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here's an idea. Make a message to @B from A be a reply to the last message from B to @A if any.

the issue is time decay. The last point in that conversation shouldn't be the parent of a new conversation N hours later.

Time decay might be a factor, but I think you'll get better results than making everything be a reply to the last update from that user. Once you find out what the magical N number is you can throw that in as well.

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