2. Lawrence Phillips (RB San Francisco 49ers 1999)
Lawrence Phillips will never be remembered fondly as a football player or a person around the NFL. The former Nebraska Cornhusker standout running back was such a troubled individual that teams avoided signing him. San Francisco took a gamble in 1999 and gave him a shot, but it was a gamble they still regret. Phillips carried the ball just 30 times for the 49ers, fumbled twice, and seemingly intentionally missed a block that led to a career-ending injury to All-Pro quarterback Steve Young. Phillips’ short career in San Francisco is a prime example of why it’s risky to sign athletes with a checkered past off the field.