I use a software called Android File Transfer that has worked in the past to allow me to connect my oculus quest to my mac. I tried downloading SideQuest and began following the instructions for connecting the oculus to it. Also, I am in developer mode. The Oculus does not show up on my computer and renders non-existent, and the message for the USB Debugging is also non-existent. I tried turning off developer mode, but the Oculus still does not appear on the mac.
Hey I’m in the same boat, can’t seem to get my Mac to connect to the quest, have debugging on and in developer mode but can’t get the usb debugging message to appear! Did you have any joy? I also have sidequest installed but no connection.
Bumping this comment because I'm going through the exact same issue. Connected via a brand new USB C cable to my macbook (tried all usb ports) and the device shows charging but USB Debugging will not pop up! Going to try a windows computer tomorrow