Timothy Leary, Snitch
Here's a conspiracy theory that turned out to be true: Timothy Leary, counterculture guru, famous for questioning authority and asking kids to "tune in, turn on, drop out," was also an FBI informant. Documents released after Leary's death reveal that the icon was pressured to rat out his hippie friends to reduce his long prison sentence for narcotics charges. In 1974, he struck a deal with the FBI and named the members of the radical Weathermen who helped him escape from jail in 1971. Once dubbed "the most dangerous man in America" by Richard Nixon, Leary was released in 1976 and continued to disseminate his ideas for the next twenty years.