12 Superstars Vince McMahon Broke The WWE Bank For

2. The Undertaker - $1 Million Per Year, For One Match A Year

In recent times, The Undertaker has been making a million dollars for just one match a year. That'll change this year, with his SummerSlam match, but his earnings will be going up proportionately as well. He's always had a great deal out of the WWE, rarely ever doing house shows even in his prime. That always resulted in him making more money for less dates, making his contract the envy of the locker room. Funnily enough, when Brock Lesnar first told Vince he was thinking of quitting in 2004, one of the things he asked for was an Undertaker style contract. He wanted to skip out on the house shows. But Brock was still a rookie in terms of years with WWE, so Vince unsurprisingly said no. The mere suggestion that he wanted a Taker contract after two years, it is hilarious to imagine the conversation. Only with a veteran like Taker, is Vince happy to push WWE's pay structure out.