While I don’t have much time to write a thorough post on how I found this information, while playing with Hopper I found out that you can have some incredibly verbose logs for Apple Configurator 2.
defaults write ~/Library/Containers/com.apple.configurator.ui/Data/Library/Preferences/com.apple.configurator.ui.plist ACULogLevel -string ALL
While I still enjoy iOS Logger, these logs contain advanced logging information outside of the device itself.
If you find the logs too verbose run the following command.
defaults delete ~/Library/Containers/com.apple.configurator.ui/Data/Library/Preferences/com.apple.configurator.ui.plist ACULogLevel
Enjoy.