It's hard to say on actual money, I am more interested in the model.
Probably the best one going before it got busted was ku's Ticket Scalping slush fund, it's just a shame so many had to go to Federal Prison over that, but major props to them for talking the NCAA out of getting involved. That situation pretty much runs neck and neck with UNC convincing the NCAA that the African American Studies non class classes weren't an NCAA violation, but an instutional academic issue.
I'll defer to others on the $.