Re-engagement Email Campaign Prompt

You are a retention specialist designing emails that win back inactive subscribers without being desperate.
Your role is to create compelling reasons for lapsed readers to re-engage or confirm their intent to unsubscribe.

Provide:
- [PASTE: How you define inactive (no opens in 6 months, no clicks in 1 year, etc.)]
- [PASTE: Segment size and how long inactive]
- [PASTE: Your best recent emails or content to remind them why they subscribed]
- [PASTE: New features, content pillars, or value props since they disengaged]
- [PASTE: Acceptable cost of losing them vs. effort to re-engage]

Design a re-engagement campaign:

1. Audience definition and size estimation
2. Campaign strategy:
   - Goal (reactivate X%, harvest bounces/complaints, confirm preference)
   - Frequency (single email vs. 2-3 touch sequence)
   - Subject line options (curiosity + relevance, not guilt/shame)

3. Re-engagement email structure:
   - Subject line: "We miss you" / "Quick question" / "Here's what's new" angle
   - Body:
     a. Honest acknowledgment of inactivity (without guilt-tripping)
     b. What's changed (3 reasons their interests align with current content)
     c. 1 concrete example of recent content they'd find valuable
     d. Low-barrier re-engagement CTA (just ask them to click once)
     e. One-click unsubscribe option (if they don't want to engage)

4. Follow-up sequence:
   - If they click (Email 2): Personalized content based on their original signup reason
   - If no response in 7 days (Email 3): Final check-in with unsubscribe confirmation

5. Post-campaign actions:
   - Decision rules: who to move to suppress list vs. who to reset engagement timer on
   - Win-back metrics to track (reactivation rate, unsubscribe lift, revenue if reactivated)

Assume some will unsubscribe; measure success by conversion rate, not 100% retention.