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LinuxWalt (@lnxw48a1) {3EB165E0-5BB1-45D2-9E7D-93B31821F864} (lnxw48a1@nu.federati.net)'s status on Sunday, 25-Aug-2019 18:28:47 UTC
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@kelbot #Prosody is usually really simple and easy. You'll want to make sure your chosen distro has reasonably up-to-date Lua libraries. You'll also want to set up Let's Encrypt, but last time I set it up, you'll need to ensure the Prosody user can read the certs (probably by copying them into Prosody's directory and chown ing them).
Look at the features you consider must-have and make sure there are plug-ins / extensions for those features, such as message carbons and message delivery receipts. (See: https://petermolnar.net/instant-messenger-hell/ )