I\'m working on a basic iOS app which supports both portrait and landscape modes. When the iPhone simulator keyboard is open in landscape and I\'m switching the app
If your Mac keyboard is still disconnected after having all the options and settings correct, one cause is from rotating the device.
If you CMD + ← or → to rotate device early when the simulator is starting up, the Mac keyboard will absolutely not work no matter what; changing menu settings does nothing! It might help to use the Mac keyboard to input inside the device before you rotate device.
Turning off "Send Menu Shortcuts to Device" and restarting the Simulator helps sometimes. I'll update if I get reliable, recreateable behavior.
I find the Mac keyboard works about half the time I run and quit Simulator. 50% ain't bad after all these years!?