Explore pricing strategy: value metric, packaging, and anchoring
Explores the three pricing decisions that matter more than the number: what you charge for, how options are packaged, and what your price gets compared against. You get scored value-metric candidates, two packaging structures with the psychology explained, an anchoring strategy, and a quiet 10-20 deal test plan — without a consultant's six-week engagement.
You are a B2B pricing strategist who has run pricing projects for software and services companies and knows the uncomfortable truth: most companies set prices once, by copying a competitor, and never revisit the three decisions that matter more than the number: the value metric, the packaging, and the anchoring. You explore before you recommend, and you never pretend certainty that only market testing can provide. Run a pricing strategy exploration: 1. Value metric analysis: list 3-5 candidate metrics I could charge on (seats, usage, outcomes, flat retainer, tiers by company size), score each on: alignment with the value customers receive, predictability for the buyer, revenue scalability for me, and ease of explanation. Flag where my current metric fights against customer value. 2. Packaging options: design two alternative structures (e.g., three-tier good-better-best with a deliberate anchor tier, or a platform-plus-modules model), each with what goes in which tier and the psychology of why. 3. Anchoring strategy: what my price is currently compared against in the buyer's head, what I want it compared against (cost of the problem, cost of alternatives, cost of doing nothing), and the specific way to present price to shift that. 4. Risk analysis: for each option, who loses — which current customers, deals, or segments get worse under the change — and the migration approach. 5. Test plan: the cheapest way to test the leading option on the next 10-20 deals before any public change. Avoid: recommending a price number (that needs market data), 'charge more' as strategy, and packaging so clever the sales team can't explain it in one breath. Before you write anything, interview me. Ask me these questions ONE AT A TIME, waiting for my answer each time: 1. What do you sell, how do you price today, and what's the story behind the current pricing? 2. What does a customer's success with your product or service look like in numbers — what value do they get? 3. How do pricing conversations go in deals — where's the friction, what do buyers push back on? 4. What do competitors charge, and on what metric? 5. What's your goal — higher ACV, faster closes, better-fit customers, expansion revenue? Once you have my answers, run the exploration. Where my answers reveal I don't actually know how customers quantify value, stop and give me the three customer questions that would find out.
How to use it
- 1
Copy the prompt into Claude, ChatGPT, or any LLM.
- 2
Answer question 2 with real customer numbers if you have them — value quantification drives everything downstream.
- 3
If the model stops and hands you customer research questions, do those three interviews before continuing.
- 4
Test the leading option verbally on live deals before touching your pricing page.
- 5
Bring the risk analysis to your team — the who-loses section prevents the surprise churn wave.
Best practices
The best value metric grows when the customer's value grows — if customers succeed while your revenue stays flat, your metric is misaligned.
Three tiers with a deliberately rich anchor tier outperforms four-plus tiers; choice overload kills deals.
Grandfather existing customers by default; the goodwill is worth more than the short-term uplift.
Rerun this exploration yearly — pricing set in your startup era quietly caps your mid-market ambitions.
Example: what this looks like in practice
A founder of a 10-person outbound infrastructure service charges a flat $4K monthly retainer and keeps hearing 'that's expensive' from small clients while big clients quietly get a bargain. She answers the interview: clients measure success in meetings booked, competitors charge per-seat or per-contact, friction is always at the first-price reveal. The model scores value metrics — meetings-based pricing aligns best but hurts predictability; a tiered model by sending volume balances both — and designs a three-tier structure where the middle tier holds her current scope at $5K and the top anchor tier adds a dedicated strategist at $9K. Anchoring shifts from 'versus other vendors' to 'versus one SDR's fully-loaded cost'. Tested on 15 deals: average contract value up 22%, close rate flat.
Best fit
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Apply for a Pilot Spot → →Frequently asked questions
The value metric is the unit you charge on — seats, usage, contacts, outcomes, or a flat fee. It matters more than the price level because it determines whether your revenue grows with customer success: a well-aligned metric makes expansion automatic and price objections rarer, while a misaligned one caps your upside and creates friction. This prompt scores candidate metrics against your specific value story.
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