- The number that made me rewrite my whole newsletter process
- Why "write me a newsletter about X" is the wrong first prompt
- The subject line prompts that got me from 19% to 34%
- Prompts for the first line, because that's what shows in the preview
- Prompts for the body, once you've earned the open
- My five-step process, start to finish
- The mistake that undoes all of this
- Tools worth pairing with these prompts
- What to do with a newsletter nobody's opening right now
- Frequently asked questions
- Where to check the details
Straight answer: the prompts that get newsletters opened aren't the ones that write your whole email, they're the ones that force ChatGPT to write twenty subject lines, ten preview texts, and a first sentence with a hook in it, then make you pick the best one instead of the first one. I'll give you the exact prompts, the order to use them in, and the mistake I made for two years that quietly killed my own open rate.
If you want to go deeper on this: ChatGPT Prompts For Writing Sales Pages That Convert.
The number that made me rewrite my whole newsletter process
My Tuesday newsletter goes to just under 14,000 people. For most of 2023 it opened at 19%, which is roughly average and roughly rubbish. I changed one thing in early 2024, how I used ChatGPT to write subject lines, and it climbed to 34% within six weeks. Nothing else changed. Same list, same send day, same content. The subject line was the only variable.
That gap, between 19% and 34%, on a 14,000-person list, is the difference between 2,660 people seeing my offer and 4,760. That's not a rounding error, that's my business.
So before we get to prompts, here's the uncomfortable bit nobody selling you a "write my newsletter" course wants to say out loud: if your list is cold, unsegmented, or hasn't heard from you in three months, no prompt fixes that. ChatGPT can write you the best subject line in the world and it still won't beat a spam filter or a subscriber who forgot they signed up. Prompts fix writing problems. They don't fix list hygiene problems. If you haven't emailed your list in ninety days, your first job is a re-permission email, not a clever prompt.
Why "write me a newsletter about X" is the wrong first prompt
Most people open ChatGPT, type "write a newsletter about our new pricing" and get back 400 competent, forgettable words. It reads fine. Nobody opens it. The mistake is asking for the whole thing in one go, because ChatGPT defaults to the safest, most average version of whatever you ask for, and average is invisible in an inbox.
The fix is breaking the job into three separate prompts: subject line, first line, body. Each one gets its own round of options, and you pick from a spread instead of accepting the first draft. I cover the ideas side of this in more depth over on my post on ChatGPT prompts for newsletter ideas, but ideas aren't your open rate problem. Subject lines are.
The subject line prompts that got me from 19% to 34%
Use these in this order. Don't skip to the third one.
- Prompt 1, the volume prompt: "Write 20 subject lines for a newsletter about [topic]. Mix these types: a question, a number, a specific result, a controversial opinion, and something that sounds like a text from a friend. Keep them under 50 characters. No exclamation marks. No 'unlock', 'discover', or 'secrets'."
- Prompt 2, the cut prompt: "From these 20, pick the 5 that would make a busy small business owner stop scrolling their inbox on a Tuesday morning. Explain why each one works in one sentence."
- Prompt 3, the pressure test: "Rewrite these 5 as if they had to compete against an email from someone's bank, their kid's school, and Amazon, all landing in the same ten minutes. What survives?"
That third prompt sounds silly and it's the one that changes the output. ChatGPT stops writing marketing copy and starts writing something closer to a real thought, because you've reframed the competition correctly. Your subject line isn't competing with other newsletters. It's competing with a bank alert.
The specific subject lines that worked for me
Real examples from my list, not hypotheticals:
- "I fired a client last week" (41% open, this is the highest I've hit all year)
- "The AI tool I stopped using" (37% open)
- "Why your newsletter open rate is a list problem, not a writing one" (35% open, and yes, the irony of that one isn't lost on me)
Notice none of them mention a product, a benefit, or a number in brackets like "(3 tips inside)". They read like the start of a conversation someone's already having with themselves. That's the pattern to feed back into your prompts: ask ChatGPT to write subject lines that sound like a text message, not an announcement.
Prompts for the first line, because that's what shows in the preview
Half your subscribers decide whether to open based on the subject line plus the fifteen or so words of preview text that show underneath it in Gmail and Outlook. Most people ignore this completely and let their first sentence be "Hi everyone, hope you're well," which is the newsletter equivalent of a dial tone.
Prompts that fix this:
- "Write 10 opening lines for this newsletter that would work as the preview text in someone's inbox. No greetings. Start mid-thought, like the reader already knows what you're talking about."
- "Which of these opening lines creates a small information gap, something the reader wants closed, without giving away the answer?"
- "Rewrite this opening line to be shorter than 12 words and remove any word that isn't doing work."
I used the second prompt on a newsletter about a client who ghosted me mid-project. The opening line ChatGPT landed on: "She paid the deposit, then went quiet for six weeks." Nobody skips past that in a preview pane. It's specific, it's unresolved, and it's true, which matters more than people admit.
Prompts for the body, once you've earned the open
Getting opened is only half the job. The second half is not wasting the open. This is where the "write me a newsletter" instinct comes back to bite people, because a wall of AI-generated paragraphs reads exactly like what it is, and readers can tell within two sentences.
