I have a lot of favorite Jordans, but if I could choose one it would be the Jordan 1 due to the simplicity of the styling and its functionality for skateboarding. Growing up skateboarding in the '80s the Jordan 1 was the best shoe to skate in not only because it was good, but because it was cheap. I'm not sure how the Jordan translated to basketball shoe consumers back then but I would always buy two pairs for 25 bucks on the sale table at Copelands in SF. It seems like they had so many in backstock that they had them on sale for a couple years and every skater in SF had them. A lot of skateboarding shoes to this day are still based on the simple athletic design concept of the Jordan 1 which makes it my no. 1 pick.