That is quite an impressive display.
Definitely older stuff works better, despite newer processor supposed to have more energy efficient processor and components. Wonder where those power savings go. Maybe all the savings are diverted to something completely useless but draining battery. We may never know.
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Not only choosing default music app a no-no for Apple, as a company developing iTunes Store to combat piracy, I dont see any chance they will allow us to load music files straight into Apple Music app. What I see however, is to lock down Apple Music app to Apple Music only and nothing else, just like Spotify. No more iTunes syncing and no more local library.
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My Shure SE-215 works ok. Connect normally, and multi-device connection works ok as well. Powerbeats Pro trial is also ok so far. So I think I dont have your problem this time around. I bet you have already tried all the connect-disconnect thing already. This is one of the reasons I am against wireless only solution.