I've had it happen quite a bit and even saw that they "fixed" in a recent PMS update. Anyone else having streams cut out? I also think it happens more frequently after you pause the media.
Next time it happens, I will post a PMS log. As far as I'm aware, it's not happening on my Roku 3.
I am using the latest PlexPass PMS and latest PlexConnect code.
I’ll deal! I can post a log next time it happens