When selling your expertise,
pricing can feel harder than it should
You might agree to a price…
Then later wonder if it was the right call.
Your client might say yes…
then hesitate or push back once the work starts
That kind of second-guessing usually isn’t about confidence or worth.
It’s a sign the pricing strategy isn’t doing the job it needs to do.
This review is a way to slow down, zoom in, and understand what’s actually happening before you change anything.
This is for you if…
This review is designed for service providers who:
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Sell expertise, judgment, or thinking
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Are already charging real money for their work
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Feel uneasy or tense around pricing conversations
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Get pushback, hesitation, or scope creep after clients say yes
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Don’t want to blindly raise prices or copy someone else’s model
You don’t need to be broken.
You don’t need a script.
You don’t need to justify your work better.
You just need clarity.
What The Pricing Strategy Review Is
The Pricing Strategy Review is a focused, diagnostic engagement.
It’s a chance to step back and look at:
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how your pricing is structured
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how it’s presented
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where clients are likely misunderstanding the work
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where doubt or resentment is being introduced, on either side
This is not about deciding a new number on the spot.
It’s about understanding why pricing feels fragile and what would actually make it more solid.
How the Pricing Strategy Review works
Your path to creating a Five Pineapples Experience differs from anyone else's.
We'll do a deep dive assessment to see exactly what you need in your customer service systems and customer experiences. Then, we'll create an action plan before rolling our sleeves and getting to work.
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What You'll Walk Away With
By the end, you should have:
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A clearer understanding of why pricing feels stressful
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Language for what’s actually happening beneath the surface
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Confidence about what to change, and what not to rush
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A calmer foundation for future pricing decisions
Even if this is the only work we do together, it will be useful.
To keep this work focused and honest, the review does not include:
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setting new prices
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scripts for handling objections
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implementation or redesign
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generic templates
Those come later, if they’re needed.
What Happens Next
Step 1
Step 2
Step 3
Book Your Review
After your application has been approved, book your review.
Complete The Pre-Work
We'll both have a little homework to do before the deep-dive review.
Review + recommendations
During our 90-minute review, we'll go over where your pricing is creating friction, confusion, and some recommendations on what to do next.
After the review, I’ll recommend one of three paths:
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leave things as they are for now
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move into pricing strategy design
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look at aligning pricing and service together
There’s no obligation to continue. The review stands on its own.
Invest in your business,
yourself, and your clients
(And get the sweetest business tax write off)
Ready to begin?
If pricing has been leaving you or your clients second-guessing later, this is a good place to start.
You don’t need to have the answers yet.
You just need to be willing to look closely.
Let's make a Pineapple Pact
If you don't feel more confident in your pricing by the end of our time together, I'll refund you. It's that simple.


