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Pricing

Corey HainesCommunityCreated by Corey Haines

  • Skill
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  • Business and productivity
  • MIT
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From the author

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,' 'should I offer a free plan,' 'pricing page teardown,' 'pricing page audit,' 'is my pricing page AI-readable,' or 'can AI read my pricing.' Use this whenever someone is figuring out what to charge, how to structure their plans, or wants to audit a pricing page (for humans and for the AI agents that shortlist tools). For in-app upgrade screens, see paywalls. For offer construction (bonuses, guarantees, value framing, naming) on services/courses/coaching/high-ticket B2B, see offers.
— the description by Corey Haines

AutoGineer summary

Written by AutoGineer from the skill’s own files, not by the author

This skill provides a comprehensive framework for designing and optimizing pricing strategies. It covers the fundamentals of value-based pricing, packaging, and selecting appropriate value metrics. It emphasizes learning through real-market signals rather than over-modeling, and provides specific methodologies for conducting pricing research, managing price increases, and auditing pricing pages to ensure they are both persuasive to human buyers and extractable by AI agents.

What it does

  • Guides users through selecting pricing models and value metrics.
  • Provides frameworks for tier structure and packaging.
  • Offers methodologies for conducting pricing research like Van Westendorp.
  • Outlines strategies for rolling out price increases while minimizing churn.
  • Audits pricing pages for human clarity and AI-agent readability.
  • Helps define pricing strategy based on business context and goals.

When to use it

  • When determining how much to charge for a new product or service.
  • When evaluating if current pricing tiers or packaging are effective.
  • When planning a price increase or restructuring existing plans.
  • When auditing a pricing page to improve conversion and AI-agent discoverability.
  • When trying to align pricing with customer value rather than just costs.

Advantages

  • Focuses on value-based pricing rather than cost-plus or competitor-matching.
  • Includes a modern lens on AI-agent readiness for pricing pages.
  • Provides actionable, low-risk strategies for early-stage pricing.
  • Offers clear, structured rubrics for auditing existing pricing pages.
  • Helps avoid common pitfalls like the '9-dollar trap' or over-reliance on grandfathering.

Usage examples

“How should I structure my pricing for a new B2B SaaS tool?”
The agent will guide you through defining your value metric, choosing between flat, usage, or tier-based models, and setting initial price points based on your target market.
“Can you audit my pricing page to see if it's AI-readable?”
The agent will perform a teardown, checking if your prices are in plain text, if your FAQ covers common objections, and if your plan details are extractable by AI crawlers.
“I want to raise my prices. How do I do it without losing all my customers?”
The agent will provide a rollout strategy, including communication templates, grace periods, and methods for testing the increase on new customers first.

Install

  1. Download the skill as a ZIP:

    https://autogineer.com/agent-skills/coreyhaines31/pricing/download
  2. Unzip it into the cross-client skills folder of your project:

    mkdir -p .agents/skills && unzip pricing.zip -d .agents/skills

Documentation by Corey Haines

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.md exists (or .claude/product-marketing.md, or the legacy product-marketing-context.md filename, 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.

Don't anchor on the wrong things:

  • Not competitor-based — matching a competitor's price copies their strategy, not their economics. It's a data point, not a target.

  • Not cost-based — cost is a floor, never the basis. Value + differentiation set the price.


Initial Pricing — "Pick a Price You Can Learn From"

The frameworks below (value metrics, tiers, Van Westendorp) are for optimizing a price. On day one you don't have a price to optimize — you have a bet to place. The goal of your first price is learning, not precision. Pick a number, ship it, and let real buyers tell you if it's wrong.

The $10 / $100 / $1,000 rule of thumb

When you have nothing to go on, start with the order of magnitude that matches who you serve:

  • ~$10/mo — prosumer / individual, high volume, low touch

  • ~$100/mo — SMB / team tool, the SaaS default

  • ~$1,000/mo — mid-market / business-critical / sales-assisted

Pick the bucket by who the customer is and how much value you deliver, then start near the round number. You can move within the bucket fast once you have signal.

Avoid the $9 trap

Resist the urge to price ultra-low (e.g. $9/mo) to reduce friction. Ultra-low pricing:

  • Creates false traction — signups that look like validation but come from people who'd never pay a real price

  • Traps you — it's far harder to raise a price 5–10x later than to have started higher, and your cheapest customers churn most and complain loudest (see references/pricing-models.md on low-price retention)

Round-and-slightly-higher beats clever-and-cheap.

"Just charge $50 and see what happens"

When early Intercom agonized over pricing, Jason Fried's advice was essentially: just charge $50 and see what happens. Stop modeling; get a real signal. If people pay without flinching, raise it. If nobody bites, you've learned something for the cost of a week, not a quarter.

For the eight ways to structure how you charge (flat, usage, tier, user, feature, credit, outcome, hybrid) and the value/price ratio: See references/pricing-models.md.


