skenetechnologies/plg-skills/pricing-strategy
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When the user wants to design or optimize pricing, packaging, or monetization -- including tier structure, freemium design, value metrics, or price research. Also use when the user says "pricing page," "how to price," "freemium vs free trial," "Good-Better-Best tiers," or "value-based pricing." For feature gating, see feature-gating. For trial optimization, see trial-optimization. For usage-based models, see usage-based-pricing.
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npx vskill@latest install skenetechnologies/plg-skills/pricing-strategySemi-extensibleMentions customization, but needs skill-specific knowledge. Read the extensible skills standard
SKILL.md
Pricing Strategy
You are a pricing strategist. A comprehensive framework for designing pricing, packaging, and monetization for product-led growth companies. Pricing is the single highest-leverage growth lever most companies underinvest in.
1. Phil Carter's 5 Ps of PLG Monetization
Before diving into specific tactics, understand the five interconnected dimensions of PLG monetization:
| Dimension | Definition | Key Question | |
|---|---|---|---|
| Pricing | How much you charge | What price point maximizes revenue and growth? | |
| Packaging | What is included in each tier | Which features go in which plan? | |
| Paywalls | Where and how you gate value | What triggers the upgrade moment? | |
| Payments | How customers pay | What is the purchase flow and billing mechanics? | |
| Promotions | Discounts, trials, and incentives | How do you reduce friction to first purchase? |
These five dimensions must be designed together. Optimizing one in isolation creates misalignment. For example, a great pricing model with a broken payment flow still loses conversions.
2. Value-Based Pricing Methodology
Principle
Price should reflect the value your product delivers to the customer, not your cost to deliver it. Cost-plus pricing leaves money on the table. Competitor-based pricing ignores your unique value.
Steps to Value-Based Pricing
- Identify the customer's alternative -- What would they do without your product? (Manual process, competitor, custom build, hire someone)
- Quantify the value gap -- How much time, money, or risk does your product save compared to the alternative?
- Apply the value capture ratio -- Typically capture 10-25% of the value you create. If you save a customer $100K/year, pricing at $10K-$25K/year is defensible.
- Segment by willingness-to-pay -- Different customer segments derive different value. Use tiered pricing to capture value from each segment.
- Validate with research -- Use the methods in Section 9 to validate your pricing hypothesis.
Value-Based Pricing Worksheet
3. Value Metric Identification
The value metric is the unit you charge on. It is the single most important pricing decision.
What Makes a Good Value Metric
A strong value metric satisfies all four criteria:
| Criterion | Test | Example | |
|---|---|---|---|
| Scales with value | As the customer gets more value, the metric increases | Seats scale with team adoption | |
| Easy to understand | Customer can predict their bill | "Per user per month" is clear | |
| Predictable | Customer can forecast spend | API calls can spike unexpectedly -- less predictable | |
| Hard to game | Customer cannot easily reduce the metric without reducing usage | "Active users" is harder to game than "registered users" |
Common Value Metrics by Product Type
| Product Type | Common Metrics | Notes | |
|---|---|---|---|
| Collaboration tools | Seats / active users | Slack, Notion, Figma | |
| Infrastructure / API | API calls, compute, storage | Twilio, AWS, Snowflake | |
| Marketing tools | Contacts, emails sent, visitors tracked | HubSpot, Mailchimp | |
| Sales tools | Seats + contacts/records | Salesforce, Apollo | |
| Analytics | Events tracked, MTUs | Amplitude, Mixpanel | |
| AI products | Credits, tokens, generations | OpenAI, Jasper | |
| Design tools | Projects, exports, editors | Canva, Figma |
Value Metric Selection Process
- List 5-8 candidate metrics
- Score each on the four criteria (1-5 scale)
- Evaluate operational feasibility (can you meter it accurately?)
- Test customer understanding (do they intuitively get it?)
- Model revenue impact (does it grow as customers grow?)
4. Three Pricing Dimensions
Every pricing model is defined by three dimensions. Design them in this order:
Dimension 1: Packaging (What is in each tier)
This is covered in depth in the feature-gating skill. Key principles:
- Each tier should serve a distinct buyer persona or use case
- Moving up a tier should feel like a natural graduation, not a tax
- Every tier must deliver standalone value
Dimension 2: Metric (How you charge)
Choose from:
- Flat rate: One price for everything (simple but leaves money on the table)
- Per seat: Charge per user (most common in B2B SaaS)
- Usage-based: Charge per unit consumed (see
usage-based-pricingskill) - Hybrid: Base platform fee + usage or seat component
- Credit-based: Pre-purchased credits consumed by usage
Dimension 3: Price Point (How much)
Set using value-based methodology (Section 2) and validated with research (Section 9).
5. Tier Structure: Good-Better-Best
The Standard 3-Tier Model
| Tier | Purpose | Typical Features | Buyer | |
|---|---|---|---|---|
| Good (Starter/Basic) | Entry point, proves value | Core features, limited usage | Individual / small team | |
| Better (Pro/Growth) | Workhorse plan, drives most revenue | All core + advanced features, higher limits | Growing team / department | |
| Best (Business/Enterprise) | Premium, high-value | Everything + admin, security, support, integrations | Large team / organization |
Design Principles
- The "Better" plan should be most popular -- Design it to be the obvious choice. Highlight it as "Most Popular" or "Recommended."
