Year (of Sneaker): 2010
When: Against the Knicks at Madison Square Garden

When Michael Jordan wore a pair of original Air Jordan 1s on his "last" trip to Madison Square Garden in 1998, the sneaker world sat up and took notice. If it were around back then, Twitter would have undoubtedly crashed. Had this event happened a decade or so later, Mike could have saved himself a search (and some sore feet) by simply wearing the Alpha 1 in the same classic colorway.