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Hi, OP here!

TF-IDF was the first thing I tried - it works great for stopwords but it doesn't handle cross-language bleed of filler words well, and the short life-event messages ("he died", etc) use common words and get aggressively down-weighted.

I had some asymmetry analysis when looking at directional sentiment and per-person question rates - that's fun indeed!

I also went with the Jaccard convergence and the endearment categories instead of wordclouds, so that I could see how word choices are changing across time.

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Huh, the export function in Telegram Desktop (https://github.com/telegramdesktop/tdesktop/) is still there. Click on the three dots while in a chat and then Export.
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In the same app, if you go down Settings -> Advanced -> scroll to the bottom -> Export Telegram data, there is an option to export all chats at once, including some very handy controls like getting only your own messages for large group chats.
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ah right, I think that might be what is "Telegram Lite" on the App Store

These are the two options I see to download https://i.ritzastatic.com/static/1e133ef5057a949b7ddd92e5668...

And the 'main' one that I usually use doesn't have export settings that I can find

https://i.ritzastatic.com/static/18db23448a373338766bf419fa0...

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I'm not at the desktop right now. Check if the option to do a full (all chats) export still exists.
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Was any explanation given as to why the export functionality was removed?
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