I was thinking about doing a factory reset but I'm glad I didn't. I basically use my watch for music at the gym so it's essentially useless for me until Apple fixes this.I have a similar yet slightly different issue. After updating to OS9 on both a S6 and S8 I had the above issue. Playlists showed as waiting but nothing seemed to happen. I have 13 playlists on my iPhone 12, I selected only 2 to sync with the watches. What I found when I went to Music/Library/Downloaded/Playlists on the watch was the titles for all 13 playlists showed up. Some had a few song in them and some were empty. The 2 that I selected were complete even though the Watch app on the phone still showed waiting. After further examination I realized the playlists that had a few songs in them were songs that were also in the 2 I had selected to sync. I have tried all the suggestions regarding rebooting, backing up and restoring. I even restored the S6 and started it a a “new” watch. Nothing so far has helped. Hopefully an update will fix this. As my S8 is new I’m going to report the issue through the support app.
For me it worked now after:
Deleting the Music app on my iPhone and therefore deleting all my local synced music too.
Creating my preferred workout playlist on my Mac in the Musics app.
Reinstalled Music App on iPhone and synced my music + playslist to it.
Choosed the playlist under Watch app - Workout to get it synced to my Watch.
Checked Watch app - Music to see if it appears.
Put my Watch and iPhone on their charger
waited for ~2hours and my 26 songs big playlist got fully synced to my Watch.
Overall I can say, it is pretty slow to sync music to the watch, but as other info like Siri Shortcuts and Wallet Passes are still not syncing between both devices, I am still searching for a complete solution. At least for the moment I could enjoy my music on my latest run.
I did not have issues downloading music to Apple Watch Ultra until the most recent update to WatchOS 9.1.
There's a "ghost" album/song that keeps indicating that it is downloading to the watch but I have never requested it to be downloaded. When I try to delete the download, at some point later the album/song will try to re-download again.
In addition, albums that I download will begin downloading and will show up on the Music screen of the Watch app, but at some point disappear no longer to show that it is an album either being downloaded or already downloaded.
In the screenshot below, it shows that an album by the Commodores is being downloaded (and it keeps spinning) even though I never asked it to be downloaded. I also had requested an album by Spyro Gyra to be downloaded and that has disappeared; that album is showing up on the Watch though.
What's going on? How do I fix?
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Question, do the extra playlists that showed up share songs with the playlists you actually want to download?
Unpairing won't work. I've already tried it. I also tried deleting the Music app and then reinstalling it. I gave up and bought a Series 7 that comes with watchOS 8 and I turned off automatic updates so that it doesn't download 9.2 on its own.No it has not. I have ran three times since the update and it’s still not updating songs played on the watch. I’m thinking of unpairing the watch and starting over. I have an AW6 on standby so I’ll try it first.
Unpairing won't work. I've already tried it. I also tried deleting the Music app and then reinstalling it. I gave up and bought a Series 7 that comes with watchOS 8 and I turned off automatic updates so that it doesn't download 9.2 on its own.