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May 4, 2016 9:41 PM in response to Tim Bloom1by AlecZ64,Try this: In Messages, press Window > File Transfers (cmd + opt + l). When you receive a file, you'll see it in the list. Hit the download button.
I was thinking file sending wasn't working, but I found this out. Seems that Messages just doesn't handle XMPP file transfers nicely.
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May 4, 2016 9:47 PM in response to AlecZ64by AlecZ64,(Dang, it won't let me edit my first reply.)
What I meant in my response is that if you're sending images or something that's supposed to show up in-line in Messages, you have to go to the file transfers window and manually download the file. It won't show up in-line immediately like you'd expect. It's just a problem with the user interface.
But I've also had weird issues with ejabberd (not OS X Server, which uses jabberd) failing to do file transfers half the time. I think the XMPP standard is really convoluted when it comes to file transfers, and something on the server or one of the clients is always out of place to make it not work right.