James Brown - Brown's personal life was marred by several brushes with the law. At the age of 16, he was convicted of theft and served three years in juvenile prison. On July 16, 1978, after performing at the Apollo, Brown was arrested for reportedly failing to turn in records from one of his radio stations after the station was forced to file for bankruptcy. Brown was arrested in May 1988 on drug and weapons charges, and again on September 24, 1988, following a high-speed car chase on Interstate 20 near the Georgia–South Carolina state border. He was convicted of carrying an unlicensed pistol and assaulting a police officer, along with various drug-related and driving offenses. Although he was sentenced to six years in prison, he was eventually released on parole on February 27, 1991 after serving two years of his sentence. (AP Photo/Damian Dovarganes)