During the 1980s, there were few linebackers in the NFL more feared than Lawrence Taylor. The 10-time Pro Bowler won two Super Bowls on the way to being inducted into the Pro Football Hall of Fame. But like many pro-athletes, L.T. played hard off the field as well. “Crazy as it seems, there is a real relationship between wild, reckless abandon off the field and being that way on the field,” he said in 1987 near the height of his career. Taylor claimed he could outdrink any other linebacker in the game and tested positive twice for cocaine use. Years after he retired, he claimed he would send prostitutes to the hotel rooms of opponents to tire them out before games. While Taylor’s lifestyle didn’t come cheap (he once estimated that at his peak, he spent thousands of dollars a day on drugs), he didn’t help his cause with business decisions. He started a company late in his career that was worth more than $10 million, then went bust. In 1997, he pled guilty to filing a false tax return in 1990. In 2009, Taylor filed for bankruptcy to avoid foreclosure on his home.
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