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#5 Booker T
Former 5-time WCW Champion Booker T's first year and a half with WWE as a top performer brought in mixed results due to some conflicting bookings. After finding a comfortable place on RAW as part of a comical act with Goldust, WWE finally decided to pull the trigger on Booker T as a major singles performer in early 2003.
When you look at the build-up to Booker's WrestleMania World Championship match against Triple H, it really looked like the kind of tale that would have seen Booker come out on top, and that's because that was what was supposed to happen.
Even with uncomfortable racial jabs, this was still a good underdog story, but only if it had the right result. As the story goes, at the time, Triple H just didn't see Booker as a main event player and used his creative stroke to change the result.
Triple H would embarrass him even further after hitting him with the pedigree. He would lay in the ring for what seemed like an eternity (21 seconds) before finally pinning him for the win. Thankfully, Booker would receive another shot of WWE Championship pursuit in 2004, before finally winning the WWE World Heavyweight Championship in 2006.
