Ever had a cancellation experience so good it makes you want to stay? Most businesses dread cancellations, but what if your cancellation flow wasn’t just a dead end? What if it became a chance to retain fleeing customers—on autopilot? I recently tried to cancel my paid Calendly subscription, and their cancellation flow blew me away. It’s a masterclass in using every step to remind customers of the value they’re about to lose—and even convert them back into paying users. Here’s the breakdown: Step 1: No "Cancel" Option—Only "Downgrade" Instead of a hard “Cancel” button, I had to select "Downgrade." 👉 Why it works: It reframes the action as less final and keeps the door open for retention. Step 2: A Screen to "Choose a Plan That Fits" I was presented with three premium plans displayed prominently, with a smaller, less noticeable option to "Switch to the Free Plan." 👉 Why it works: Customers are subtly encouraged to stick with a paid option, avoiding the free plan unless absolutely necessary. Step 3: "Why Are You Canceling?" They asked for my reason. I selected: "I do not need Calendly anymore." 👉 Why it works: Gathering feedback helps the company understand churn drivers and tailor the next steps to address them. Step 4: A Sizable Discount Offer Next, I was offered 30% off my previous plan for 12 months with the headline: "Take a discount on us to keep scheduling." 💡 Genius: They tied the discount directly to the value prop—reminding me of what I’d lose (efficient scheduling) if I canceled. But be careful of users abusing this to get discounts on paid accounts 🤫 Step 5: A Final Reminder of What I’d Lose Before confirming, I saw a list of features I’d lose by canceling. 👉 Why it works: This final nudge plants a seed of doubt about the decision, giving me one last reason to reconsider. The Takeaway: Calendly turned a cancellation flow into a powerful retention tool. They made me think about the value I’d lose, offered an incentive to stay, and captured valuable feedback—all on autopilot. Here’s the lesson: If you’re treating cancellations as the end of the road, you’re leaving money on the table. With the right flow, you can: ✔️ Reframe cancellations as downgrades. ✔️ Highlight the value customers are about to lose. ✔️ Offer well-timed incentives. ✔️ Learn from the feedback to reduce churn long-term. Are you using your cancellation flow to its full potential? #sales #retention #saas
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