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If Woodley is able to take out Colby and Usman, I think he'll be right there with GSP/Hughes in terms of the top WW champs of all time.
If you think about who Woodley will have beaten:
Robbie Lawler (5 fight win streak - vicious champion)
Stephen Thompson 2x (7 fight win streak - considered best striker by GSP himself)
Demian Maia (7 fight win streak - got stuffed around 25 times or some shit)
Darren Till (Undefeated 17-0-1 - finishes him in 2nd round)
Colby (Currently 6 fight win streak)
Usman (Currently 12 fight win streak)
Woodley couldn't even beat Oldman Jake Shields