Funny you mention the license thing - as much as I agree with you, I recall there being a special limited-time event that tied into the GTWS Finals that did indeed require a higher license.
Otherwise, I don't think it'll happen unless we somehow get new championships in World Circuits, which I'd totally be down for. Maybe one featuring the F1500T-A, with various older GP venues such as Brands Hatch, Watkins Glen, Nurburgring GP, and Fuji.
That being said, I think the actual Sport Mode championships are a lot more fun than racing against the AI. Not even because of how the AI is at the moment, but I just think racing against humans is better in any racing game. It just seems fundamental to the concept, y'know? So maybe we could see more GTWS tie-in events that require higher licenses, especially since they're still races against the AI.
EDIT: I'm still sort of waiting on the Gr.1 Prototype Series to get its regulations retroactively changed to actually limit players to Gr.1 cars, much like how the Nissan GT-R Cup was changed to permit the KPGC10 and C110.