Nice writeup. Thanks!
We have some ideas of sharing the recent or entire message history to new devices added to a user. Basically add a link to an encrypted blossom blob with the previous messages.
Getting a new client up to speed seems doable, and then it works out of the box for future messages.
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Notice the same issue applies to the desktop app of signal, and recently they added an option to share the messages of the last month with the newly connected device.