Rewrite ChatGPT emails so they stop sounding like ChatGPT

Before and after

Hi Jordan,

I hope this email finds you well. I wanted to reach out and follow up regarding our recent conversation about your team's evolving needs around content workflows. As discussed, our platform is uniquely positioned to deliver a tailored solution that aligns with your strategic objectives and drives meaningful results.

I would love to schedule a brief 15-minute call to delve into your specific requirements and explore how we can support your team's continued success. Please let me know a few times that work for you, and I will gladly send over a calendar invite.

Looking forward to hearing from you.

Best regards,
Alex

Hi Jordan,

Following up on Tuesday's call. You mentioned the content review bottleneck slowing your launches.

We rebuilt our review workflow last year for a team your size. I can walk you through what changed and what we measured. 15 minutes is enough.

Wednesday 2pm or Thursday morning, whichever is easier. I will send the invite once you pick.

Alex

Who this fits

• •Sales reps sending follow-up emails after discovery calls
• •Account managers writing renewal or check-in notes
• •Founders who draft outreach with ChatGPT and want it not to read as outreach
• •Recruiters sending candidate outreach where the cold-template smell kills response rates
• •Anyone whose reply rates dropped after they started using AI drafts

When to skip this

Not every AI draft needs rewriting. Skip the humanizer in these situations.

• •Internal team emails where the AI draft is already short and casual
• •Replies to a thread where you only need a one-line answer
• •Legal or compliance correspondence with required boilerplate

The fix checklist

1. 1

   Cut the opener. Skip "I hope this email finds you well."

   Recipients now read that phrase as a flag. It signals the rest of the email is going to be long and generic.

2. 2

   Lead with one concrete reference to the last conversation or context

   ChatGPT defaults to abstract framing. A specific reference (the call, the deadline, the article they shared) proves a person is on the other end.

3. 3

   Replace "tailored solution" and similar abstractions with the actual thing

   Abstractions are the easiest AI tell. Name the feature, the workflow, the deliverable. Say what you mean.

4. 4

   Use one or two short sentences in a row. Then a longer one.

   ChatGPT's default rhythm is even and medium-length. Real human emails vary. Fragments are fine. So is a sentence that runs on a bit if it earns the length.

5. 5

   Pick one CTA and make it concrete (a time, a link, a yes or no question)

   AI drafts hedge the ask. They write open-ended questions like 'when would suit you best.' Better: 'Wednesday 2pm or Thursday morning?'

6. 6

   Cut the closing fluff (Looking forward, Warm regards, Best regards)

   Your name and one signoff word is enough. Multiple closers in one email reads as auto-generated.

7. 7

   Read it out loud before sending

   If you would not say it out loud to the recipient at a coffee, it should not be in the email.

Frequently asked questions