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Prompts

Before you delete anyone from your list, send this three-email sequence.

A well-written re-engagement sequence recovers 10 to 15 percent of cold subscribers before you remove the rest. This prompt writes all three emails in one shot, with subject lines built to cut through inbox silence.

Cold subscribers are not all the same. Some of them genuinely drifted. Life got busy, inboxes got crowded, and your emails ended up in a folder they meant to get back to. A well-timed re-engagement sequence can recover a meaningful portion of these people before you remove them.

The key is writing a sequence that is honest about the situation without being passive-aggressive about it. The best re-engagement emails acknowledge the silence directly, deliver something genuinely useful, and make it easy for the reader to either say yes or formally opt out.

This prompt writes all three emails for you in one conversation.

Before you start, here's what you'll need

The setup.

Step 01 Identify your cold segment

Before writing the sequence, confirm you have a defined cold subscriber segment in Kit. If not, run the list health audit prompt first to identify and tag your inactive subscribers. The re-engagement sequence is only effective if it goes to the right group.

Step 02 Run the re-engagement sequence writing prompt

Paste the prompt below into Claude.

Copy and paste this into Claude

Write a three-email re-engagement sequence for cold subscribers who have not opened my emails in 90 or more days. My brand voice is [warm and direct / educational / conversational]. Email 1 should acknowledge the silence honestly and ask if they want to stay. Email 2 should deliver a specific piece of value with no ask. Email 3 should make the situation clear: either they re-engage or we say goodbye, and it should include an easy unsubscribe link. Write subject lines for all three that will cut through inbox silence.

Step 03 Personalize the emails for your voice

Claude will produce three complete drafts. Read each one and adjust any phrasing that does not sound like you. Email 3 in particular should feel direct but kind. The goal is to make someone either genuinely want to come back or feel good about leaving.

Step 04 Load and schedule the sequence in Kit

Create a new sequence in Kit and paste the three emails. Space them three to five days apart. Add a tag trigger that removes the 'cold' tag and adds an 'active' tag if the subscriber opens any email in the sequence.

Step 05 Remove non-responders after email 3

Anyone who does not open any of the three emails in the sequence is not coming back. Remove them from your active list after the sequence ends. Your deliverability improves immediately and your metrics become more meaningful with fewer cold addresses in the mix.

That's it.

A re-engagement sequence is the only ethical and effective way to clean your list. You give everyone a real chance to stay, you make it easy for people to leave on their own terms, and you end up with a smaller but genuinely healthier list.

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