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Get back in touch with an old colleague when you're job hunting

Most jobs come through people, but messaging someone after five years feels weird. Get a warm, low-pressure note that doesn't open with 'any jobs going?'.

Updated 17 Oct 2026

The prompt · ChatGPT

Help me get back in touch with an old colleague while I'm job hunting.

Who: [name, where they work now]
How we know each other: [e.g. same team 2019 to 2021]
Something we share: [memory, interest, project]
What I'm looking for: [kind of role]
What I could offer them: [e.g. an introduction, help with something]

Ask me up to 3 short questions first if anything important is missing. Wait for my answers.

Then:
1. A first message that's a genuine catch-up, under 80 words, with no ask yet.
2. A follow-up for when they reply, with a small, specific ask (advice, an introduction, a 15-minute chat).
3. A thank-you, whether or not they can help.

Only use what I've told you, leave blanks for anything I haven't given, and don't invent facts, dates or results. UK English.

Stay in this ChatGPT chat. Do not turn on apps or connectors, and do not use memory from another chat.

A short example

Fill the blanks, then paste. name, where they work now: a short note you already have. e.g. same team 2019 to 2021: a short note you already have. Leave the rest of the prompt as written.

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