I'm attempting to copy song from iTunes to my iPhone. All versions of software are current. Trying to drag-and-drop from iTunes into my iPhone. This was simple at some point in Apple history. Now, nothing happens. The "traveling" icon (drag/drop) tells me there is 1 file being transfered, but no transfer ever takes place. An hour chatting with Apple Support with all their versions of "are you sure it's plugged in" from their troubleshooting clones got me nowhere.
IPhone – How to add iTunes song to the iPhone
data transferiphoneitunesmusicwindows
Related Question
- IPhone – iTunes shows ‘ghost’ songs on the iPhone that are not there, how to fix this
- IPhone – How to copy the music from iPod Nano (model A1446) to iPhone 5s
- Why the iPhone 6s restore application and its user data by Internet even when I backup them by iTune
- IPhone – How to play all songs I own by an artist in itunes
- ITunes arbitrarily cuts imported tracks
- iTunes Data Synchronization – Deleting Custom Ringtones from iPhone on iTunes 12.7
Best Answer
I had the same problem, trying to use drag-and-drop (as I'd always done) to add a media file (audiobook) to the iPhone.
When dragged to the iPhone, the item appeared in a small gray box with a red/white number such as "58." No idea what the number meant. In any case, I now know that the small gray box with the number is a visual cue that the dragged item will not be transferred to the phone.
After setting preferences to manual synch, this worked for me on a PC:
Notes
Apple updates its applications' behaviors more frequently than I transfer files. Consequently, figuring out what's changed and writing the steps for yourself seems to never be sufficient.
Having said that, I hope this helps at least a few people in the short term.