Downloading music to Apple Watch is broken
I've debugged it, after erasing my iPhone and loading up my music bit by bit. It is the tagged album name that is the culprit. If it commences with a number (i.e. 10 CC's Greatest Hits) or the character "A" (Pink Floyd's Atom Heart Mother), as soon as the album is on the phone, the Watch app tries to automatically download it to the watch, but the download never completes. This holds up subsequent manual uploads to the watch.
I prefaced all such album titles with the underscore character to skirt around the issue
can the original poster show an example of how to get this working. Thank you
Apple Watch Ultra, watchOS 10