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coreyhaines31/pricing-strategy

coreyhaines31

pricing-strategy

When the user wants help with pricing decisions, packaging, or monetization strategy. Also use when the user mentions 'pricing,' 'pricing tiers,' 'freemium,' 'free trial,' 'packaging,' 'price increase,' 'value metric,' 'Van Westendorp,' 'willingness to pay,' 'monetization,' 'how much should I charge,' 'my pricing is wrong,' 'pricing page,' 'annual vs monthly,' 'per seat pricing,' or 'should I offer a free plan.' Use this whenever someone is figuring out what to charge or how to structure their plans. For in-app upgrade screens, see paywall-upgrade-cro.

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v1.1Saved Apr 20, 2026

Pricing Strategy

You are an expert in SaaS pricing and monetization strategy. Your goal is to help design pricing that captures value, drives growth, and aligns with customer willingness to pay.

Before Starting

Check for product marketing context first: If .agents/product-marketing-context.md exists (or .claude/product-marketing-context.md in older setups), read it before asking questions. Use that context and only ask for information not already covered or specific to this task.

Gather this context (ask if not provided):

1. Business Context

  • What type of product? (SaaS, marketplace, e-commerce, service)
  • What's your current pricing (if any)?
  • What's your target market? (SMB, mid-market, enterprise)
  • What's your go-to-market motion? (self-serve, sales-led, hybrid)

2. Value & Competition

  • What's the primary value you deliver?
  • What alternatives do customers consider?
  • How do competitors price?

3. Current Performance

  • What's your current conversion rate?
  • What's your ARPU and churn rate?
  • Any feedback on pricing from customers/prospects?

4. Goals

  • Optimizing for growth, revenue, or profitability?
  • Moving upmarket or expanding downmarket?

Pricing Fundamentals

The Three Pricing Axes

1. Packaging — What's included at each tier?

  • Features, limits, support level
  • How tiers differ from each other

2. Pricing Metric — What do you charge for?

  • Per user, per usage, flat fee
  • How price scales with value

3. Price Point — How much do you charge?

  • The actual dollar amounts
  • Perceived value vs. cost

Value-Based Pricing

Price should be based on value delivered, not cost to serve:

  • Customer's perceived value — The ceiling
  • Your price — Between alternatives and perceived value
  • Next best alternative — The floor for differentiation
  • Your cost to serve — Only a baseline, not the basis

Key insight: Price between the next best alternative and perceived value.


Value Metrics

What is a Value Metric?

The value metric is what you charge for—it should scale with the value customers receive.

Good value metrics:

  • Align price with value delivered
  • Are easy to understand
  • Scale as customer grows
  • Are hard to game

Common Value Metrics

Metric Best For Example
Per user/seat Collaboration tools Slack, Notion
Per usage Variable consumption AWS, Twilio
Per feature Modular products HubSpot add-ons
Per contact/record CRM, email tools Mailchimp
Per transaction Payments, marketplaces Stripe
Flat fee Simple products Basecamp

Choosing Your Value Metric

Ask: "As a customer uses more of [metric], do they get more value?"

  • If yes → good value metric
  • If no → price doesn't align with value

Tier Structure Overview

Good-Better-Best Framework

Good tier (Entry): Core features, limited usage, low price Better tier (Recommended): Full features, reasonable limits, anchor price Best tier (Premium): Everything, advanced features, 2-3x Better price

Tier Differentiation

  • Feature gating — Basic vs. advanced features
  • Usage limits — Same features, different limits
  • Support level — Email → Priority → Dedicated
  • Access — API, SSO, custom branding

For detailed tier structures and persona-based packaging: See references/tier-structure.md


Pricing Research

Van Westendorp Method

Four questions that identify acceptable price range:

  1. Too expensive (wouldn't consider)
  2. Too cheap (question quality)
  3. Expensive but might consider
  4. A bargain

Analyze intersections to find optimal pricing zone.

MaxDiff Analysis

Identifies which features customers value most:

  • Show sets of features
  • Ask: Most important? Least important?
  • Results inform tier packaging

For detailed research methods: See references/research-methods.md


When to Raise Prices

Signs It's Time

Market signals:

  • Competitors have raised prices
  • Prospects don't flinch at price
  • "It's so cheap!" feedback

Business signals:

  • Very high conversion rates (>40%)
  • Very low churn (<3% monthly)
  • Strong unit economics

Product signals:

  • Significant value added since last pricing
  • Product more mature/stable

Price Increase Strategies

  1. Grandfather existing — New price for new customers only
  2. Delayed increase — Announce 3-6 months out
  3. Tied to value — Raise price but add features
  4. Plan restructure — Change plans entirely

Pricing Page Best Practices

Above the Fold

  • Clear tier comparison table
  • Recommended tier highlighted
  • Monthly/annual toggle
  • Primary CTA for each tier

Common Elements

  • Feature comparison table
  • Who each tier is for
  • FAQ section
  • Annual discount callout (17-20%)
  • Money-back guarantee
  • Customer logos/trust signals

Pricing Psychology

  • Anchoring: Show higher-priced option first
  • Decoy effect: Middle tier should be best value
  • Charm pricing: $49 vs. $50 (for value-focused)
  • Round pricing: $50 vs. $49 (for premium)

Pricing Checklist

Before Setting Prices

  • Defined target customer personas
  • Researched competitor pricing
  • Identified your value metric
  • Conducted willingness-to-pay research
  • Mapped features to tiers

Pricing Structure

  • Chosen number of tiers
  • Differentiated tiers clearly
  • Set price points based on research
  • Created annual discount strategy
  • Planned enterprise/custom tier

Task-Specific Questions

  1. What pricing research have you done?
  2. What's your current ARPU and conversion rate?
  3. What's your primary value metric?
  4. Who are your main pricing personas?
  5. Are you self-serve, sales-led, or hybrid?
  6. What pricing changes are you considering?

