Email?
Could try Briar. It works over bluetooth LAN network, or over internet via TOR. Has a linux, mac, windows, and android version.
I like pairdrop/snapdrop or Google quick share
I often forget this is an option but it is web-based so it's pretty much always available.
Google keep sounds perfect
I have a discord DM to myself that I use.
Oh, posted this before I read the rest of your message lol. Nvm.
Despite everything, Telegram is actually great. It's only bloated if you're using the features on the device, the client is opensource and there are native apps for any platform, it's very lightweight compared to other messengers and even to some dedicated filesharing solutions, it sends stuff p2p on the same network so you don't need to care about the traffic, but also it allows for on-demand downloads so if you want the stuff will be available outside of your network.
Alternatively, kdeconnect, but I find myself using Telegram instead 9 times out of 10, even though I have both installed.
You can make your own Discord or Discord alternative server
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