OK, understood re GS911 model & PC System. It has been a long time since I looked at GS911 on a MAC
Looks like you have managed to update the GS911 firmware to the latest so I assume you also registered the GS911 ?, not being registered would be the first thing I can think of which would cause the greyed out menu.
Re the home network setup, you logged into the GS911 using infrastructure mode so there is access to the cloud services ?
Re being plugged into the bike, I assume ignition was on ?