iTunes not syncing random songs to iPhone

That's pretty much the solution I came up with earlier. You needn't do it for all songs in your library, just the ones that won't sync to your device.

Also for some reason since Nov. 2023 I haven't had to do this, sync just works fine for me. That works over two versions of iTunes (updated in January to current version) and now an old and new phone in that time.

What did the trick for me was on my iPhone to go to settings > Music, under library, turn off sync library. Maybe about after 15-20 seconds, the greyed out songs from iTunes loaded onto my iPhone. I then turned sync library back on without any issue.

Hi everyone. Z-Salem's trick worked for me too, which is ridiculous that this is a glitch that Apple haven't dealt with for so long. But since that worked, I tried something else and that also worked. In itunes with my iphone attached i went to the area where I manage the 'selected items' to be synced to the phone. I unselected the albums that had problems, and synced (which removed anything from those albums from the phone). Then i re-selected the albums again, and re-synced. Now all of the songs on those albums successfully synced to my phone again, including the ones that weren't syncing before. This was easier than altering metadata.

Just had this problem, fixed it by removing the "Album Art" from the song. I realized this may be the issue because a song I had already sync'd I tried to re-sync with "Album Art" and it wasn't working. Removed the art and it fixed the sync issue. I assume this is related to the Metadata issue as the photo file didn't appear to be much different than other jpgs I added for other songs.

This worked! Thanks.

I had been having a problem where after syncing, several songs did not appear under "Songs" in my iphone's music app. Some would appear in various playlists but would be grayed-out and could not be played.

Using the advice given above, I was able to update the "comments" simultaneously in all the songs that had failed to copy. After that, upon doing a sync, all the songs I had changed were copied to my phone and could be played with no issues.

Having same issue….went to play some new music and it won’t play, but some other stuff will play! When I sync it seems to re sync like the same 785 songs, but should already be on there! I have like 10k songs and don’t want to go thru everything again

I have no idea why they don't give you a way to at least tell which tracks failed to sync between your computer and the iphone in iTunes. I synced roughly 4000 songs. I'd like to be able to know which ones won't play, since there's always files that don't sync correctly and you only find out when it gets skipped on the phone's player.

So a rational way to solve that issue since it's impossible to get them all to sync correctly is to remove or try to resync the faulty ones. But iTunes gives you absolutely no way to know which, you are left totally in the dark.

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I'm facing the same issue. I have some non-Apple music that I downloaded elsewhere. Now certain ones don't sync to my phone, not even if I delete and start again. My phone is set to sync the entire library.

I'm facing the same issue. I have some non-Apple music that I downloaded elsewhere. Now certain ones don't sync to my phone, not even if I delete and start again. My phone is set to sync the entire library. The reason why it isn't syncing was because of a stupid reason, "because it couldn't be found." It's in my library, so please help.

Legend!!! Worked for me

I had that issue and I deleted all those songs and sent to trash. Then put them back on, and problem gone

Unfortunately I had 9000 odd random songs/albums...it was easier therefore to change all songs.

Great tip! Resolved my issue syncing songs!