Error and warnigs in devices and simulators Issue :
Details
Failed _shouldMakeReadyForDevelopment check even though device is not locked b
None of the above worked for me. With iOS 14.0.1 and XCode 12.0.1. I suspected it is an Apple bug with wireless communication to-from the device. Since my iPhone can be used as a hot spot for my Mac, I found that once I used my iPhone as a hotspot from my Mac, XCode was able to upload the App binary to my iPhone and debug.
So I'd say if nothing else works then try to use your iPhone as a hotspot for your Mac, and then you should be able to wirelessly debug.