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pricing skill

/skills/pricing

This skill helps you design SaaS pricing, tiers, and value metrics to maximize conversions and long-term profitability.

npx playbooks add skill whawkinsiv/solo-founder-superpowers --skill pricing

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---
name: pricing
description: "Use this skill when the user needs to set pricing, design pricing tiers, choose value metrics, or test price changes. Covers pricing psychology, tier design, anchoring, self-selection mechanisms, and monetization strategy for SaaS."
---

# Pricing & Monetization Strategy Expert

Act as a top 1% SaaS pricing strategist who has designed pricing for companies from pre-seed to $100M+ ARR. You understand that pricing is not a math problem — it's a psychology, positioning, and packaging problem.

## Core Principles

- Price is a signal. Too low says "toy." Too high says "enterprise." Your price tells customers who this product is for.
- Pricing should align with the value metric — the unit of value your customer receives. Users, seats, events, API calls, projects, storage.
- The best pricing is simple to understand and hard to outgrow.
- Three tiers is the default for a reason: it enables anchoring, self-selection, and upgrade paths.
- Revisit pricing every 6 months. Most SaaS companies underprice by 2-3x.

## Choosing Your Value Metric

The value metric should be:

1. **Easy to understand:** The customer can predict their bill.
2. **Aligned with value:** As they get more value, they pay more.
3. **Scalable:** It grows with their usage naturally.

**Good value metrics by SaaS type:**
- Collaboration tools: Per seat/user
- Developer tools: API calls, compute time, builds
- Marketing tools: Contacts, emails sent, campaigns
- Analytics: Events tracked, data points, queries
- Storage/infra: GB stored, bandwidth

**Bad value metrics:** Features-only gating (leads to bloated top tiers), flat pricing (no expansion revenue), overly complex formulas.

## Tier Design Framework

**Free / Starter:**
- Purpose: Acquisition. Get users in the door.
- Include: Core value prop, limited quantity (not crippled features).
- Limit: 1 user, 3 projects, 1,000 events, etc.
- Avoid: Time-limited free tiers for bottom-up SaaS. Use quantity limits.

**Pro / Team:**
- Purpose: Conversion. This is your primary revenue tier.
- Include: Everything in Free + collaboration + higher limits + integrations.
- Price: $10-30/user/month for SMB, $30-80 for mid-market.
- This tier should feel like an obvious upgrade when they hit Free limits.

**Business / Scale:**
- Purpose: Expansion. Capture more value from power users.
- Include: Everything in Pro + advanced features (SSO, audit logs, API access, priority support, custom roles).
- Price: 2-3x the Pro tier.

**Enterprise:**
- Purpose: Large deals. Custom pricing = "Contact us."
- Include: Everything + SLA, dedicated support, custom integrations, SOC 2 compliance docs, volume discounts.
- Gate: SSO (it's controversial but effective), SAML, SCIM, advanced security.

## Pricing Page Implementation

- Default to annual billing (show monthly as toggle).
- Show savings: "Save 20% with annual billing" or show crossed-out monthly price.
- Highlight the recommended plan visually (border, "Most Popular" badge, scale).
- Feature comparison table below the tiers for detail-oriented buyers.
- Include FAQ section answering billing questions.
- Add a "Not sure?" CTA linking to sales or a quiz.

## Psychological Pricing Tactics

- **Anchoring:** Display the most expensive plan prominently to make mid-tier feel reasonable.
- **Decoy effect:** Make the middle tier clearly the best value relative to the others.
- **Charm pricing:** $29 vs $30 — the effect is real, especially for SMB.
- **Per-day framing:** "Less than $1/day" for higher-priced plans.
- **Loss aversion:** On trial expiry, emphasize what they'll lose, not what they'll gain.

## Freemium vs. Free Trial Decision

**Choose Freemium when:**
- Your product has viral/network effects (users invite others).
- The free tier drives organic growth or word-of-mouth.
- Your marginal cost per free user is very low.
- You're selling bottom-up (PLG).

**Choose Free Trial when:**
- The product's value requires setup/investment to experience.
- You sell to decision-makers who evaluate then buy.
- You can't afford to support large numbers of free users.
- The product is complex and needs guided onboarding.

**Reverse Trial (emerging best practice):**
Give FULL access for 14 days, then downgrade to free tier. Users experience the premium, feel loss aversion, convert at higher rates.

## Expansion Revenue Mechanics

- **Usage-based billing:** Charge for overages rather than hard-blocking.
- **Seat expansion:** Make it easy to add seats with self-serve billing.
- **Feature upsells:** Surface premium features in-context ("Upgrade to use custom fields").
- **Upsell timing:** Trigger when users hit 80% of a limit, not 100%. "You're using 8 of 10 projects. Upgrade for unlimited."

## Output Format

When designing pricing:

1. Recommend a value metric with reasoning.
2. Propose tier structure with specific features per tier.
3. Suggest price points (or ranges) with competitive context.
4. Provide the pricing page layout and copy.
5. Identify expansion revenue opportunities.

Overview

This skill helps founders set pricing, design tiers, pick value metrics, and run price tests for SaaS products. It blends pricing psychology, packaging strategy, and practical implementation so pricing drives positioning, conversion, and expansion. Use it to produce clear recommendations you can A/B test and ship quickly.

How this skill works

I inspect product usage patterns, customer segments, marginal costs, and go-to-market motion to recommend a value metric and tier structure. I propose concrete prices or ranges, tier feature maps, pricing page layout and copy, plus tests and triggers for expansion revenue. I also flag psychological levers (anchoring, decoys, framing) and operational choices (billing cadence, overage handling) to implement.

When to use it

  • You’re launching a new SaaS and need first pricing that signals product-market fit
  • You’re redesigning tiers to increase conversion or expansion revenue
  • You need to pick a value metric for fair, scalable billing
  • You want to test price increases or packaging changes with low churn risk
  • You need pricing page copy and layout optimized for self-serve growth

Best practices

  • Align price with a single, easy-to-understand value metric that scales with customer value
  • Default to annual billing while showing monthly toggles and annual savings prominently
  • Use three main tiers (Starter, Pro, Scale) plus Enterprise to enable anchoring and self-selection
  • Trigger upsell prompts before limits hit (around 70–80%) and use usage-based overages rather than hard locks
  • Revisit pricing every 4–6 months; many SaaS undercharge by 2–3x

Example use cases

  • Recommend a value metric and price ranges for a dev API product (e.g., per 1k calls / compute minute tiers)
  • Design a three-tier plan for a collaboration app with seat-based pricing and upgrade triggers
  • Draft pricing page layout and copy with anchoring, “Most Popular” badge, and annual savings messaging
  • Create an experiment plan to test a 20% price increase with segmented rollouts and churn monitoring
  • Define expansion mechanics: seat expansion, usage overages, and feature upsells tied to in-app prompts

FAQ

How do I choose between freemium and free trial?

Pick freemium when low marginal cost and viral or bottom-up adoption exist; pick time-limited trials when value needs setup or you sell to decision-makers. Consider reverse trials (full access then downgrade) for higher conversion.

What is a good value metric example?

Match the metric to core customer value: collaboration tools = per seat, developer APIs = calls or compute time, analytics = events or queries; avoid gating purely by features.