Selfhosted
A place to share alternatives to popular online services that can be self-hosted without giving up privacy or locking you into a service you don't control.
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I had the same experience as OP when I tried Matrix a few years ago. No hate on it but it was not easy and I gave up because I already had a simple IRC setup that's working for me and my friends.
Some IRC clients are now web based and it's been enough to keep a few of my friends there instead of Discord. We use The Lounge. It can keep a history, display images, videos, play mp3s, and show previews of most URLs. Like, we can simply copy/paste images into a channel and they are uploaded on the server and displayed in the chat. There's also push notifications and it's mobile friendly.
Convos also does something like this. Apparently it can also do video chat but I've never got it to work.
I've recently been thinking about giving Matrix another try but I'm pretty sure my friends are going to stay on "modern" IRC anyway.