Start pricing like a boss not a beggar
Let’s rip the bandage off:
You’re not stuck because your product isn’t good enough.
You’re stuck because you price it like you’re scared someone will say no.
Here’s the wake-up call nobody wants to hear:
You don’t need better ads. You don’t need a new funnel.
You need to stop being a coward with your pricing.
I said what I said.
In the latest Special Ops Podcast, Robin Waite, pricing assassin and coach behind Fearless Business sat down with us to dissect the real reason 99% of entrepreneurs are broke, burnt out, and buried in low-ticket hell.
And it comes down to this: “Most business owners are trying to scale a business model that doesn’t even work at low volume. They don’t have a pricing issue. They’ve got a confidence and clarity issue.”
1. You’re Pricing from Emotion, Not Math
Robin’s first kill shot was brutal but honest:
Most people set prices based on “what feels right”—not what it actually costs to run the damn business.
He breaks it down: You want to make $100K? Cool. Charging $1K per offer? You’ll need 100 clients.
Do you even have capacity for 100 clients a year?
Probably not.
Now flip the math: You’ve got space for 20 clients. That means your offer needs to be $5K.
And right there, your brain freaks out.
“Nobody will pay that.”
“Who do I think I am?”
“I could never charge that much.”
That’s not logic talking. That’s fear.
You’re trying to scale insecurity.
2. You Still Think “More Clients” Solves Everything
Robin told a story that should tattoo itself onto every entrepreneur’s forehead:
An accounting firm was doing $2.5M in revenue but making just $100K in profit.
They asked him, “How do we get more clients?”
He said: “Why the hell would we pump more water into a leaky bucket?”
They raised prices by 10%. No one flinched. $250K hit the bottom line.
Then they launched a high-ticket product off the back of it and turned a barely-surviving practice into a profit machine.
More clients = more chaos.
Better pricing = more leverage.
3. You’re Selling Time Instead of Outcomes
Hourly rates are the fast track to poverty.
Robin calls them “unethical,” and here’s why:
- They punish efficiency.
- They reward dragging things out.
- They put your income in the hands of someone else’s clock.
He breaks down the “three web designers” story:
- The cheap one ghosts you, delivers garbage, and burns the relationship.
- The experienced one charges less because she’s faster—but still undervalues herself.
- The third charges $10K flat, delivers in 7 days, and guarantees leads—or pays you $1,000 if she fails.
Guess who wins?
Stop selling your hours. Start selling your impact.
4. You’re Copying Broke Competitors
Here’s a little truth bomb Robin threw mid-convo:
“Looking at your competitors for pricing is like copying the answers of the dumbest kid in class.”
You’re benchmarking off businesses that aren’t profitable, don’t understand retention, and are probably winging it harder than you are.
Lead your market. Don’t match it.
5. You’re Running from the Real Levers of Profit
Let me be clear:
- Profit doesn’t come from sales.
- Profit comes from retention, upsell, backend expansion, and price structure.
Robin helped that same accounting firm use a 10% price bump to unlock $250K extra profit without lifting a finger. Then they used that money to throw an event and closed 12 clients into a $250K offer.
That’s stacking leverage, not hustle.
6. You’re Afraid to Lose the Wrong Customers
If a 10% price bump scares off someone—they were never your ideal client.
And here’s what usually happens:
You raise prices.
You add zero new cost.
You keep all your clients.
Your profits jump.
And you finally see what breathing room feels like.
7. You Believe Confidence Is Earned. It’s Not. It’s Installed.
Robin calls this “pricing bandwidth.”
He did an exercise live with me on the show.
He asked me to feel into price points for my offer—from $1,000… to $3,000… up to $4,200. And my body told me where I stopped feeling confident.
That’s the number to pitch.
It’s not mindset. It’s muscle memory.
You build belief by stacking wins.
8. You Raise Prices Once a Year. Like a Salary Job.
5% once a year?
Are you a government employee? Or a market leader?
Try this instead:
- Raise your price by 10-20% every 3 clients.
- Watch what happens.
- Learn where people stop converting.
- Find your edge, not your limit.
Price should move with your confidence, not the calendar.
9. You Think Lower Prices Make You More Accessible
Newsflash:
The biggest buyers want certainty—not discounts.
The $10K buyer doesn’t want the cheapest option.
They want the most confident, outcome-driven, value-stacked option.
The one who knows their worth—and won’t apologize for it.
10. You’re Still Selling Like You’re Broke
Robin didn’t just talk theory. He put his money where his mouth is.
He made a public bet on the episode:
If I pitched my now $3,600 offer to 10 people and they all said no—he’d personally pay me for it.
Because that’s how confident he was that:
- The price was right
- The offer was strong
And belief is built through bold moves
You’re not stuck. You’re playing small.
If You Read Nothing Else, Read This:
“The best business is half the clients, double the income.”
You can have freedom.
You can have profits.
You can even have less stress.
But you won’t have any of it if you’re still pricing your genius like it’s a clearance item at Walmart.
Your Action Plan Today:
- Audit your pricing math.
Does your model even work? Be honest. - Stop quoting from fear.
Raise the number. Let your gut speak. Listen to where confidence shows up. - Pitch 5 people at the new price.
Track responses. You’re not selling for validation—you’re testing for truth. - Raise your price every 3-5 clients.
Not once a year. Not when the stars align. Every time your results do.
Ready to Burn the Old Price Tags?
Listen to this episode with Robin Waite now (Youtube | Spotify | Apple Podcasts) Download his book Take Your Shot at fearless.biz/tys Dive into the Visionary Vault for playbooks and tools