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Well this is WWE so we won't get "the most surprise winner", but if I look at the roster the only ones I could buy are:
Kane - he never gets to win anything
Regal
Cody or Dibiase - screwing Orton at the end
Shelton Benjamin
Hurricane
Kendrick
Kozlov
Kennedy - we know he's returning soon. I don't think i'd like the same type of Rumble victory two years in a row)
As fpr most surprise winner I'll go with DJ Gabriel. Most WWE fans probably haven't even heard of him.
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