Which problems did you run into? I use Prosody as the server (which is brain-dead simple to set up) and Conversations as the client on my friends' Android phones. We just add each others as buddies and set "OTR only" with two taps, and these problems are solved forever.
I do agree though that the user experience for my OTR-enabled messengers is shit (especially the "first message not encrypted" problem).
If you are running your own server why would you need OTR? Normally connections to a single server are all TLS and work transparently.
Re:IRC v3
by RandomlyGen on Monday October 10, 2016 @03:05PM
(#12679111)
Have you tried rocket.chat?
Please, someone, just offer us an open source slack clone that runs off on a R-pi and has a walk through wizard to enable the 99% of typical install requirements.
Even as someone who works in the industry, I dont have time to learn the bells and whistles that running a chat server requires.