What to Say to Someone You Haven’t Spoken to in Years

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Eddie — Founder

Published October 2026

The first message is usually the hardest part.

People spend far too much time trying to get it exactly right.

There really isn’t an exactly right.

Short, warm and low-pressure usually works best.

Try something simple

“Hi Sam, this might be a bit out of the blue. We worked together at XYZ around 2011 and I was thinking about those days recently. I came across your profile and thought I’d say hello. Hope you’re doing well.”

That’s plenty.

If you were close friends

You can make it warmer.

“Hi Jess. I was thinking about school recently and you popped into my head. It’s been a ridiculous number of years, but I wondered how you were going. No pressure to reply — I just wanted to say hello.”

Still simple.

Still normal.

If you’re not sure they’ll remember you

Say so.

“Hi Michael. I’m Eddie. We worked together in the Brisbane office of ABC around 2009. I’m not sure if you’ll remember me, but I came across your profile recently and wanted to say hello.”

There’s nothing wrong with giving them an escape hatch.

It actually makes the whole thing less awkward.

Don’t show them everything you found

This is worth saying.

You might have found their employer, current city, family members and a dozen other things while trying to work out whether it was them.

That does not mean you should mention any of it.

Even public information can feel very different when someone repeats it back to you unexpectedly.

You don’t have to apologise for saying hello

You’re not doing anything wrong by politely contacting someone you genuinely knew.

So I’d avoid opening with:

“Sorry to bother you.”

Just be normal.

The first message only needs to open the door

That’s really the whole point.

You’re not trying to explain the last 20 years.

You’re just saying:

I remember you.

I hope you’re well.

If you’d like to talk, I’d like that too.

And then you leave the rest up to them.

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Eddie — Founder

Eddie is the founder of Someone I Knew, a privacy-first way to help people reconnect with someone from their past using the things they remember and information that’s already public.