I have seen Jerry Maguire thought and Cruise had very little to do with the succes of that movie. Cuba Gooding Jr. carried it all the way and was rightfully awarded an Oscar for it. Gooding, not Cruise.
And as for Cuba winning the supporting oscar, its called supporting for a reason. There is a reason why he was the support and not the lead. I believe a nomination for a leading role is better than winning a supporting role. After all, how do you carry a movie when youre in it for like 20 minutes.