iTunes stopped uploading my own (i.e. not from the iTunes store) music after 5Gb out of 50GB. The rest of the tracks have the iCloud status Waiting in the get info box in the File tab.
On my iPhone (iOS 8.4) the tracks appear in my Music grayed out, meaning they can not be played.
Is there some way to reset the iCloud status of these tracks so they can be uploaded?
Edit:
There no option in the right click menu to add it to the iCloud Library. Also if Click Remove download it greys out the track. If I try to play the track, it fails to redownload the track from the cloud, since it was never uploaded.
Using: OS X 10.10.4, iTunes 12.2, iOS 8.4
Best Answer
Try the menu item File > Library > Update iCloud Music Library.
I had quit iTunes after initially enabling iCloud Music Library in preferences when it was only partially done uploading. To get it going again I used this menu item Update iCloud Music Library, the progress indicator in the upper right appeared and it continued uploading. This was on OS X 10.10.4 and iTunes 12.2.0.145.