Previous Team: Orlando Magic
New Team: Los Angeles Lakers
Contract: 7 years, $121 million
Shock Value: 8

This one still haunts the city of Orlando today. The Magic had just asserted themselves as the one of the dominant teams in the East behind the young superstar duo of Shaq and Penny. Although they were fresh off getting swept by the 72-10 Bulls, there was a lot of promise with that young team. A championship was imminent but Orlando blew it. They lowballed Shaq with their initial offer and tried to make up for it by matching the Lakers' offer, but it was too late; Shaq was headed to the West Coast. One of the best young duos ever to play the sport was split up just like that.