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Might depend on how old you are. If you're in your 20s or 30s, you probably still remember the silliest details like a childhood friend's middle name. But after that, bright memories start to fade, and trust me, it only gets worse. That's when you realize that having a little bit of memory scaffolding like old email, chats, and calendar is helpful for once-easy questions like "where did we go camping that one time when I was 28 or 29?"
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I'm not sure if it needs to be said, but one thing that is possible only if you keep your old chats is the analysis TFA made.
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That's a weird reason.

Thought process: I'm going to keep all my chats and in 20 years time run an analysis on them and write a blog post about it...

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Why do you feel the need to delete your chats? Is it to save space? Would you still do it if you had unlimited storage?
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I wouldn't keep them in any context. I literally cannot see the point. Like I said I genuinely can't understand why you'd want to.
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I set my chats to be automatically deleted in 24 hours. This way when we have a small argument with someone, there's less chance of someone being triggered/angered by re-reading the chat. Although there have been rare cases where I had big arguments and would've liked to have the receipts.
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The only reason I default to 6 months is because 6 months appears to be the cut off after which the history is useless. It's occasionally saved my an arguement about what was agreed / said / planned. Otherwise I'd burn them after an hour.
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My friends and I have 14+ year group chat, and we sometimes get drunk, scroll back, and make fun of ourselves. Worth every penny.
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The author didn't keep the chats, the companies he interacts with did.

>Armed with GDPR and data access laws, I got myself archives with all my messages, reactions, and social graphs.

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So a third party stored them for the OP. Same difference. I tend to delete all my stuff.
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Did you keep your high school yearbooks?
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Hell no, I don't even think my school (British) did them. Nor would I turn up to a reunion. I'm not in contact with anyone I went to school with.
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