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Charles Woodson
Coincidentally, Charles Woodson was a part of the previously discussed Super Bowl that involved Warren Sapp. However, Woodson was on the losing team as the Oakland Raiders suffered an embarrassing defeat and in fact, have not experienced a winning season since.
Sporting the Air Jordan 9 in a rather recognizable PE, Woodson would venture back from a broken leg in order to participate in the biggest game of them all. Although his first Oakland tenure would end a few years later, Woodson has found himself to be a future first ballot Hall-of-Famer and a staple within the Jordan Brand.