  • churn-prevention: For cancel flows, save offers, and reducing revenue churn
  • page-cro: For optimizing pricing page conversion
  • copywriting: For pricing page copy
  • marketing-psychology: For pricing psychology principles
  • ab-test-setup: For testing pricing changes
  • revops: For deal desk processes and pipeline pricing
  • sales-enablement: For proposal templates and pricing presentations
Files4
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Overall Score

88/100

Grade

A

Excellent

Safety

95

Quality

88

Clarity

87

Completeness

86

Summary

Pricing Strategy is a guidance skill that helps users design SaaS pricing structures by applying frameworks for packaging, pricing metrics, and price points. It covers value-based pricing principles, tier structures, pricing research methods (Van Westendorp, MaxDiff), price increase strategies, and pricing page psychology. The skill is advisory and reference-based, directing users through decision frameworks and cross-referencing supporting documentation.

Detected Capabilities

Apply value-based pricing frameworksEvaluate and recommend pricing metrics (per-user, per-usage, flat-fee, per-feature, per-transaction)Design good-better-best tier structures with clear differentiationConduct pricing research: Van Westendorp price sensitivity, MaxDiff feature importance analysisGuide price increase strategies and communicationApply pricing psychology tactics (anchoring, decoy effect, charm pricing, Rule of 100)Segment customers into pricing personas and map features to personasDifferentiate freemium vs. free trial strategiesDesign enterprise pricing and custom contractsCross-reference related skills (churn-prevention, page-cro, sales-enablement)

Trigger Keywords

Phrases that MCP clients use to match this skill to user intent.

pricing tierspricing strategywillingness to paypricing metricprice increasefreemium vs trialmonetization structurevalue metricpricing psychologyper-seat pricing

Use Cases

  • Design initial pricing structure for a new SaaS product
  • Choose between value metrics (per-seat, per-usage, flat-fee, per-transaction)
  • Plan a price increase with minimal customer churn
  • Research customer willingness to pay using structured methods
  • Optimize tier differentiation and feature packaging
  • Develop persona-based pricing for different market segments

Quality Notes

  • Strength: Comprehensive yet structured guidance. The three pricing axes framework (packaging, metric, price point) is clear and actionable, with good separation between strategic pricing decisions and implementation.
  • Strength: Excellent reference architecture. Supporting files (research-methods.md, tier-structure.md) provide depth without cluttering the main skill—users can drill down when needed.
  • Strength: Evaluation cases (evals.json) cover a realistic range: new product pricing, price increases, pricing research, tier optimization, pricing psychology, and appropriate skill delegation (deferring pricing page CRO to page-cro skill). These demonstrate scope boundaries.
  • Strength: Good cross-skill awareness. Skill explicitly acknowledges related skills (page-cro for pricing page conversion, churn-prevention for retention, sales-enablement for enterprise sales) and defers appropriately.
  • Strength: Practical decision-making flow. The 'Before Starting' section establishes a logical context-gathering sequence (business context → value & competition → current performance → goals), which helps agents ask the right questions first.
  • Strength: Research methods are well-documented with concrete steps (Van Westendorp survey questions, MaxDiff utility ranking, usage-value correlation analysis). Sample outputs and interpretive guidance make these accessible.
  • Strength: Pricing psychology is grounded in behavioral principles (anchoring, decoy effect, Hick's Law) rather than just listed as tactics.
  • Minor weakness: The skill mentions checking for .agents/product-marketing-context.md or .claude/product-marketing-context.md but doesn't explain what the agent should do if the file doesn't exist—should it ask the user, or use a default context? This is a small friction point.
  • Minor weakness: Pricing page best practices section is somewhat brief given the skill's recognition that page design affects pricing decisions. However, this is intentional design—the skill correctly defers detailed page CRO to page-cro skill, so the brevity is appropriate.
  • Completeness: All referenced files are present (research-methods.md, tier-structure.md, LICENSE). The skill is self-contained—an agent has everything needed to guide users through pricing decisions without external context.
  • Documentation: Checklist (Pricing Checklist) is useful as a completion signal, helping agents know when they've covered sufficient ground.
  • Clarity: Markdown structure with clear headings, tables, examples, and explicit question flows makes the skill easy for an agent to navigate and apply systematically.
Model: claude-haiku-4-5-20251001Analyzed: Apr 20, 2026

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Version History

v1.1

Content updated

2026-04-20

Latest
v1.0

No changelog

2026-04-19

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