As explained in other threads too, the parking tee doesn't do anything in FSX, it's just a cosmetic effect. GSX will guide you so the airplane will end up with its reference point (the red cross you see in Top Down view) in the center of the airplane parking, as defined in the AFCAD. AI airplanes will also park at the same place, regardless of what is set on the tee distances.
I've tested one of the examples you mentioned, KCLE default, at Gate B5, and the airplane is parked too far for the jetway to activate and well ahead of the tee, even by simply going to that parking with the standard "Go To Airport" menu, and it's not even really aligned with the yellow line so, it's clearly nothing related to GSX, but it's a problem of the default AFCAD of that airport.