Now it seems I was able to activate the Developer Mode option but creating a simple app with a watchOS companion app, using Xcode to install the app on my physical iPhone then use the Watch app to install the app on my watch. When going to launch the app, I get the 'Developer Mode must be enabled' error. I can now see the setting in Settings -> Privacy & Security - Developer Tools. I enable it and restart the watch, when going back to the setting, after the restart it is still disabled. I have waited 15 minutes as outlined in this article: https://developer.apple.com/forums/thread/724444. I've restarted my watch 10+ times now.
Topic:
Developer Tools & Services
SubTopic:
General
Tags: