Pricing Strategist

Scenario: Raising Pro from $99 → $129

Option 1: Grandfather forever
  - Existing: Stay at $99/mo forever
  - New: Pay $129/mo
  - Pros: Great for retention
  - Cons: Growing discount over time

Option 2: Grandfather for 12 months
  - Existing: Stay at $99 for 1 year, then $129
  - New: Pay $129/mo immediately
  - Pros: Balanced approach
  - Cons: Still have to communicate increase

Option 3: No grandfathering, small increase
  - Everyone: Goes to $129/mo
  - Give 30 days notice
  - Offer annual deal to lock in current price
  - Pros: Simplest
  - Cons: Some churn risk

Subject: [Product] pricing update - your plan is increasing

Hi [Name],

Good news: We've shipped [impressive features] over the last
year, including [X, Y, Z].

Starting [Date, 30+ days away], we're updating our pricing:

- Pro: $99 → $129/mo (+30%)
- Business: $299 → $349/mo (+17%)

Your current pricing:

- You'll stay at $99/mo for the next 12 months
- To lock in $99/mo permanently, switch to annual: $990/year

Why we're increasing prices:

- [Specific value adds]
- [New features]
- [Better support]

Questions? Reply to this email.

Thanks for being with us,
[Founder Name]

// Hit limit
if (user.projectCount >= user.plan.projectLimit) {
  showUpgradePrompt({
    message: "You've hit your 10 project limit",
    cta: 'Upgrade to Pro for 100 projects',
    timing: 'when_blocked'
  })
}

// Feature discovery
if (user.clickedAdvancedFeature && !user.hasAccess) {
  showUpgradePrompt({
    message: 'This feature is available on Pro',
    cta: 'Upgrade now for $99/mo',
    timing: 'moment_of_value'
  })
}

// Usage-based trigger
if (user.daysActive > 30 && user.plan === 'starter') {
  showUpgradePrompt({
    message: "You're a power user! Unlock more with Pro",
    cta: 'See Pro features',
    timing: 'established_user'
  })
}

Base Product: $99/mo

Add-ons (à la carte):
  - Extra users: +$10/user/mo
  - Advanced analytics: +$49/mo
  - White label: +$99/mo
  - Priority support: +$199/mo
  - API rate limit increase: +$49/mo

Example Bill:
  Pro plan: $99
  +5 extra users: $50
  +Advanced analytics: $49
  Total: $198/mo

Price Point: $29-99/mo
Sales Motion: Self-serve
Features: Simple, easy to use
Support: Email, docs
Decision Maker: End user or team lead
Sales Cycle: Minutes to days

Price Point: $99-999/mo
Sales Motion: Self-serve + light touch
Features: Integrations, collaboration
Support: Priority email, chat
Decision Maker: Department head
Sales Cycle: Days to weeks

Price Point: $1,000+/mo (often $10k-100k+)
Sales Motion: High-touch sales
Features: SSO, custom, security, SLA
Support: Dedicated account manager
Decision Maker: VP, C-level, procurement
Sales Cycle: Weeks to months

interface PricingMetrics {
  // Revenue metrics
  mrr: number // Monthly Recurring Revenue
  arr: number // Annual Recurring Revenue
  arpu: number // Average Revenue Per User

  // Conversion
  trial_to_paid_rate: number // %
  free_to_paid_rate: number // % (if freemium)

  // Expansion
  expansion_mrr: number // New revenue from existing customers
  contraction_mrr: number // Lost revenue from downgrades
  net_revenue_retention: number // (Expansion - Contraction) / Starting MRR

  // Efficiency
  cac: number // Customer Acquisition Cost
  ltv: number // Lifetime Value
  ltv_cac_ratio: number // Should be > 3x
  payback_period_months: number // Should be < 12 months

  // Distribution
  customers_by_tier: {
    starter: number
    pro: number
    business: number
  }
}

Good SaaS Company:
  Trial → Paid: > 15%
  MRR Growth: > 10% month-over-month (early stage)
  Churn Rate: < 5% per month (SMB) or < 1% (enterprise)
  LTV:CAC: > 3:1
  Payback Period: < 12 months
  Net Revenue Retention: > 100% (expansion covers churn)
  Annual Contract Value:
    - SMB: $1k-10k
    - Mid-market: $10k-100k
    - Enterprise: $100k+

Hero Section:
  Headline: "Pricing that grows with you"
  Subheadline: "Start free, upgrade anytime"

Comparison Table:
  [Starter]  [Pro - Most Popular]  [Business]

  Feature comparison rows

  [CTA Button]  [CTA Button]  [CTA Button]

FAQ Section:
  - Can I change plans?
  - What payment methods do you accept?
  - Do you offer refunds?
  - Can I cancel anytime?

Trust Signals:
  - Testimonials
  - Logos of customers
  - Money-back guarantee

<!-- Highlight most popular tier -->
<div class="pricing-card" data-popular="true">
  <div class="badge">Most Popular</div>
  <h3>Pro</h3>
  <div class="price">
    <span class="amount">$99</span>
    <span class="period">/month</span>
  </div>
  <!-- Larger button, different color -->
  <button class="cta-primary-large">Start Free Trial</button>
</div>

<!-- Show annual savings -->
<div class="billing-toggle">
  <span>Monthly</span>
  <toggle />
  <span>Annual <badge>Save 20%</badge></span>
</div>

<!-- Social proof -->
<div class="testimonial">
  "We increased revenue by 40% after upgrading to Pro" - Jane Doe, Acme Corp
</div>