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Make a 6-question checklist for a lost-deal interview

  • For Sales and customer success
  • You practice Asking for a format you can use
  • Time about 5 minutes
  • Level Beginner

About this exercise

You are calling a buyer who chose a competitor. Write a checklist of exactly 6 questions, each on its own line starting with "- [ ]". Every question is neutral (it does not suggest an answer), under 15 words, and none asks the buyer to reconsider or hints at a discount. Put the question about who else weighed in on the decision first.

Common mistakes when you ask AI for this

  • Leading questions. The AI writes "Was our price too high?" which plants the answer. Try: Add: "Every question must be neutral, not suggest an answer."
  • Too many questions. The AI writes 10 to 12 questions with sections. Try: Say: "Exactly 6 lines, each starting with - [ ]."
  • Turning it into a win-back. The AI adds "Would you reconsider if..." Try: Add: "No questions asking them to reconsider or about discounts."
  • Bold and headings. The AI adds a bold intro and headings. Try: Add: "Plain text only, no intro."

What a strong prompt includes

  • Fixes the format
  • Sets the count
  • Requires neutral questions
  • Puts decision-makers first
  • Bans win-back asks

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