I could guess as to what the root cause was, but I won't do that. If this is your issue, please see what I did below. And that message would be there for hours and hours with no progress. It finally got to the point that no songs would even update to the watch: I would instead see a message like: updating song 120 of 175. When there was any progress at all, it would be about one song per 20 minutes or more. ![]() And, to be clear, my updating issue was that the songs took a very long time to update to my watch(es). I had the song updating issue on both of my watches, not just one of them. First off, I have an iPhone 6 Plus and I have two apple watches: a series 2 and a series 3 with cellular. And I tried some other things and none worked until I did what I am about to describe below, step by step which seemed to heal me. ![]() I tried turning off my watch and restarting, I tried turning off my iPhone and restarting. Okay, I had this same if not very similar problem myself.
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