[derefr]

Since we're talking about people you used to be closer with — presumably the same kind of stuff you would have talked to them about "back in the day", when you were already continuously aware of what they've been up to because you were up to it alongside them / constantly making plans with them / hearing what they were doing from shared other friends / etc.

[integralid]

I'm thinking how it would work. What should I talk about - programming frameworks and techniques I don't care about anymore? Rock bands I don't listen to? Shared friends I don't know now? Current school/uni things? Magic the gathering cards? Anime? Rock climbing? I don't know about anything I have in common with my old friends. But maybe, just maybe, it we catch up we can talk about kids or best back pain medicine. Or rock climbing, because that's one of the few things I still do.

[stroz]

It's so easy to overthink the content when it's about the contact. What if it's just "saw this and thought of you"? Could be anything. The connection isn't in having the perfect topic, it's in remembering the connection exists.

[jonasdegendt]

I don’t know about y'all but most of the fun of catching up with someone you haven’t seen in a while is to catch up on the stuff that’s new, not the same old things we used to talk about in high school. We’re (hopefully) all progressing in life, wouldn’t you want to hear about that?