Year released: 1999

When it came to the Air Jordan XV, the fledgling Jordan Brand found themselves in something of a tough spot. With Jordan retired again (presumably for good this time—or not), they needed to rely on second-stringers like Ray Allen and Reggie Miller to carry the torch on NBA courts. By the time the XV released in 2000, Jordan had actually been gone for over a full season, seeing that he gave the world a VERY early preview of the Ferrari-inspired XIV in the 1998 NBA Finals. The XIV would have been fine without him. The clunky XV wasn’t. The fit was terrible, the court feel was off, and the Prada-inspired design was’t enough to carry them, especially with the nontraditional “tongue.” They looked like $150 elf shoes. Tinker Hatfield doesn’t miss often, this time he did. Big time. Russ Bengtson

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