It is a standard one on one match.
Voting will be based on who you feel is the greater of the two competitors.
Achievement and Accolades: Vince McMahon has a pretty impressive set of accomplishments in pro wrestling, as well as outside of it. A former Royal Rumble winner, ECW and WWF Champion, and a slew of PWI and Observer awards. He even has his own star on the Hollywood and Madison Square Garden walks of fame! But let's face it, as far as accolades go the Undertaker is the man. 7 times a World Champion, 7 times a tag team champion, a Royal Rumble victory, and of course a perfect 20-0 streak at WrestleMania.
Winner: The Undertaker
Contribution to the Industry: The Undertaker might be one of the greatest, and most iconic wrestlers in the history of professional wrestling, but to be frank professional wrestling may have never made it to the spotlight without Vince McMahon. Sure there are a lot of oldschool fans that prefer the regional approach to the industry rather than the glitz and glamour of "sports entertainment", but that doesn't change the fact that Vince created what we know today as pro wrestling. WrestleMania, Hulkamania, the Undertaker's streak...what else might not exist had it not been for the creative genius of wrestling's most wealthy man? The Undertaker is great - hell he's a phenom - no doubt about it, but this isn't a real contest in my mind...
Winner: Vince McMahon
Kayfabe: Technically speaking, Vince McMahon has a positive record over the Undertaker. I know, take a minute to digest that information, and breath. McMahon beat the Undertaker in a Buried Alive match thanks to the help of Kane as well as helping many of the Undertaker's opponents to iconic victories over the Deadman. These two men actually have a very long and entertaining history, putting on some of the best feuds that include the Ministry, Steve Austin, Brock Lesnar, Kane and more. Still, no matter how many times the boss has used Taker to get him or another heel over, I have to believe that Undertaker would win in a final battle to end it all. Vince is a smart businessman, and he really only went over Taker if it was good for business (at least I would hope so...).
Winner: The Undertaker
In-Ring Ability: Undertaker.
This could end up being a very close race when all the polls and votes are calculated, but to be this is kind of a no-brainer. Vince McMahon revolutionized the industry, and has continued to do so until this very day. But as the rules of this tournament state, this MATCH is to determine the greatest of two COMPETITORS. The Undertaker is one of the all-time greatest pro wrestlers, and while Vince McMahon has stepped into the ring for some legendary battles, there's just no way to justify a non-wrestler going into the second round of this tournament. And if Vince can beat the Undertaker, where does it end? He may as well just win the whole damn thing at that point...
FINAL DECISION: THE UNDERTAKER