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Re-engage a stalled deal 90 days later with one new reason

  • For Sales and customer success
  • You practice Giving the right context
  • Time about 5 minutes
  • Level Intermediate

About this exercise

Write a re-engagement email to Arlo Finch, plain text under 85 words, subject line first. Use exactly one new reason to talk from the notes (not a discount), mention the earlier proposal in one clause, and ask one easy question that can be answered with a single word. Don't write "checking in", "touching base", "circling back" or imply he owes a reply.

Common mistakes when you ask AI for this

  • Offering a discount. The AI adds a limited-time offer. Try: Add: "No discount; give exactly one new reason."
  • Stock phrases. The AI opens with 'Just checking in'. Try: Add: "Avoid checking in, touching base and circling back."
  • Guilt or speculation. The AI says 'I know you've been busy'. Try: Add: "Don't imply he owes a reply or guess why he's quiet."
  • Long email. The AI lists several updates. Try: Add: "Plain text under 85 words, subject first."

What a strong prompt includes

  • Gives one new reason
  • Mentions the old proposal
  • Ends with a one-word question
  • Bans stock phrases
  • Sets form and length

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