I'm going to keep digging this hole for myself because I think there is some amount of treasure to be found. I'm also interested to see how far out of touch I am.
There are tiers of conversation. Letters between famously literate people or during times of war have a value proposition on an entirely different scale to group chat messages.
It's about the value that the individual assigns to the content of the conversation (this is almost arguing against my stated position). But if that conversation is never re-visited anyway, the value is the status of Schroedinger's cat.
What content that is worthy of "Letters of note" is a) to be found in chat history? b) not already been saved elsewhere due to it's noteworthiness? c) going to be re-discovered by going back through hundreds or thousands of lines of conversation text on a mobile device screen? d) worth trawling back through hundreds or thousands of lines of conversation text on a mobile device screen?
Again, I'm aware that I'm an exception, but I think it's potentially natural human laziness to want to keep 'everything' in case it might be useful or valuable in a few years' time. Electronic hoarding.
I've recently setup an instance of NoteSelf to more easily track links to interesting articles and my own thoughts and ideas and various other things that I think are worthy of keeping. This is my form of targeted electronic hoarding. I'm in control of it, and it's robust enough to survive a mobile device theft, breakage, or some other kind of failure. Prior to that I write things down in journals, or other systems, some of which have been totally lost, but I don't find myself missing it or 'wondering what could have been'.
It feels as if the point that I'm trying to make is that mindful archiving is a better solution than to just 'keep all the things' - for me, primarily, it's the far improved wheat / chaff ratio.
Conversation is connection. Yes. But recorded conversation is just a reminder of connection, not the connection itself. I think my argument falls down when it comes to someone that's passed away, and keeping their flame alive to some extent. I don't work like that, but I wouldn't expect it of others.