Apple Watch – can’t list downloaded music

When I go into the Music app on my Series 3 running WatchOS 5.0.1, it offers me “On iPhone”, “Now Playing” and “Library”. If I go into Library then I get Playlists, Artists, Albums and Songs, but these sections all show everything that is available on my iPhone, not just the stuff that I’ve synced to my Apple Watch, so it doesn’t seem to do anything different to the “On iPhone” section. Is this a bug? I’d expect to have the equivalent of the iPhone Music app’s “Library > Downloaded Music” view so I can choose stuff to listen to when the iPhone isn’t available or the Watch is in Airplane mode. As it is, I can only find out the download status of an album by opening the album and then tapping the “menu” button to the left of the volume control indicator.

If it’s relevant, I have an Apple Music subscription.

How to enable shortcuts through Siri on Apple Watch?

OK, so I’ve installed iOS 12 on my iPhone 8, and watchOS 5 on my Apple Watch series 3, everything is paired and set up.

I have created a custom shortcut on my iPhone with the new Shortcuts app. If I hold the Home button on my iPhone and speak my custom phrase, the shortcut runs successfully.

However, if I hold the crown on my Apple Watch, and speak the same custom phrase, Siri just says it doesn’t know this command.

Did I forget to configure support for this? I can’t seem to find any settings for this, nor does it seem that I should install Shortcuts on the watch itself.

I’ve checked in the shortcuts app itself, in settings, in the watch app with the settings for the watch, etc.

Or perhaps Apple did not implement support for this (yet)?

MacBook Pro unable to communicate with Apple Watch

Apple Watch won’t unlock MacBook Pro

Up until yesterday, my MacBook Pro worked just fine with my Apple Watch – I walk up, touch the keyboard or trackpad, Mac unlocks and I get to work. No worries! Yesterday something changed and now my watch won’t unlock my laptop.

I’ve tried everything in the Apple Support post, including repairing my phone/watch, re-establishing two-factor authentication (2FA), and rebooting my laptop, iPhone, and watch. All to no avail. I tried the @Morwen suggestion with Messages because there was a gap in my message history, but that didn’t do it.

When I try to enable my watch, I get the error message shown below (albeit after about 6 or 7 minutes later, not quickly like the gif image). My watch, iPhone, and MacBook are all signed in and communicating with Apple.

enter image description here

The only thing I can think of that might play into this is that I was setting up a personal VPN on my home router last night, but I’ve turned that off as part of my troubleshooting (and couldn’t replicate the issue).

Digging a little further, I found this message (repeatedly since yesterday) in my Console logs. It looks like I have two permissions conflicting, but I can’t tell which is which, nor where to go to change one of them…

Oct 21 02:17:54 Johns-MBP[790]: objc[790]: Class
AWDSecurityPrefAutoUnlockSetup is implemented in both
(0x10d6018e0) and
(0x10fd0b210). One of the two will be used. Which one is undefined.

Environment includes:

  1. 2017 15″ MacBook Pro with Mojave (updated)
  2. Apple Watch Series 3 with Cellular (updated)