16. Kenyon Martin
Contract: 7 years, $92 million
This was just remarkably stoopid. Players are often proactively rewarded for flashes of potential, which Kenyon Martin certainly possessed. However, he was also the sole proprietor of two fractured legs, a world class attitude problem, and a pair of lips tattooed on his neck. Does this sound like someone who will reward your gift of $92 million with hard work and dedication? Yea, let's just move on.