Private Pricing Sprint
Two weeks of private help to price your next custom proposal with confidence.
Uncover The Value • Set The Prices • Defend The Numbers
Since switching to your template: I’ve increased my close rate from 50% to 100%. I’ve increased my average deal size from 30k to 44k. I’ve doubled the number of clients who pay in full up front.
— Erin Balsa
Feel like you’re leaving a lot of money on the table?
Keep telling yourself the next proposal will be the one you finally price right?
This is a private sprint for how you price custom work — two weeks, one-on-one, using your real, live opportunities as the material. Not a course. Not a cohort. Not general advice about charging more. You bring the deals. We change how you price them.
The price is not the problem
The pattern is the problem.
- You keep getting pulled back toward hourly, day-rate, or cost-plus thinking.
- Every proposal turns into a negotiation, and every negotiation turns into a discount.
- You know your work is worth more, but you flounder in actual client conversations.
- You’ve read the books. The gap isn’t understanding. It’s execution, under pressure, on real deals.
Here’s the thing...
If a pricing anti-pattern is costing $10,000 to $50,000 on a single proposal, and you close even three proposals per year, you're losing up to $150,000 annually.
Fixing one proposal is a band-aid. This is about fixing the way you price.
If that’s where you are, I can help.
How this works
Two weeks of private pricing help to change the pattern, not just fix one proposal. $2,500
Use this when
- You have multiple proposals or client opportunities coming up.
- You need to improve how you diagnose, price, present, and defend custom work.
- You want help implementing the approach across more than one active situation — not just advice about it.
What you get
- Three private Zoom calls over two weeks.
- Call 1: diagnose your current sales and pricing pattern.
- Call 2: build pricing/proposal strategy on up to two real opportunities.
- Call 3: review language, options, objections, and next steps.
- Written notes after each call.
- Async review of one proposal, pricing email, or sales thread during the two weeks.
Thanks to coaching with Jonathan, I was able to get clarity and confidence around how to price our services, and where we’ve been leaving money on the table. Pricing is one of those small changes that can have an outsize downstream impact in your business. It’s just too important to not get right. I highly recommend working with Jonathan, especially if you’re looking to move upmarket, charge for value, and move to a more premium positioning. With small adjustments to how you sell and price your offer thanks to Jonathan, you will see ROI in the thousands (or tens of thousands) on your very next sale.
— Sam Shepler
What we work on
Depending on your pattern:
- How to diagnose why your proposals keep landing in negotiation.
- Whether to use one price, three options, or a smaller paid diagnostic — and how to make that your default, not a one-off.
- How to write proposals so the price is connected to the business outcome of the project.
- How to use annualized value without sounding opportunistic.
- How to build the Why Conversation into your sales process so pricing stops being a guess.
- The language you’ll reuse on every deal: answering the hourly-rate question, the hours-breakdown request, the too-expensive objection.
What to bring
- One or two real, active opportunities — prospects, proposals in flight, or engagements about to expand.
- Your last few proposals, including ones that went sideways.
- Your best guess about the business value, urgency, risk, and decision process on the active deals.
- The prices you’re considering, even if you don’t trust them yet.
Focus
To keep the work sharp, we concentrate on up to two active opportunities — and they need to be custom work. Projects you’re scoping and pricing from scratch, not off-the-shelf services with a price tag already on them.
Just need one proposal fixed fast? You might prefer a Proposal Pricing Session.
The goal
The goal isn’t to rebuild your whole business.
It’s to change how you price custom work — practiced on real deals, so it actually sticks.
You’ll leave knowing how to price the next deal. And the one after that. And the one after that.
Book your spot
$2,500. Three calls over two weeks. Real practice on up to two live opportunities.
Direct booking. No application, no sales call. If you have live opportunities coming up, grab a spot and we’ll get to work.
I take four of these per month, max. If you have proposals coming, don’t wait.
Questions? Email me at jstark@jonathanstark.com and let me know what’s going on.
Yours,
—J