Player: Derek Jeter
Year: 1998

FILA didn't just do basketball in the '90s, they also made a splash in the baseball market. There were the ill-timed decisions to ink Barry Bonds and Sammy Sosa, but those were preceded by a deal with Yankees youngster Derek Jeter, who made the jump to Jordan in 1999. As it turned out, they should have kept Jeter even if it cost them shots at Bonds and Sosa-but who knew?