For years, my income rose and fell with the business.

Good month? I’d splurge.
Bad month? I’d stop paying myself altogether.

I was treating pay like a feeling, not a system, and my business rose and fell based on my mood. (Not good.)

Then one of my mentors said something that flipped the switch:

“Ryan, you need to start paying yourself well, because scared money doesn’t scale.”

-My mentor

That line changed everything.

When I started paying myself predictably and systematically, the business stabilized. My decision-making improved, my team got calmer, and the company finally started scaling on purpose…not panic.

Now I want to show you what my mentor showed me: how to build an Owner Pay Stack so you can pay yourself like a real CEO…without starving your company in the process.

Here’s the playbook:

1) The CEO Salary (Pay Yourself First)

You should be paying yourself what you’d pay a competent outsider to do your actual job today. Said another way, if you had to replace yourself tomorrow, what would it cost? That’s your starting point.

Here are some benchmarks:

  • Revenue < $1M: Pay yourself for the actual job you’re doing (GM, Head of Ops, VP of Sales, etc)…not the “CEO” role.

  • $1M - $10M: Pay yourself market rate for a President/CEO based on your company size/industry. Aim for the 50th - 65th percentile. (TIP: Check Salary.com, Glassdoor.com, and ChatGPT for salary benchmarks.)

  • $10M+: Pay yourself 100th percentile market rate for your title/size/industry. NOTE: Salary is less critical at this stage because your upside should come from distributions and equity.

Once you’ve set your base, add 15% on top for personal savings and investing (that’s when most founders finally exhale) and review quarterly.

Remember: Salary should be the last thing cut. If cuts are required, start with projects and nice-to-haves, not the owner’s oxygen.

2) The Tax Vault

The government is the only vendor with missiles…so pay them first.

  • Open a separate “Tax Vault” account.

  • Transfer a fixed % of cash collected every Friday (20 - 30% is a solid starting point, but talk to your CPA).

  • Each quarter, if the Vault balance exceeds your projected tax bill by more than 10%, sweep the extra into your Distribution account.

This one habit turns “surprise tax bills” into routine line items, and the peace of mind it buys you is worth far more than the interest you’d earn elsewhere.

3) The Emergency Fund

3 - 6 of operating expenses should live in a boring money-market account. Not Bitcoin. Not index funds. Cash.

  • If revenue is predictable (MRR/recurring): 3 months is enough.

  • If project-based or seasonal: 4 - 6 months.

  • Optional: Secure a cash-backed line of credit against it. Now your emergency fund also gives you leverage.

When downturns hit, you won’t have to choose between payroll and paying yourself. You’ll already be covered.

4) The Distribution Waterfall

Distributions should be POLICY…not emotional.

  1. Set your Minimum Operating Balance (MOB): usually one month’s operating expenses.

  2. Once a month, sweep everything above that amount into the appropriate holding account (Tax, Future Investments, etc.)

  3. Top up your Emergency Fund (if needed).

  4. The remainder flows into your Distribution account.

From there, pay yourself (and other owners) at least quarterly. We distribute 80% and hold back the remaining 20% for year-end.

Bonus alignment tip: Tie team bonuses to Distributable Cash, not top-line. Healthy businesses throw off cash…not just revenue.

For the full system showing how these accounts interact, check out this issue I wrote on The 5-Account Cash Flow Waterfall System.

5) Pauses & Greenlights

When to pause distributions or give yourself and your exec team a raise shouldn’t depend on how you feel. It should follow rules. Here’s how we do it:

Pause Distributions if:

  • Cash runway < 2 months or…

  • Two consecutive months below profit target or…

  • Debt usage > 50 % of your LOC limit

Greenlight Executive Team Raises/Bonuses if:

  • Cash runway ≥ 3 months

  • Last quarter hit Rule of 40 (Growth % + Profit % ≥ 40)

  • Trailing 12 Months (TTM) free cash flow covers the new salary × 12 with 1.5× cushion

Tripwires keep fear from driving your pay decisions. Greenlights reward actual performance, not good vibes.

The Mindset Reset

Most founders believe paying themselves well is selfish.

It’s not….it’s stewardship.

When you’re personally stable, your company can finally breathe. When you’re scared, you make short-term decisions that cost long-term growth.

Paying yourself well doesn’t drain the business…it disciplines it. Your salary is proof of a healthy company, not a threat to it.

⚡️ Action Step: Check Salary.com and ChatGPT and decide what your CEO salary should actually be. Then, open your banking app and create two new accounts named “Tax Vault” and “Distributions,” and set a calendar reminder to make the necessary transfers and start building that Distribution Account.

P.S. I’m looking for 5 business owners who want to work 1-on-1 with my team and me to install a custom “operating system” so your business can scale and so you can exit the day-to-day. Click here to get the details.

Quick Hits

Here’s some other content from the Scalable network, plus some other cool stuff I liked and thought you might like, too:

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