3. Sam Hurd's Drug Run
Cost: $700,000 ($1000/pound of marijuana, $25,000/kilo of cocaine)
Apparently unsatisfied with his role as the ninth best special teams player on the Chicago Bears, Sam Hurd became a drug kingpin. Naturally. He attempted to purchase a Soviet tank's worth of narcotics from an undercover agent, which included 1,000 pounds of marijuana and 5-10 kilos of cocaine. Hurd's life, like his drug network, is reduced to rubble when he pleads guilty to the charges and faces a minimum 10-year prison sentence.