Year: 1999
Sneaker: And1 Tai Chi

In 1997, Latrell Sprewell was untouchable. Suspended for attempting to strangle his coach at practice, he also lost all of his endorsements, including his shoe deal with Converse. In 1999, he had been traded to the Knicks and was ready to start over. And1, no strangers to controversy, signed the swingman to a multi-year deal, created an amazing series of commercials, and eventually gave him a signature shoe.