15. Anfernee “Penny” Hardaway
Namedrop: “Dunk dem like a Penny Hardaway, Shaq and Kobe two a di hard away” – Elephant Man – “F**k You Sign”
When Michael Jordan first retired in the middle of the 90s, there was one player groomed to pick up where His Airness left off. That was Anfernee “Penny” Hardaway. His style was so undeniably 90’s from his part and fade to his endless array of dope kicks that Nike laced him with that sell to this day. Penny (along with Lil’ Penny) was on his way to becoming the next Jordan…up until he came back. We all know how that ended up.