19. Autographed game-used Converse Pro Leather
Sold For: $7,853.00
MJ has been a Nike man since the day he became a pro basketball player, but before he was allowed to take Phil Knight's money he had to take what Dean Smith and the University of North Carolina gave him. In this case it was a pair of the Converse Pro Leathers, which were a staple of basketball at the time but lacked much of the technology that would become a hallmark of the Air Jordan line. Allegedly, Jordan traded these shoes to one of his friends back in 1982 in exchange for a brand new pair of Nikes; apparently, his friend is not a very sentimental fellow.