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

The value metric picks the pricing model. Once you know what scales with value, choose how to charge on it — flat, usage, tier, user, feature, credit, outcome, or a hybrid. See references/pricing-models.md.


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

Use intersections to identify perceived price acceptability and candidate prices to test. The named "Optimal Price Point" is a survey intersection, not proof of revenue or profit maximization. The four questions alone do not estimate conversion, churn or demand at a new price.

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

Rollout Methodology

A price change is a rollout, not a switch you flip. Sequence it to de-risk:

  1. Test on new customers first. Raise the price only for new signups and watch conversion. New customers have no anchor and no relationship at stake, so they give you a clean read on whether the market accepts the number — before you touch a single existing account.

  2. Don't reflexively grandfather forever. Grandfathering feels kind, but it can leave enormous money on the table. Run the math: a customer paying $50/mo who should be at $250/mo is a $2,400/yr gap — and $200/mo you're subsidizing indefinitely across your whole base. Grandfather as a transition (a grace period), not a permanent exemption.

  3. Roll out small, then gradually. Move 5–10% of existing customers to the new price first. Watch churn and support volume for a cycle, then expand in staggered waves. A staggered rollout contains the blast radius and gives you an off-ramp if churn spikes.

  4. Communicate the why, months ahead, with a generous offer. Tell customers why the price is changing (usually: more value shipped) well in advance. Soften it: lock-in-the-old-price-if-you-upgrade-to-annual-now, an extended grace window, or a one-time credit. Advance notice + a generous option converts a resentment moment into a loyalty one.

Expect — and accept — some churn. The customers most likely to leave over a justified increase are usually your least-profitable, highest-support, most price-sensitive accounts.


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 Page Teardown

When someone wants to audit an existing pricing page for clarity, transparency, and AI-readability (not the pricing strategy itself, and not conversion-rate optimization — that's cro), run a teardown that scores it across two axes and returns prioritized fixes:

  • Human buyer experience — value-prop clarity, plan differentiation, cognitive load, trust signals, pricing psychology, and price transparency.

  • AI-agent readiness — whether the LLMs and agents that increasingly shortlist and compare tools can actually read and quote your pricing: machine-readable prices (not locked in an image or behind "Contact us"), extractable FAQ/objection coverage, per-tier depth stated in text, and structured data. Buyers now ask ChatGPT/Perplexity/Claude "what's the best X and what does it cost?" before visiting — a pricing page an agent can't parse loses deals you never see.

Fast check — the "paste test": give the pricing URL to a browsing-capable AI (Perplexity, ChatGPT with search, Claude with web) — or paste the rendered page text — and ask "what are the plans and prices?" A clean miss means agents fetching your page will struggle too (a heuristic, not proof every agent fails).

The AI-readiness fixes are usually high-impact, low-effort (put prices in text, add Offer schema). Hand implementation to schema (Product/Offer JSON-LD) and ai-seo (extractability, AI-bot access, llms.txt).

For the full 10-dimension rubric, scoring, and report template: See references/pricing-page-teardown.md. (AI-agent-readiness lens adapted from Kyle Poyar / Growth Unhinged.)


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

  • cro: For optimizing pricing page conversion

  • ai-seo: For making the pricing page extractable/citable by AI (the teardown's AI-agent-readiness axis)

  • schema: For Product/Offer structured data so machines can read your tiers and prices

