#3. Shelton Benjamin vs. Triple H - RAW, March 29th, 2004

If there was any time for WWE to capitalize on Shelton Benjamin, it was when he was drafted to RAW. He spent time between 2002 to 2004 with Charlie Haas as a part of the World's Greatest Tag Team, and after getting drafted to RAW, he was all on his own.
RAW was dominated by Triple H and Evolution at the time. And two weeks after the iconic WrestleMania 20, the young upstart Shelton Benjamin would make his big RAW debut against The Cerebral Assasin.
In what would become the upset of the year on RAW, the young Shelton Benjamin defeated Triple H. It was the first of three times that he would get one over The Game, with the other two being via count-out and disqualification. It even led to him briefly feuding with Evolution, where he defeated Ric Flair and lost to Randy Orton in an attempt to become the Intercontinental Champion.
It was a big push to get for Shelton Benjamin, but ultimately, it didn't materialize in the long run. One can only be left to wonder what could have been with Shelton Benjamin on RAW.