Are you switching the popup in the console pane to the right app?
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Yes, even if I switch to the iPhone app in the console pane, it shows no debug prints, just blank. But the debug prints for my Watch App show when I switch to that process in the console pane. Wonder why this is..
Ok, so I think I found a solution. After following the description in this post (first build and run the WatchKit app, then change target to the iOS app, tap the app's icon in the iPhone and then attach the iOS app process to the debugger), make sure the iOS app is selected in the scheme selector, build+run the iOS app again so it is rebuilt. Now you should be able to see debug prints from both the watch app and the iPhone app, when switching between them in the console pane. Not sure why you have to do this though.
Seems like the only thing you need to do after starting the Watchkit app is to change target to the iOS app and rerun it so it opens up automatically on your phone. So no need to first attach it manually to the debugger.