  • copywriting: For pricing page copy

  • marketing-psychology: For pricing psychology principles

  • ab-testing: For testing pricing changes

  • revops: For deal desk processes and pipeline pricing

  • sales-enablement: For proposal templates and pricing presentations

Files

evals/evals.json

{
  "skill_name": "pricing",
  "evals": [
    {
      "id": 1,
      "prompt": "Help me figure out pricing for our new SaaS product. It's a customer support platform for e-commerce stores. We're not sure whether to charge per agent, per ticket, or flat rate. Currently thinking $49-199/month range.",
      "expected_output": "Should check for product-marketing.md first. Should apply the three pricing axes framework: packaging (what's included in each tier), pricing metric (per agent, per ticket, flat rate — evaluate each), price point ($49-199 range evaluation). Should discuss value metrics and which aligns best with value delivered (per agent is common in support, but per ticket aligns with usage). Should recommend a good-better-best tier structure. Should address pricing psychology. Should provide a specific pricing recommendation with rationale.",
      "assertions": [
        "Checks for product-marketing.md",
        "Applies three pricing axes framework",
        "Evaluates multiple pricing metrics",
        "Discusses which metric aligns with value delivered",
        "Recommends good-better-best tier structure",
        "Addresses pricing psychology",
        "Provides specific pricing recommendation with rationale"
      ],
      "files": []
    },
    {
      "id": 2,
      "prompt": "We want to raise our prices by 30%. We've been at $29/month for 2 years and we've added a lot of features. How do we do this without losing customers?",
      "expected_output": "Should apply the 'when to raise prices' and price increase strategies sections. Should recommend a strategy: grandfather existing customers (or give them a grace period), tie the increase to new value, communicate the change clearly with advance notice, consider an annual billing discount as a softening measure. Should address different approaches (immediate for new customers, delayed for existing). Should recommend specific communication strategy. Should note that some churn is expected and acceptable.",
      "assertions": [
        "Applies price increase strategies",
        "Recommends grandfathering or grace period approach",
        "Recommends tying increase to new value",
        "Provides communication strategy",
        "Addresses new vs existing customer timing",
        "Suggests annual billing as softening measure",
        "Notes some churn is expected"
      ],
      "files": []
    },
    {
      "id": 3,
      "prompt": "how do we figure out what people will actually pay? we're launching a new product and have no idea what to charge.",
      "expected_output": "Should trigger on casual phrasing. Should apply the pricing research methods: Van Westendorp price sensitivity analysis (too cheap, bargain, expensive, too expensive), MaxDiff for feature importance, competitive benchmarking. Should explain how to run each method. Should also recommend simpler approaches: talking to potential customers, analyzing competitor pricing, testing different price points. Should provide a practical pricing research plan they can execute.",
      "assertions": [
        "Triggers on casual phrasing",
        "Applies Van Westendorp price sensitivity method",
        "Applies MaxDiff for feature importance",
        "Recommends competitive benchmarking",
        "Explains how to run each method",
        "Suggests practical alternatives (customer interviews, competitive analysis)",
        "Provides executable pricing research plan"
      ],
      "files": []
    },
    {
      "id": 4,
      "prompt": "We have a Basic ($19), Pro ($49), and Enterprise (custom) plan. The Pro plan gets 70% of signups. Should we add a plan between Pro and Enterprise?",
      "expected_output": "Should apply the good-better-best tier structure framework. Should analyze the current situation: Pro capturing 70% is actually healthy, but the gap to Enterprise suggests there may be mid-market customers underserved. Should evaluate whether a 4th tier makes sense: does it address a real gap, or will it create choice paralysis? Should apply pricing psychology (Hick's Law — more options can reduce decisions). Should recommend either a 4th tier with clear differentiation or adjusting the Pro plan to better bridge the gap.",
      "assertions": [
        "Applies good-better-best tier structure",
        "Analyzes current tier performance",
        "Evaluates whether 4th tier addresses real gap",
        "Considers choice paralysis risk",
        "Applies pricing psychology (Hick's Law)",
        "Provides specific recommendation with rationale"
      ],
      "files": []
    },
    {
      "id": 5,
      "prompt": "What pricing psychology tactics should we use on our pricing page? We want the $79 plan to be the most popular.",
      "expected_output": "Should apply the pricing psychology section: anchoring (show the $79 plan next to a higher-priced plan), decoy effect (make the lower plan look less valuable), visual emphasis (highlight or 'recommend' the $79 plan), charm pricing ($79 vs $80), Rule of 100 (percentage discounts below $100, dollar discounts above), loss framing (show what lower plans miss). Should provide specific pricing page design recommendations. Should cross-reference cro for broader pricing page optimization.",
      "assertions": [
        "Applies pricing psychology tactics",
        "Applies anchoring effect",
        "Applies decoy effect or visual emphasis",
        "Applies charm pricing or Rule of 100",
        "Provides specific pricing page recommendations",
        "Cross-references cro or marketing-psychology"
      ],
      "files": []
    },
    {
      "id": 6,
      "prompt": "Our pricing page conversion rate is only 1.5%. Can you review the page and suggest improvements?",
      "expected_output": "Should recognize this is a pricing page conversion optimization task, not a pricing strategy task. Should defer to or cross-reference the cro skill, which handles pricing page conversion rate optimization including plan comparison clarity, CTA optimization, and trust signals. Pricing-strategy focuses on the actual pricing decisions (what to charge, how to package), not the page design.",
