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Can not play movies in PMS. "There was a problem playing this item" help!

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Ok so the short is.
Everything worked fine on my Mac mini while I had the drives connected via usb to the back of the Mac.
Bought a new my cloud HDD.
Moved the movies there.
Deleted plex, all system files, and re installed plex.
Did a re scan.
Everything works like it should, but the videos will not play.
Here is some debug log info.
"type": "info",
"host": "127.0.0.1:32400",
"userAgent": "Mozilla/5.0 (Macintosh; Intel Mac OS X 10_12) AppleWebKit/602.1.40 (KHTML, like Gecko) Version/10.0 Safari/602.1.40",
"browser": {
"id": "safari",
"name": "Safari",
"version": "10.0",
"webkit": true,
"platform": "OSX",
"platformID": "osx",
"platformVersion": "10.12",
"platformModifierKey": "command"


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