Clint Eastwood presents a documentary on the extraordinary career of one of music's greats: Tony Bennett. Bennett is considered to be one of the greatest living singers in American popular music, and this film reflects all that he has accomplished while living against the background of a changing America. The 90-minute film weaves archival footage with contemporary clips of Bennett performing live throughout his career including him singing his famous hits I Left My Heart in San Francisco and for Once in My Life. Peppered throughout the film are interviews with celebrities reminiscing about their favorite moments with the legendary singer. It is a story of integrity winning over adversity... and of art triumphing over all.