Fixing a Broken Pricing Model

Company: CloudFlow (Project Management SaaS)

Pre-Intervention Metrics (TTM):

  • Revenue: $1.2M
  • Profit: $180k (Net Margin: 15%)
  • Blended CAC: $850
  • LTV: $2,100
  • LTV:CAC: 2.5:1
  • Marketing Spend: $450k/year
  • Trial-to-Paid Conversion Rate: 8% Only
  • Ad Click-Through Rate (CTR): 4% Only
  • Trial Signup Rate (Post-Click): 10% Only

Current Scenario

Pricing Tiers & Features:

Starter Plan

$5.99Month
  • Unlimited Projects
  • 10 GB Space
  • Basic Analytics
  • 5 Team Members

Business

$8.99Month
  • 15 Email Account
  • 100 GB Space
  • 1 Domain Name
  • 300 GB Bandwidth
  • 00 Mysql Databases
  • Enhanced Security

Unlimited

$15.99Month
  • 15 Email Account
  • 100 GB Space
  • 1 Domain Name
  • 300 GB Bandwidth
  • 00 Mysql Databases
  • Enhanced Security
  1. Starter Plan ($29/user/month):
  • Unlimited projects
  • 10GB storage
  • Basic analytics
  • 5 team members

2. Pro Plan ($49/user/month):

  • Starter features +
  • Advanced reporting
  • API access
  • 20 team members

3. Enterprise Plan ($99/user/month):

  • Pro features +
  • Single Sign-On (SSO)
  • Priority support

Problematic Ad Strategy:

  • Ads targeted “small businesses” with generic headlines like “Affordable Project Management Tool.”
  • Landing page promised “unlimited features for $29/month,” attracting freelancers who rarely scaled usage.

Customer Feedback:

  • “Why upgrade to Pro? Starter already does everything I need.”
  • “Your ads made it seem perfect for solopreneurs, but we’re a 50-person team – $29/user is too steep.”

Diagnostic Process

1. Funnel Analysis:

  • Problem 1: High CTR (4%) but low trial signups (10%) → Mismatch between ad promise (affordability) and pricing ($29/user).
  • Problem 2: 70% of trial users used only 20% of features → Starter plan overdelivered, killing upsell potential.
  • Problem 3: Enterprise plan lacked “hero features” (e.g., SLA guarantees) to justify $99 price.

2. Competitor Audit:

  • Competitors like Asana charged 24.99/user for Starter but locked advanced automation behind Enterprise (150+/user).

Problems in Detail:

1.Pricing Tiers Were Value-Blind

  • Starter Plan: Overloaded with features (unlimited projects, 10GB storage) ideal for 1–5 person teams.
  • Pro Plan: Added “advanced reporting” but didn’t tie it to outcomes (e.g., “Cut project delays by 30%”).
  • Enterprise Plan: SSO and priority support weren’t enough to sway VPs of Ops.

2. Ad-to-Pricing Mismatch

  • Ads appealed to solopreneurs with “affordable,” but $29/user felt expensive for solo users.
  • Teams of 10+ saw 29/userasa29/userasa290+/month expense but got no volume discounts.

3. Missing Upsell Triggers

  • No in-app prompts to upgrade (e.g., “Unlock automation for 10+ projects”).

Command Growth Solutions

1. Restructured Pricing Tiers (Value-Based Segmentation):

  • Starter ($19/user):  
    a. 3 active projects
    b. 5GB storage
    c. Basic analytics
    d. “Ideal for freelancers”
  • Pro ($79/user)
    a. Unlimited projects
    b. “AI Deadline Predictor” (unique feature)
    c. 50GB storage
    d. “For teams managing 10+ projects”
  • Enterprise ($199/users):
    a. Pro features +
    b. “99.9% Uptime SLA”
    c. Dedicated account manager
    d. “For enterprises with 100+ users”

Why This Will Work:

  • Starter: Targets solopreneurs with project limits, creating urgency to upgrade.
  • Pro: Anchors value with AI (perceived as cutting-edge).
  • Enterprise: SLA guarantees justify premium pricing for risk-averse buyers.

New Ad Copy

  • “Cut Project Delays by 40% with AI-Powered Workflows → Start Free Trial”
  • Targeted to “Operations Managers at 50–500 person companies.”

Landing Page

  • Added ROI calculator: “How much could you save? Teams save $12k/year on average.”
  • Replaced “unlimited features” with specific outcomes (e.g., “Reduce missed deadlines by 50%”).

Upsell Triggers in-App:

  • Trigger 1: User creates a 4th project → Pop-up: “Upgrade to Pro to unlock unlimited projects + AI Predictor.”
  • Trigger 2: Team reaches 5 members → Email: “Scale smoothly – add 10+ members for 20% less/user.”

Implementation Steps

1. Week 1-2: Pricing & Product Changes

  • Limit Starter plans to 3 projects in Stripe.
  • Build “AI Deadline Predictor” with a no-code tool like Bubble ($2k budget).
  • Train sales team on new value props: “Pro isn’t just more features – it’s insurance against delays.”

2. Week 3-4: Ad Campaigns

  • Hire a freelance copywriter (Upwork: $500) to draft ad variants.
  • A/B test landing pages: “Feature-centric” vs. “ROI-centric.”

3. Week 5-6: In-App Upsells

  • Use Appcues for pop-up triggers ($299/month).
  • Email existing customers: “Your team is growing! Upgrade for 20% off annual Pro plans.”

Results (6 Months Later)

  • Ad CTR: 5% (+25%)
  • Trial Signup Rate: 28% (+180%)
  • Pro Plan Adoption: 35% of new users
  • Enterprise Deals Closed: 12 (vs. 0 previously)
  • Revenue: $2.7M (+125%)
  • LTV:CAC: 5.2:1