The other option is to power everything off, watch and phone and power it back on. Probably do this a few times, compile your code and try again. Also, close everything (XCode) and open it up again. Repair and unpair your device. Etc. The debug might work again, but the solution is not reliable and may take a few trials. Apple! Please fix!!!
nfarah86
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Update: The only real workaround is not ideal and not sustainable, but temporary fix. Write your code for iOS and debug there, and translate your app to the watch os workflow. (I'm building a watch os-only app). Apple needs to figure out why this is happening or else connected products for watchOS will be a real nightmare to make and deter anyone from pushing IoT - like apps to the Apple store.
I'm running to the same issue. Unfortunately, I'm working with CoreBluetooth- and can't debug over simulator. When I run a simple app that writes to a label, I see my debug statements on the console when deploying to a simulator. The minute I switch over to a real device, I can't debug and breakpoints don't even work. The funny thing is my watch os app is still updated. The real problem is how to effectively debug on xcode when using a real device. I've updated xcode, and all my software. Paired and upaired my device. Downloaded the profile for watch os on my phone. Nothing is working. I'm on watch 0s 6.1.1, xcode 11.3.1 . If there is some solution that I missed, I'll be happy to try. Apple doesn't cover this bug or incident on their docs or how to solve. I want to be able to see my logs, even if my app doesn't crash.EDIT: Preface, a few days ago when I was working in CoreBluetooth and building an app, the console on XCode worked- I was able to see all my devices, debug statements, and such when I deployed to a real device. Even when not working in CoreBluetooth and just building a simple app, the debug statements worked on the console when I deployed it to a real device.It's just recently, like last night, I ran into this problem. I can't find the solution or WHY this is happening.