Air Jordan XVI

Who: Michael Finley
Original Release Year: 2001 
Complex Says: One of the greatest media day photos of all-time featured NBA All Stars, cowboy hats, lassos, a billionaire piggybacking his franchise player, and somewhere in the mess was Finley in a pair of Jordan XVIs. The XVIs were released on MJ’s 38th birthday and also the first Jordan since the IIs that were not designed by legend Tinker Hatfield.