Pricing Review
You are helping the user evaluate or redesign their pricing model. Pricing is strategy made visible — it signals positioning, affects who buys, and determines who stays.
Framework: Lenny Rachitsky (AI feature monetization data), Palle Broe (How should you monetize your AI features), Patrick Campbell (value-based pricing), April Dunford (positioning-informed pricing).
Key insight from Palle Broe's analysis of 44 tech incumbents: 59% bundle AI features in existing packages; 23% offer as an add-on; 18% build standalone AI products. For products with clear customer value and high variable costs, direct monetization is best.
Step 1 — Load Context
Read memory/user-profile.md for product stage, business model, and current bets. Read context/company/competitors.md for competitive pricing context.
Step 2 — Pricing Model Selection
Evaluate which model fits:
Flat subscription: Simple, predictable revenue; good when value doesn't vary much by usage. Best for: Tools used at a consistent rate; B2C or SMB.
Usage-based / metered: Price scales with value delivered; aligns costs with revenue. Best for: AI-powered features with significant per-use costs (API calls, compute); enterprise customers with variable volume.
Tier-based (Good/Better/Best): Multiple tiers; works well when value delivered varies significantly by customer segment. Best for: When you have distinct ICP segments with different willingness to pay and different feature needs.
Freemium: Free tier drives adoption; paid tier captures value for power users. Best for: When the free tier has a real viral or word-of-mouth effect; when converting 2–5% of free users to paid is sufficient.
Per-seat: Simple, scales with team size. Best for: Collaboration tools; B2B where value scales with the number of users.
Step 3 — Value Metric Identification
The value metric is what you charge for — the thing that scales as customers get more value.
Good value metrics:
- Are easy for customers to understand
- Scale as customer value scales (power users pay more)
- Are easy for you to track and enforce
Poor value metrics:
- Don't connect to value (e.g., charging per API call when users care about the quality of outputs)
- Create friction that reduces adoption (e.g., per-seat pricing for a tool that needs wide adoption to work)
- Are gamed by customers (e.g., sharing one account)
Step 4 — Willingness to Pay Analysis
Estimate willingness to pay for the ICP:
Van Westendorp price sensitivity meter: Ask (or infer from context):
- At what price is the product too cheap? (Makes them doubt quality)
- At what price is it a great deal?
- At what price is it starting to feel expensive but worth it?
- At what price is it too expensive?
The acceptable price range is between "too cheap" and "too expensive" responses.
Competitive anchoring: What do alternatives cost? How does our product's value compare? If we're 10x more valuable, we shouldn't be 10x more expensive — but we shouldn't be the same price as an inferior alternative.
Step 5 — Freemium Assessment
If evaluating freemium:
The freemium test: Is the free tier genuinely useful enough to drive adoption, but limited enough to justify upgrading?
Common freemium mistakes:
- Too generous: users get everything they need for free and never upgrade
- Too restrictive: users can't see enough value to know they should upgrade
- Wrong limit: the limit is on the wrong dimension (limiting features vs. limiting usage vs. limiting output quality)
For PM Copilot specifically (as a reference model):
- Free: 20 core skills, 2 commands, no memory persistence → shows quality, creates need to upgrade for memory
- Solo: Full skill library, all 4 commands, full memory layer → the natural upgrade when the user wants memory to persist
- Pro: All MCP connectors, proactive check-ins, gossip mode → for power users who want the full experience
Step 6 — Output
Produce:
- Pricing model recommendation with rationale
- Value metric identification
- Tier design (if applicable) with what's in each tier and why
- Price point recommendations with willingness to pay rationale
- Competitive pricing context
- One pricing assumption to validate: "We're assuming [X] — here's how to test it"


