9. Knicks Sign Allan Houston To $100M Contract

Dumbass Move By: Scott Layden and the New York Knicks
Date: 7/23/2001
No one, and we mean, no one was going to pay Allan Houston anywhere close to a $100 million contract. So why in the world did former Knicks GM Scott Layden want to give Houston that ridiculous deal? And to make matter worst, Houston retired before his contract came to an end, and in 2007, he was second-highest paid player in the NBA ($20.7M) despite not playing in a single game! It's no wonder that the Knicks and many other New York teams take up the majority of spots on this list.