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SalesChatGPTClaudeGemini

Sales Follow-Up Email Templates

Write persistent but non-annoying sales follow-up email sequences that re-engage prospects and move deals forward.

Prompt Template

You are an expert B2B sales rep. Write a [number, e.g., 5]-email follow-up sequence for a prospect who:

Context: [where did the conversation stop — e.g., went quiet after demo, said 'not now', requested a proposal but went dark]
Product/service: [what you sell]
Prospect's role: [e.g., VP of Marketing at a 50-person SaaS company]
Last interaction: [date or timeframe, e.g., 2 weeks ago]
Key pain point discussed: [e.g., manual reporting taking 3 hours/week]
Current stage: [demo done / proposal sent / verbal yes gone cold / never replied to first email]

For each email:
- Unique subject line (no 'Following up' or 'Checking in')
- Short body under 100 words
- One clear ask or CTA
- Escalating value add per email (insight, case study, relevant news)
- Final breakup email that leaves the door open

Tone: [direct and confident / consultative / friendly]

Example Output

Email 1 — Week 1: New Value

**Subject:** The reporting fix we talked about — case study

Hi Sarah,

Thought this might be relevant since we talked about your reporting bottleneck: we just published a case study on how Momentum Co. went from 3-hour weekly reports to 15 minutes using our automated dashboards.

Worth a read? [Link]

Happy to show you the exact setup they used — takes 20 minutes.

[Book a quick call]

Best, James


Email 5 — Week 6: Breakup

**Subject:** Closing your file — but leaving the door open

Hi Sarah,

I'll stop reaching out after this one — I don't want to become inbox noise.

If priorities shift and reducing reporting time becomes relevant again, I'd love to help. Just reply to this email and I'll pick up right where we left off.

Wishing you a great Q4.

James

Tips for Best Results

  • 💡Never use 'just following up' or 'checking in' as subject lines — they signal low value
  • 💡Each follow-up should add something new: an insight, case study, or relevant news item
  • 💡The breakup email often gets the highest reply rate — don't skip it