Frank Sinatra: Hollywood the Second Time Around (1997)

Although he has hit his lowest in his acting career and personal life, Frank Sinatra doesn't give up on Hollywood. He works his way back up to the top through films like From Here to Eternity, Suddenly, The Man With the Golden Arm, and High Society. He continues to act in MGM films all the way up to 1974 and even takes a stab at producing himself.