Here's what I use once the subject line and opener are locked:
- "Take this story and structure it as: the moment something went wrong, what I did about it, the specific number or result, and the one lesson for the reader. Keep paragraphs under three sentences."
- "Read this draft back and tell me which sentences sound like a corporate blog post rather than a person talking. List them, don't rewrite them yet."
- "Now rewrite only those sentences in a more direct, blunt British tone. Keep everything else exactly as it was."
That middle prompt does more for your voice than any "write in my tone" instruction ever will, because it separates diagnosis from rewriting. ChatGPT is much better at spotting a fake sentence than it is at avoiding writing one in the first place. If your goal is sounding like an actual human sending an actual email, I've written a whole set of prompts for that specific problem in this piece on ChatGPT prompt ideas for email writing that sound like you, and it pairs well with everything here.
My five-step process, start to finish
This is the actual sequence I run every Tuesday morning, in order, no shortcuts:
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- Step 1: Feed ChatGPT the raw story or point in one messy paragraph, exactly as it comes out of my head, typos and all.
- Step 2: Run the 20-subject-line prompt, then the cut prompt, then the pressure test. Pick one. This takes about six minutes.
- Step 3: Run the ten-opening-lines prompt. Pick one that creates a gap rather than answers a question.
- Step 4: Structure the body with the story-shape prompt, then run the "which sentences sound corporate" check.
- Step 5: Read it out loud once, in full, before sending. If you stumble over a sentence, so will your reader.
That whole process takes me about 35 minutes for a newsletter that used to take two hours, and it opens roughly 15 percentage points higher than the version of me who used to write it straight through in one draft.
The mistake that undoes all of this
I said it earlier and I'll say it again because people skip past it: sending the perfectly-prompted email to a list that's gone cold does nothing. If your open rate has been sliding for months, the fix isn't a better prompt, it's a re-engagement email that says plainly "I've not sent you much, here's why, tell me if you want to stay." I've watched clients spend hours perfecting subject lines on a list that needed pruning first. Clean the list, then apply the prompts. In that order.
Also worth saying: these prompts assume you're already writing something with a point of view. If your newsletter is generic industry news with no opinion in it, no subject line prompt saves you, because the problem isn't the headline, it's that there's nothing underneath it worth opening for. If that's you, spend time on newsletter idea prompts before you touch subject lines at all.
Tools worth pairing with these prompts
ChatGPT does the writing, but the testing matters just as much. Most decent email platforms, Mailchimp, ConvertKit, ActiveCampaign, will let you A/B test two subject lines on a split of your list before sending the winner to everyone else. I test on 20% of my list and send the winner to the remaining 80% two hours later. If you're weighing up which AI writing tool earns its keep for this kind of daily output rather than just novelty features, I compared twelve of them on real business tasks in this piece on the best AI writing tools for business owners, and a few surprised me by how badly they handled plain, blunt copy.
If email marketing more broadly is where you're stuck, not just newsletters but the whole sequence, welcome emails, sales emails, the lot, there's a deeper set of prompts in this post on ChatGPT prompts for email marketing that don't sound like every other newsletter, which goes further into segmentation and sequencing than I've gone here.
What to do with a newsletter nobody's opening right now
If you're starting from a low base, under 15%, here's the honest order of operations. First, send a one-line "still want these?" email with a single button, and remove anyone who doesn't click within a week. Second, apply the subject line prompts to your next three sends and track them individually, not as an average. Third, look at your send time. I moved from Thursday 9am to Tuesday 7am and picked up three points on open rate alone, because Tuesday mornings have less inbox competition than most people assume. None of that is glamorous. All of it works better than a single clever prompt ever will on its own.
Related: writing for us on chatgpt.
Related: the news page.
Related reading: chatgpt happy birthday message.
For the rest of the series, see the ChatGPT Prompts and Limits: 30 Guides to Fun Prompts, Photo Edits and Daily Caps. To write your own, try the free ChatGPT prompt generator.
Related reading: does chatgpt remember past conversations.
Frequently asked questions
What's the single best ChatGPT prompt for a newsletter subject line?
There isn't one perfect prompt, there's a sequence: ask for 20 options across different styles first, then ask ChatGPT to cut to the 5 that would beat a bank alert or school email in a crowded inbox, then pick the one that reads like a text message rather than an announcement.
Why does my newsletter open rate stay low even with good subject lines?
Usually it's the list, not the copy. A list that hasn't heard from you in months, was bought rather than built, or was never segmented by interest will underperform no matter how good the subject line is. Clean the list with a re-permission email before troubleshooting the writing.
Should ChatGPT write my whole newsletter in one prompt?
No. One-shot prompts produce safe, average copy because the model defaults to the most generic version of whatever you ask for. Better results come from separate prompts for subject line, opening line, and body, each with its own round of options to choose from.
How many subject lines should I test before sending?
Generate at least 20 with ChatGPT, narrow to 5 with a second prompt, and if your email platform supports A/B testing, split-test the top 2 on 10 to 20% of your list before sending the winner to everyone else.