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SKILL.md
Pricing Strategy Skill
Build pricing that reflects value delivered — not cost to build. Structure every pricing decision with customer segmentation, value metric identification, competitive context, and a packaging recommendation.
Pricing Foundations
Three questions to answer before any pricing decision:
Who is our buyer? (Role, company size, willingness to pay)
What value do we deliver? (Quantifiable outcome — time saved, revenue generated, risk reduced)
What is our pricing model? (Per seat, usage-based, flat, hybrid)
Pricing Models
Model
Best For
Risk
Per Seat
Collaboration tools, team software
Disincentivises adoption as team grows
Usage-Based
APIs, infrastructure, consumption tools
Revenue unpredictability for both sides
Flat Rate
Simple tools, early-stage
Leaves money on table from power users
Tiered
Products with clear user segments
Feature gatekeeping frustrates users
Freemium
Viral/PLG products with low marginal cost
Conversion to paid is hard to engineer
Value-Based
Enterprise, outcomes-driven products
Requires strong ROI story
Freemium Decision Framework
Use freemium when:
✅ Marginal cost per free user is near zero
✅ Product is inherently viral (network effects or sharing)
✅ Free tier creates genuine value (not just a demo)
✅ Clear upgrade trigger exists (feature, volume, or team size)
✅ Conversion benchmark is realistic (2–5% free-to-paid is typical)
Avoid freemium when:
❌ Support cost per free user is high
❌ No natural upgrade trigger in the product
❌ Core value requires features you'd need to gate
Packaging / Tiering Framework
Recommended 3-tier structure for SaaS:
Tier
Target
Price Signal
Key Features
Lock-in Mechanism
Free / Starter
Individual, early discovery
$0
Core value, usage-limited
Invite colleagues, export limit
Pro / Growth
SMB, growing teams
$[X]/seat/mo
Full features, higher limits
Team collaboration, integrations
Business / Enterprise
Mid-market, enterprise
$[X]/seat/mo or custom
Admin, SSO, SLAs, dedicated support
Security, compliance, volume
Tier design rules:
Each tier should be genuinely sufficient for its target segment
The upgrade trigger should be felt naturally — not manufactured
Price jumps of 3–5x between tiers are normal and defensible
Competitive Pricing Context
Competitor
Model
Price
Key Differentiator
[Name]
[Model]
[Price]
[What they lead with]
Positioning options:
Premium: Price 20–40% above market. Justify with enterprise features, support, or brand.
Parity: Match the market leader. Win on product or distribution.
Value: Price below market. Win on volume. Dangerous without strong unit economics.