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pricing-strategy

coreyhaines31/marketingskills

Design SaaS pricing that captures value and aligns with customer willingness to pay.

What is pricing-strategy?

Expert guidance on pricing decisions, packaging, and monetization strategy for SaaS and digital products. Use this when figuring out what to charge, how to structure pricing tiers, or whether to raise prices. Covers value metrics, tier design, pricing research methods, and pricing page best practices.

  • Identify optimal price points using value-based pricing principles and willingness-to-pay research
  • Design tier structures (Good-Better-Best) with clear feature and usage differentiation
  • Select and validate value metrics that align price with customer value delivery
  • Conduct Van Westendorp and MaxDiff pricing research to inform decisions
  • Evaluate when and how to raise prices without losing customers
  • Optimize pricing pages with psychology principles and conversion best practices

How to install pricing-strategy

npx skills add https://github.com/coreyhaines31/marketingskills --skill pricing-strategy
Prerequisites
  • Product marketing context (if available in .agents/product-marketing-context.md or .claude/product-marketing-context.md)
  • Understanding of your target customer segments and their needs
  • Current pricing data or competitor pricing for reference
Claude Code
Cursor
Windsurf
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How to use pricing-strategy

  1. 1.Gather business context: product type, target market, go-to-market motion, and current pricing performance
  2. 2.Define your primary value metric—what customers pay for as they grow
  3. 3.Research willingness to pay using Van Westendorp or MaxDiff methods, or analyze competitor pricing
  4. 4.Design tier structure using Good-Better-Best framework with clear differentiation
  5. 5.Set price points based on value delivered, not cost to serve
  6. 6.Validate pricing with target customers before launch or major changes
  7. 7.Plan pricing page layout with comparison tables, recommended tier, and trust signals

Use cases

Good for
  • Launching a new SaaS product and determining initial pricing and tier structure
  • Restructuring existing pricing tiers to improve conversion or ARPU
  • Deciding whether to raise prices and planning the rollout strategy
  • Choosing between per-user, per-usage, flat-fee, or hybrid pricing models
  • Designing freemium or free trial strategies and packaging decisions
Who it's for
  • SaaS founders and product leaders setting or revising pricing
  • Product managers designing tier structures and packaging
  • Go-to-market teams optimizing pricing for growth or revenue
  • Pricing analysts conducting willingness-to-pay research
  • Sales and RevOps teams managing pricing strategy and deal desk

pricing-strategy FAQ

How do I choose between per-user, per-usage, and flat-fee pricing?

Select a value metric where price scales with value delivered. Per-user works for collaboration tools (Slack), per-usage for variable consumption (AWS), per-feature for modular products (HubSpot), and flat-fee for simple products (Basecamp). Ask: 'As customers use more of this metric, do they get more value?' If yes, it's a good metric.

When should I raise my prices?

Raise prices when market signals (competitors raised, prospects don't flinch), business signals (>40% conversion, <3% monthly churn), or product signals (significant new value) indicate readiness. Strategies include grandfathering existing customers, announcing 3-6 months ahead, tying increases to new features, or restructuring plans entirely.

What's the difference between Good-Better-Best tiers?

Good tier: core features, limited usage, low price for entry. Better tier: full features, reasonable limits, anchor price (recommended). Best tier: everything plus advanced features, 2-3x the Better price. Differentiate via feature gating, usage limits, support level, or API access.

How do I research optimal pricing without surveying customers?

Use Van Westendorp method (four price-acceptability questions to find optimal zone), MaxDiff analysis (identify most-valued features), or analyze competitor pricing and ARPU benchmarks. Combine with conversion rate and churn data to validate assumptions.

What discount should I offer for annual billing?

Standard annual discounts are 17-20%, which incentivizes longer commitment without feeling excessive. Tie the discount to your unit economics and churn rate—higher churn justifies larger discounts to lock in revenue.

Full instructions (SKILL.md)

Source of truth, from coreyhaines31/marketingskills.


name: pricing-strategy description: "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." metadata: version: 1.1.0

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

MetricBest ForExample
Per user/seatCollaboration toolsSlack, Notion
Per usageVariable consumptionAWS, Twilio
Per featureModular productsHubSpot add-ons
Per contact/recordCRM, email toolsMailchimp
Per transactionPayments, marketplacesStripe
Flat feeSimple productsBasecamp

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?

Related Skills

  • 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