I am testing the Cloud Sync feature, and have converted a movie I would like to watch, but now its just stuck on “Waiting to be uploaded” with the cloud icon on the movie.
What needs to happen? I have attached the server logs if that helps. Any ideas???
I am the same. It is “waiting to be uploaded” but nothing happens.
Me too. I see loads of people with this issue. Does anyone at PLEX care?
Nobody cares. Seems it’s been broken for almost six months! 
Cloud Sync is broken since introduction. Never ever worked for me …