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A Man and His Music + Ella + Jobim was a 1967 television special starring Frank Sinatra , Ella Fitzgerald , and Antonio Carlos Jobim , accompanied by Nelson Riddle and his orchestra .. Frank Sinatra. Frank Sinatra. Ella Fitzgerald. Ella Fitzgerald. Antonio Carlos Jobim. Antonio Carlos Jobim. Sinatra. Sinatra ( TV program ). Nelson Riddle. Nelson Riddle. A Man and His Music. A Man and His Music. The medley that Jobim & Sinatra sing together was arranged by Claus Ogerman .. Sinatra. Sinatra ( TV program ). Claus Ogerman. Claus Ogerman. The title is a reference to Sinatra 's previous two television specials by this name , 1965 's A Man and His Music , the following years A Man and His Music - Part II and his 1965 album , A Man and His Music , which won the Grammy Award for Album of the Year at the Grammy Awards of 1967 .. Sinatra. Sinatra ( TV program ). A Man and His Music. A Man and His Music. A Man and His Music - Part II. A Man and His Music - Part II. Grammy Award for Album of the Year. Grammy Award for Album of the Year. Grammy Awards of 1967. Grammy Awards of 1967. Earlier in the year Sinatra had recorded the album Francis Albert Sinatra & Antonio Carlos Jobim with Jobim , and this show offered a rare opportunity to see them both in live performance .. Antonio Carlos Jobim. Antonio Carlos Jobim. Sinatra. Sinatra ( TV program ). Francis Albert Sinatra & Antonio Carlos Jobim. Francis Albert Sinatra & Antonio Carlos Jobim. Sinatra had featured Fitzgerald on his Timex television shows in the late 1950s , and this show marked their first television appearance together since then .. Sinatra. Sinatra ( TV program ). They performed a swinging duet of The Lady is a Tramp .. The Lady is a Tramp. The Lady is a Tramp. Fitzgerald 's pianist , Paul Smith said , `` Ella loved working with -LSB- Frank -RSB- .. Paul Smith. Paul Smith ( pianist ). Sinatra gave her his dressing room on A Man and His Music and could n't do enough for her . ''. Sinatra. Sinatra ( TV program ). A Man and His Music. A Man and His Music. Fitzgerald and Sinatra came close to recording together around this period , but the plans were eventually scuppered .. Sinatra. Sinatra ( TV program )