24. Nate Newton
Career Years: 1986-1999
Career Lowlight: Arrested with 213 and 175 pounds of marijuana in two separate incidents.
Newton was an excellent player over the course of his 14-year NFL career, winning three Super Bowls and making six Pro Bowls. However, despite these accomplishments, his post-career activities have completely overshadowed everything he did on the field. The end of 2001 was an amazing time for Newton; after being busted with 213 pounds of marijuana during a traffic stop in November, he was arrested just five weeks later after being stopped with an additional 175 pounds of green. It's hard to fathom what that much weed would even look like, never mind cost.