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3. Martha Stewart
Martha Stewart spent five months in a federal prison in West Virginia in 2004 because she lied to Investigators about the reason why she sold stocks in 2001, which she suspiciously did right before the value of the stock plummeted. She was blamed for having insider information about the stocks which is a serious offense.
4. Robert Downey Jr.
In 1996 this beloved actor was stopped for speeding and the police found a pistol, cocaine and heroin in his car. Just two weeks after that incident, Downey broke into his neighbor’s home and was sent to prison in 1997. In 1998 he was released on probation which he violated, so in 1999 he found himself in a jail cell once again.