Write a Month of Follow-Up Emails with AI

Somebody asks about your prices. You send them over. They say they'll think about it.

Then nothing. And you don't follow up, because following up feels like nagging and you're busy and there's always something more urgent.

Meanwhile most sales happen after several contacts, not the first one. The money is in the follow-up, and almost nobody does it.

The reason isn't laziness. It's that writing six emails is a two-hour job you never schedule. So here's how to do it in fifteen minutes.

What you need

ChatGPT or Claude. The free version is fine.

If you set up a folder for your business already, work inside it so the emails sound like you. If you haven't, read "Your First AI Assistant That Actually Knows Your Business" first — it takes twenty minutes and makes everything here work better.

Step 1: Decide who these emails are for

Be specific. "People who asked for a price and went quiet" is a good answer. "Leads" is not.

Write that down before you go further. The prompt only works if you're clear about this.

Step 2: Run the prompt

Copy this, fill in the blanks, and paste it in:

CopyWrite a 6-email follow-up sequence for [describe exactly who these people are and what they did].

The goal is to get them to [book a call / reply / come in].

Rules:
- Each email under 130 words
- Plain, direct writing. No hype. No corporate language.
- One clear thing to do at the end of each email
- Subject lines under 45 characters
- Do not include any statistics or numbers unless I gave them to you

Send them on day 0, 2, 5, 9, 14, and 21.

For each email, give me: the subject line, the body, and what I'm asking them to do.

Step 3: Fix what's wrong

You'll get six emails. Two or three will be good. The rest need work. That's normal.

Tell it exactly what's off:

CopyEmail 3 sounds like a form letter. Rewrite it so it just asks one direct question and nothing else.

CopyEmail 5 is too pushy. Rewrite it assuming this person is busy, not avoiding me.

CopyRewrite email 4 to start with the thing people actually say to me: "I need to talk to my partner first."

That last one is worth doing. Think about the real reason people stall on you, and have one email address it head-on. That's usually the one that gets replies.

Step 4: Get extra subject lines

CopyGive me 2 more subject line options for each email.

Subject lines decide whether the email gets opened at all. Having options means you can swap one out later if nobody's opening.

Step 5: Load them in

Put the six emails into whatever you use to send email. In GoHighLevel, that's a workflow that sends each one after a wait.

Set it up once and every future lead goes through it automatically.

Important: Set it so that if somebody replies, the rest of the emails stop. Nothing burns goodwill faster than a customer who already said yes getting three more "just checking in" emails.

Step 6: Save it for next time

CopySave this format so future email sequences I ask for follow the same structure and tone.

Now the next sequence takes five minutes instead of fifteen.

One warning

Gotcha: AI will invent statistics if you let it. That's why the prompt tells it not to. If an email comes back saying something like "93% of business owners report..." delete it. Don't look it up, don't try to verify it — just delete it. You don't need a fake statistic to sell anything.

What to do next

Write the sequence today. Load it in tomorrow. Then leave it alone for a month and look at how many replies came from emails four, five, and six — the ones you never would have sent by hand.

That's the number that tells you whether this was worth fifteen minutes.