Definitely Tyson. My tickets for Tyson-Holyfield 25 years ago cost more than tickets to Fury-Wilder III last week. Tyson was the biggest draw in boxing over the last 30 years. Had he kept winning, guys like Floyd and Oscar may have never headlined.
As far as a fight card in America goes, prime Tyson would have headlined over anybody except Muhammad Ali and, perhaps, the ridiculously popular Jack Dempsey of the early 1920s. So, in answer to this question, no doubt it would be Tyson.
No one would headline because none of them would ever agree to be the co main event. Their egos were too big, especially Floyd. He's a control freak and would not allow anyone to presume to be the A side. Floyd and Oscar hate each other and that would be a huge problem attempting to get them to agree on anything in negotiations outside of them fighting each other. The older more mature and mellowed out Tyson would be far less difficult to deal with, but realistically it would make no sense to book a popular hard hitting heavyweight as an undercard fight. It would make even less sense to book the prime Tyson of the 80's as anything other than the main event. I could maybe see Oscar being willing to step aside in that case, but Floyd would object and throw a hissy fit.
Wouldn't happen. Absolutely impossible. You'd need something absolutely mad like the promoter being in possession of pictures of Oscar in high heels and...ah, never mind.
FYI: The night Mike Tyson fought Peter McNeely, that bout wasn't officially the main event. It was a 'special attraction' on the undercard of the Julian Jackson-Quincy Taylor WBC Middleweight title fight. I bought the PPV. True story.
Who do people want to go see? Floyd boring us to tears skipping around the ring, or Oscar playing with his spoons? No. People want to see Tyson knock some MF spark out. Tyson headlines.
Is this a serious question? Lol Obviously Mike. Oscar and Floyd are very tiny stars compared to Mike.
I'll take it as hypothetical (obviously). If all are extremely famous superstars, then they'd default to the Heavyweight as the main event. Just how it is.
