Before we get started…
This week’s newsletter is all about how to start taking real money OUT of your business…and specifically, the process I used to take one of our portfolio companies from $0 in distributions to $50K+ in distributions every single month, in less than 90 days.
But if you want to see the “operating system” that makes those distributions automatic (instead of a one-time victory lap), you need to check out this video I just posted…
And if you like this newsletter and you want my help installing these systems in your business (so it pays you every single month…whether you’re in the office or not), you can get the details and apply to work with me here.
Ok, back to this week’s issue…
"I'm sick of working for free…"
I heard some version of that exact line three separate times last week, from three different business owners, in three different conversations at a mastermind I attended.
All three run eight-figure companies with big teams and happy customers. On paper, they're winning.
In reality, they're burnt out…because every month, after everybody else gets paid, there's nothing left for THEM.
Their business is bigger, but their paycheck is smaller.
If that sounds familiar, here's the fix: a five-step process I call the Distribution-First Reset.
It's the exact process I ran inside one of our portfolio companies last year that took us from $0 in distributions (basically working for free) to consistent $50,000+ distributions every single month…in less than 90 days.
I'll show you exactly what we did as we go, including a copy-paste AI prompt that does the hardest math for you in about 60 seconds.
Here's how it works…
Step 1: Pick Your Number (and Put a Date On It)
Last year, one of our portfolio companies was stuck at $6M in revenue, dead flat, and not one dollar distributed in almost two years.
The turnaround didn't start with a growth goal.
It didn't even start with a profit goal.
It started with a distribution goal: take $50,000 out of the business, every month, starting in 90 days or less.
Your turn. Here's how to size your number:
Start at 5 – 10% of monthly revenue. (Our $50K target was less than 10% of revenue for a company targeting a 24% margin.)
Make it a monthly number. You're building a recurring wire, not a one-time victory lap.
Give it a 90-day deadline. Big enough to sting, small enough that it's a math problem instead of a miracle.
Step 2: Ask the Question Out Loud
That $50K number came out of a particularly terrible June, when the leadership team was asking the typical question:
"What can we do to generate more leads and sales?"
…and getting the typical answers (expensive, time-consuming, random acts of marketing that hadn't worked before).
So I proposed a different question:
"What would need to be true to distribute $50,000 a month?"
That one question forced some very different discussions. Now you're going to run the same play:
At your next leadership meeting, skip the agenda. Write your number on the whiteboard and ask: "What needs to be true for us to distribute $[X] a month, starting 90 days from now?"
Then be quiet and let them work. Seriously. Don't fill the silence for them.
Block the growth answers. Their first instinct will be more leads, more launches, new offers…because growth is the answer that doesn't require anyone to give anything up. The entire point of this question is to surface the “fat” that needs to be cut.
I've since asked this same question to multiple clients and portfolio companies and the answer has never once been, "We need more leads."
Step 3: Find the Gap (and Let AI Do the Math)
The "What needs to be true" question gets the ball rolling. Now we want to leverage AI to keep it going.
Copy and paste this prompt into Claude or ChatGPT, along with your P&L:
Here is my P&L for the last 3 months: [paste it].
My goal is to distribute $[X] per month, starting 90 days from today.
First, calculate my current monthly distributable cash (average monthly profit, minus what I should be reserving for taxes) and the gap between that number and my goal.
*Then build my 're-underwriting list': every expense over $1,000/month…every project, role, tool, and contractor…ranked from largest to smallest.
For each one, answer this question in one line: 'If this decision were being made fresh today, would a reasonable owner approve it?'
Flag every NO and every MAYBE, and total up the monthly cash they represent.
When the list comes back, the flagged items almost always add up to more than the gap, which means the cash you've been waiting for is already in the business.
Step 4: Re-Underwrite Everything on the List
Fair warning: you're probably not going to like what the list says.
The things standing between you and your number are almost never $89 software subscriptions. They're:
Projects you greenlit (and even announced) that you were once (and are maybe still) really excited about, but that haven’t delivered the goods.
People you like, and who maybe even used to be super-valuable, but who just aren’t necessary (or capable) any longer.
There are rarely any “easy wins,” because if the answer were simple, easy, and painless, you would have already done it
So here's how to re-underwrite each flagged item:
Forget the sunk costs. What it cost to get here (in dollars, time, or political capital) doesn't matter anymore.
Ask the fresh-decision question. "Knowing everything I know today…would I start this project today? Make this hire today? Sign this contract today?"
If the answer is no, act based on your current reality. The project that gets backburnered or shut down entirely. The difficult conversation with someone you like. Plan on being the "bad guy (or gal)” for a quarter.
And when you feel yourself hesitating (and you will), ask one more question:
"Is the pain of making this call worth finally getting paid what I deserve…or am I willing to keep working for free?"
You can’t have it both ways…
You can’t be upset that “everyone is getting paid but me” while also not being willing to make the difficult decisions that’s keeping everyone paid… but you.
Make the call, or quit yer bitchin’.
Step 5: Take the Money (Every Single Month)
At my company, the tough calls took about 60 days, and the process really, really sucked.
But by Q4 the business was healthier, more profitable, and had kicked out more in distributions than the previous two years COMBINED.
Here's how to make it stick:
Schedule the distribution like payroll. We do ours on the 10th of the month (after the first payroll is covered and the books are closed), but you can do it any time. Just be consistent.
Make new spending beat the distribution. When the next shiny project shows up asking to be funded (it will), it has to answer a harder question than, "Is this a good idea?"…it has to answer "Is this worth more than the distribution it eats?"
(Most aren't.)
That monthly distribution is the forcing function that keeps the bloat from creeping back in.
And if this whole exercise is starting to sound a little selfish, here's the rest of the story…
My "stuck" company that had been flat for two years and distributed $0 in profit is now:
Up 36% in revenue over the last six months
On pace to nearly double year-over-year
Still paying out $50K in distributions every single month (except when it’s more…and it usually is)
In other words, this isn't just about "greediness," it's about cutting the weight and adding the fuel your business needs to grow.
Distributions are the ultimate sign of a healthy business. If a business can pay its owner, it’s healthy.
If it can’t… it isn't.
⚡️ Action Step: Pick your distribution number this week (start at 5 – 10% of monthly revenue) and put a 90-day date on it. Take it to your next leadership meeting and ask the question: "What needs to be true?" Then run the AI prompt above with your P&L and re-underwrite every NO and MAYBE on the list.
Give it a shot and let me know how it goes…
-Ryan
Ryan Deiss
Co-Founder and CEO, The Scalable Company
P.S. Everything I just described gets A LOT easier when your business runs on real systems instead of running on you.
That's why the first thing we do with every client is install a custom "operating system" so the business runs, grows, and actually pays you… without depending on you for everything.
Quick Hits
The best stuff I read, watched, and argued with this week:
📈 Growth
7 ways to tell if a $2M business will make it to $20M. (YouTube)
Michael Girdley launched a new company, then realized he'd built it for the wrong customer (Girdley's Letter)
💰 Money
If you're not losing 20% of deals on price, you're underpriced (Growth Unhinged)
A founder open-sourced his exit: $2.36M lifetime sales, $677K income, $425K sale price (Reddit)
The $250 "sympathy discount" that turned into a permanent price anchor (Reddit)
Why 75% of founders regret selling (and how to exit without losing yourself) (Business Lunch)
⚙️ Systems & Ops
🛠️ Tools & AI
Revenue up but profit flat? This free spreadsheet shows exactly where the margin went (Expense Ratio Analyzer)
The AI notepad that takes meeting notes without a creepy bot joining the call (Granola)


