Why the Undertaker should win: At WrestleMania, the Streak has become bigger than any championship match, and one could be argued this year, with a landmark 20-0 on the line and being contested inside Hell in a Cell, it's bigger than the John Cena vs. The Rock main event that will headline the show. It's such a draw, what would be the point in killing it off, other than to stroke Triple H's ego? Even if the Undertaker is ready to retire, he should do so with the Streak intact. To have a part-time wrestler end the Streak does nothing for the business. But more than likely, it's because Undertaker isn't ready to hang up his boots, and he can minimize the wear and tear on his body by returning to wrestle once a year at WrestleMania and defend the Streak, which is a huge draw.
Why Triple H should win: Quite honestly, he shouldn't, for all the reasons stated above. Triple H is there because, outside of Cena, who obviously has his hands full with the Rock, there isn't another member of the roster who provides a credible storyline threat to end the Streak.