You can try deleting the "Application requires native environment" entry in the Info.plist when you look into the Simulator package contents. Then, make sure to close the Simulator and relaunch Finder. I've had issues where Finder or some other process caches this info for some time, but the option re-appeared. Finally, check if the box appears using the Get Info option. Goes without saying this is not supported by Apple as I'm guessing they have their reasons, even though supporting Rosetta would be nice. Edit: You may also want to backup your original Info.plist just to be safe. Copying it to a new filename shouldn't harm anything.