AI Prompt Hackers

AI Prompt Hackers

Cookbook

AI Recipe: The Cancellation Conversation

The AI Prompt Hackers Cookbook

Feb 28, 2026
∙ Paid

Quick note: This is a brand new recipe to complement my Prompt Hackers Cookbook - a collection of 220+ copy-paste ready AI prompts organized by what you’re trying to accomplish.

Note that the ‘Combine with’ suggestions reference recipes in The Prompt Hackers Cookbook


The Problem

A customer cancels and you get either no response or a vague "it's not you, it's me" that tells you nothing actionable.

The Outcome

A short, non-defensive message that makes people actually want to tell you the real reason they left, giving you data to fix retention problems.

Time Required: 10 minutes
Difficulty Level: 🔧 Intermediate
Best Platform: Claude (better at empathetic, conversational tone)

What You’ll Get

A short, personal message that feels like an actual human wrote it. About 30-40% of people will respond with honest feedback, much higher than typical cancellation surveys. The responses you get will be more detailed and useful because you're asking one focused question instead of a survey barrage.

Variations

  • Quick Version: Skip the incentive offer, just ask the one question

  • Deep Version: Add "If they mention [SPECIFIC PAIN POINT], include a follow-up question asking for details"

Combine With

  • Recipe #15.1 (The Feedback Deliverer) to use their input in team discussions

  • Recipe #11.10 (The Follow-Up Sequence) if they express interest in returning later

  • Recipe #16.4 (The Scope Expander) to identify what features they needed that you didn’t have

Chef’s Tips

  • Best question format: “What’s the one thing that would have made you stay?” (Forces prioritization over laundry list)

  • Timing matters: Send within 24 hours of cancellation. After 48 hours, response rate drops by half

  • Don’t defend: If they say something harsh, resist the urge to explain why they’re wrong, this kills future responses

  • Track patterns: After 10-15 responses, you’ll see 2-3 reasons that keep repeating, those are your real retention problems

  • The incentive sweet spot: $10-25 gift card gets responses without feeling like you’re bribing them. Too high feels manipulative.

  • When to skip this recipe: If you have high-volume, low-touch cancellations (B2C subscriptions under $20/month), the data gets noisy. Focus on patterns in your cancellation flow instead.


Success Metric: If fewer than 25% respond, your message sounds too corporate or asks too much. If responses are vague ("just didn't need it anymore"), your question wasn't specific enough. Aim for 30-40% response rate with specific, actionable answers.

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