and comfortable with their money. I believe finances don’t have to be scary or complicated. My mission is to help you understand your numbers, trust your decisions, and build a business that supports your life.

The Ultimate Accounting Checklist

Get a simple, step-by-step checklist to stay organized, maximize deductions, and confidently keep your business finances on track.

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