At least one of the black grounds will definitely need to be grounded, these are the main power grounds. The green grounds are for sensors only
Yes, the one with the red o-ring is the usb tuning port. Go to windows device manager and make sure there is a link USB ECU showing up in device manager and there are no exclamation marks or similar warnings/errors showing next to it. Note it is Anzac day holiday here in NZ but I can give you a hand on teamviewer if you need it later today. PM me on this forum if you need to.