I tried SimpleX but the VPN kill switch on my phone prevents syncing with my computer.

I use telegram primarily as a note taking app with sync features.

Occasionally I send files to friends, so having easy set up for tech illiterate would be great.

There are lots of options. Why are you using a chat app for note taking?

Couldn’t you just get a markdown note app that syncs with something like syncthing?

If I want to share something with a friend, I can invite them to note chats or bulk forward files. Messages are separate, I can forward individual message rather than all messages. It’s more continent than notes apps I’ve tried.

I don’t know their exact use case, but I use it a lot to save links. They can be saved very quick to the saved messages “chat”.

However, recently I got a new phone and now the Matrix client is also opening quickly, instead of taking 10+ seconds, so I’ll switch to sending them to a private room with me being the only participant.
But! I think Markor (from F-droid) also allows sharing arbitrary text to a file, so that could work too. A chat app may be better, though, because it records exact timestamps, and always records linksas a distinct message, so it may be more suitable for your own automated processing later.

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