In the current issue of Rolling Stone, Bill Maher sits down with RS contributing editor Tim Dickinson to discuss his opinion of (and his impact on) the current political climate. But before Maher gained notoriety as one of the most outspoken pundits in the country, thanks to shows like Politically Incorrect and Real Time With Bill Maher, he was just a regular working actor. One of his earliest roles was on the short-lived, precursor-to-Glee 1987-1988 series Rags to Riches. Set in 1961, RTR told the tale of a bachelor millionaire who adopts five orphans – orphans with a penchant for breaking into song. Maher, complete with an Elvis pompadour, played Freddie, the millionaire's right-hand man. Although Freddie didn't last beyond the two-hour pilot, most of the cast of RTR has since faded into obscurity, with Maher paving the way for a new kind of success story: the actor-turned-TV-host.