Article · long read

Navigating Monetization Strategies: How to Iterate Pricing While Keeping Your Customers Happy

Kim Courvoisier · Chargebee Free Intermediate

The operational side of a price change: tiered rollouts, grandfathered rates, what to communicate and when, plus data showing 73 percent of subscription companies plan increases. Canva's 300 percent rise tied to new AI features is the case study.

  • 73 percent of subscription companies planned a price increase in 2024, up from 62 percent in 2023.
  • Canva raised some plans by up to 300 percent on the back of new generative AI features.
  • Roll a new price out to small batches of customers first and watch churn before going wide.
  • Let existing customers stay on their old plan until they choose to move, even if that takes years.
Open on chargebee.com ↗

It answers 2 questions

  1. Buyers always ask for a discount. How much do I give, and how do I stop it eating my ARR?
  2. How do the best companies raise prices without losing customers?

Read with it

  1. Settles the most common argument in early sales: 11,331 opportunities show win rates rise when price comes up on the first... Gong Labs Article · short read When to discuss price and budget according to data Devin Reed
  2. The pragmatic case for pricing so discounts are survivable instead of pretending you will hold the line: mark up by around 20... SaaStr Article · short read The Confounding Logic of Discounting Jason Lemkin
  3. Survey data from 230 B2B software and AI companies, so you can see what your peers are actually charging rather than what... Growth Unhinged Report · long read The state of B2B monetization in 2026 Kyle Poyar
  4. Shows how average contract value really grows as a company scales from seed to IPO, and makes the case that most of the gain... Growth Unhinged Newsletter · short read How to have 'the talk' with your customers Kyle Poyar
  5. Takes the three models most companies use (flat fee, feature tiers, per seat), names how each one fails, and gives specific... Growth Unhinged Newsletter · short read Your pricing is (probably) broken: Here's how to fix it Kyle Poyar
  6. Segments Indian pricing properly (metro enterprise, Tier 1 SME, Tier 2 and 3 SMB) with the discount each expects, and says the... upGrowth Article · long read Pricing and Packaging Strategy for GTM Success: Framework for SaaS Markets Amol Ghemud
eChai Partner Brands The partnership →