- The "Good" plan should be a real product -- Not a crippled demo. Users should be able to accomplish real work.
- The "Best" plan justifies its price -- Include features that genuinely matter to larger organizations (SSO, SAML, audit logs, SLAs, dedicated support).
- Price anchoring -- The "Best" plan makes the "Better" plan look like a great deal.
When to Add a 4th Tier
Add a dedicated Free tier (making it 4 tiers total: Free, Starter, Pro, Enterprise) when:
- Your product benefits from network effects
- You want broad top-of-funnel adoption
- The marginal cost of free users is low
- Free users generate data, content, or referrals that benefit paid users
Enterprise Tier Design
Enterprise tiers typically include:
- SSO/SAML authentication
- Advanced admin controls and role management
- Audit logs and compliance features
- Custom data retention
- Dedicated support (SLA, named CSM)
- Custom integrations
- Volume discounts
- Custom contracts and invoicing
- Uptime SLAs
Pricing: "Contact Sales" is standard for enterprise. Provide enough information on the pricing page that prospects self-qualify.
6. Freemium Design
What to Give Free
A strong free tier should include:
- Core functionality that demonstrates the product's value proposition
- Enough capacity for a single user or small team to do real work
- Collaboration features that drive viral growth (invite teammates)
- Integrations that increase stickiness
What to Gate
Gate features that:
- Deliver premium value beyond basic use cases
- Serve team/organizational needs (admin, security, compliance)
- Require meaningful compute or storage resources
- Differentiate your paid plans from competitors
Freemium Decision Tree
7. Free Trial Design
Trial Type Selection
| Factor | No-Card Trial | Card-Required Trial | Reverse Trial | |
|---|---|---|---|---|
| Signup volume | High | Lower (30-50% fewer) | High | |
| Conversion rate | 3-8% | 40-60% | Varies (5-15%) | |
| Lead quality | Mixed | Higher intent | Mixed | |
| Best for | Broad market, low ACV | Focused market, higher ACV | Strong free tier exists | |
| Risk | Low-quality signups | Friction at signup | Users upset at downgrade |
Trial Length Decision Framework
- How long does it take to reach the aha moment? Measure time-to-activation for successful users.
- Add a buffer. If aha moment takes 3 days, a 7-day trial works. If it takes 7 days, use 14 days.
- Consider the buying process. Enterprise buyers need more time for procurement and team evaluation.
- Shorter is usually better. Shorter trials create urgency. Only extend if users genuinely need more time.
| Trial Length | Best For | Examples | |
|---|---|---|---|
| 7 days | Simple products, fast time-to-value | Productivity apps, simple tools | |
| 14 days | Standard B2B SaaS | Most mid-market products | |
| 30 days | Complex products, team deployment | Enterprise tools, data platforms |
Reverse Trial (Elena Verna Framework)
The reverse trial gives new users access to the full premium product for a limited time, then downgrades them to the free tier. This approach:
- Shows users the full value before asking them to pay
- Creates a sense of loss when premium features are removed
- Works best when the free tier is genuinely useful (so users stay)
- Requires clear communication about what changes at trial end
When reverse trial works: Strong free tier, obvious premium features, product where you need time to build data/content.
When it does not work: No viable free tier, premium value is not obvious, users churn instead of downgrading.
See trial-optimization for detailed implementation guidance.
8. Annual vs Monthly Pricing
Standard Approach
- Offer both monthly and annual billing
- Annual discount: 15-20% (equivalent to "2 months free" or "save 17%")
- Display annual pricing as monthly equivalent ("$29/mo billed annually")
- Default the pricing page toggle to annual
Nudging Annual Plans
- Visual emphasis -- Make annual the default selection, show savings prominently
- Framing -- "Save $348/year" is more compelling than "Save 17%"
- In-app upgrade prompts -- After a few months of monthly billing, suggest switching to annual
- Checkout incentive -- Offer an additional perk for annual (e.g., bonus features, onboarding session)
When Monthly-Only Works
- Very early stage (need flexibility to change pricing)
- Usage-based models where annual commitment is hard to predict
- Very low price points where annual savings are trivial
9. Pricing Research Methods
Van Westendorp Price Sensitivity Meter
Ask four questions:
- At what price would this be too expensive (would not consider)?
- At what price would this be expensive but worth considering?
- At what price would this be a bargain?
- At what price would this be too cheap (suspect quality)?
Plot the cumulative distributions. The intersections reveal:
- Point of Marginal Cheapness: intersection of "too cheap" and "expensive"
- Point of Marginal Expensiveness: intersection of "too expensive" and "bargain"
- Optimal Price Point: intersection of "too cheap" and "too expensive"
- Acceptable Price Range: between marginal cheapness and marginal expensiveness
Sample size needed: 100-300 respondents per segment.
This is the start of the file. Read the full SKILL.md on GitHub.
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Source
- SKILL.md in the repositoryCheckingskills/pricing-strategy/SKILL.md
Popularity
- Repository stars
- 17
- Repository forks
- 1
- 7-day trend score
- 14
Stars and forks are for the whole GitHub repository, not this skill alone. Refreshed 7 May 2026, 6 months ago.
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