David Chase taught us to empathize with the bad guy when he created Tony Soprano, who struggled to deal with his overbearing mother while balancing his responsibilities to his family — and his other family. The series began the decade's anti-hero boom while exploring the role of violence in America. And somehow it was very, very funny. Its ending may be the most dissected in television history.
Photo Credits: Jason LaVeris, FilmMagic; NBC, Chris Haston / NBC; Chris Haston/NBCU Photo Bank/Getty Images; Vivian Zink/Getty Images; Bill Records/NBC via Getty Images; Gilbert Carrasquillo, FilmMagic; Michael Lavine/FOX; Laurie Sparham/Netflix; Gene Page/AMC; Giovanni Rufino, ABC via Getty Images; Richard Cartwright/ABC via Getty Images; FOX