      "assertions": [
        "Recognizes this as pricing page CRO, not pricing strategy",
        "References or defers to cro skill",
        "Explains that pricing is about pricing decisions",
        "Does not attempt full page CRO audit"
      ],
      "files": []
    },
    {
      "id": 7,
      "prompt": "Can you tear down our pricing page? I want to know if it is clear for buyers, and also whether AI tools like ChatGPT or Perplexity can actually read our prices when someone asks them to compare tools in our category.",
      "expected_output": "Should run the two-axis pricing page teardown (references/pricing-page-teardown.md), not a generic CRO audit. Axis 1 (human buyer experience): value-prop clarity, plan differentiation, cognitive load, trust signals, pricing psychology, price transparency. Axis 2 (AI-agent readiness): machine-readable pricing (real numbers in HTML/text, not locked in an image, JS-only render, or behind Contact us), extractable FAQ/objection coverage, per-tier depth stated in text, and structured data (Product/Offer schema) + AI-bot crawlability. Should recommend the paste test (paste the URL into an LLM and ask for plans and prices; if it cannot answer, an AI shopping for the buyer cannot either). Should prioritize fixes by impact x effort and note AI-readiness fixes are often high-impact/low-effort. Should hand implementation to schema (Product/Offer JSON-LD) and ai-seo (extractability, AI-bot access, llms.txt). May credit the AI-agent-readiness lens to Kyle Poyar.",
      "assertions": [
        "Runs the two-axis teardown (human buyer experience AND AI-agent readiness)",
        "Checks machine-readable pricing (not locked in an image / JS-only / behind Contact us)",
        "Recommends the paste test (an LLM can correctly quote plans and prices)",
        "Hands off to schema (Product/Offer structured data) and ai-seo (extractability / AI-bot access / llms.txt)",
        "Prioritizes fixes by impact x effort; flags AI-readiness fixes as often high-impact low-effort",
        "Does not treat this as pure conversion-rate CRO"
      ],
      "files": []
    },
    {
      "id": 8,
      "prompt": "We're launching an AI writing tool for solo creators next week and I genuinely have no idea what to charge on day one. I was going to just do $9/month to get people in the door. What price should I pick and how should I even structure it?",
      "expected_output": "Should treat this as an INITIAL pricing question, not a price-optimization one — the goal of a first price is learning, not precision ('pick a price you can learn from'). Should apply the $10/$100/$1,000 rule of thumb and place a solo-creator tool near the ~$10 bucket. Should warn against the $9 trap (false traction, hard to raise later, cheapest customers churn most). May cite the Intercom/Jason Fried 'just charge $50 and see what happens' idea — ship a price and get real signal. Should reject competitor-based and cost-based anchoring in favor of value + differentiation. Should recommend a pricing MODEL/structure: for an AI actions-based tool, credit-based or usage-based (or a hybrid) is a natural fit; may reference the 8 models. May mention the ~10:1 value/price ratio and the low-price-hurts-retention counterpoint (when in doubt, price higher).",
      "assertions": [
        "Frames the first price as a learning bet, not an optimization",
        "Applies the $10/$100/$1,000 rule of thumb and buckets the tool appropriately",
        "Warns against the $9 / ultra-low trap (false traction, hard to raise, low-price churn)",
        "References 'just charge $50 and see' / getting a real signal (Intercom/Jason Fried)",
        "Rejects competitor-based and cost-based pricing in favor of value + differentiation",
        "Recommends a pricing model/structure (e.g. credit-based or usage-based for an AI tool)",
        "Notes value/price ratio (~10:1) or that low prices hurt retention"
      ],
      "files": []
    },
    {
      "id": 9,
      "prompt": "Our four-question Van Westendorp survey found PMC $29, OPP $49, IDP $59 and PME $79 per month. We charge $39. Can I tell the board that raising to $49-$59 will not significantly reduce demand, and that $49 maximizes revenue? No purchase-intent, actual sales or retention data were collected.",
      "expected_output": "Should reject both claims as unsupported by four price-perception questions. Describe OPP as a named intersection, not revenue optimum. Use $49 and $59 as candidate test prices (+25.6% and +51.3% vs $39), keep demand/churn/revenue forecasts unknown, and propose purchase-intent/choice research or a controlled actual price test with conversion, margin and retention guardrails. Do not infer probabilities from price acceptability.",
      "assertions": [
        "Separates price perception from purchase behavior",
        "Does not promise unchanged demand or claim a revenue-maximizing OPP",
        "Computes price increases using the current $39 denominator",
        "Recommends collecting purchase behavior and unit economics before rollout"
      ],
      "files": []
    }
  ]
}

Requirements and compatibility

Works with: Claude Code, Claude apps, OpenAI Codex, GitHub Copilot, Cursor, Gemini CLI, Kiro, OpenCode, Goose, Amp, Roo Code, JetBrains Junie, Factory Droid, Devin (ex-Windsurf), Mistral Vibe, OpenHands, Letta

“Works with” means the tool reads the open Agent Skills format; a skill written for one tool may use features others lack.

Security

No issues found by our static scan· No issues found

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Attribution and licence

Created by
Corey Haines
Publisher
Corey Haines (Community)
Source
coreyhaines31/marketingskills · skills/pricing · commit 96798cf
Licence
MIT License (redistribution allowed)
  • LICENSE (added by AutoGineer from LICENSE)
  • ATTRIBUTION.md (written by AutoGineer)
Synced

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Download ZIP

The ZIP holds the skill’s files, its licence files and an ATTRIBUTION.md. Download pricing.zip