10. "Autumn Leaves"
This televised performance of Sinatra features him 'corpsing' - that's an industry term for an actor breaking character and laughing while doing comedy. Watch him try to hold it together during this funny performance of "Autumn Leaves".
9. The Dean Martin Celebrity Roast of Frank Sinatra
During one of Dean Martin's famous 'roast' specials, Frank Sinatra delivered this famous quote: "I hope you all live to be a thousand years, and may the last voice you hear be mine."
8. The Dean Martin Christmas Show
In this medley of famous standards as performed on the Dean Martin Christmas Show, Martin and Sinatra show off some of their wackier dance moves and try to keep up with each other.
7. Frank & Dinah
Sinatra performed with plenty of people outside the Rat Pack. Here he is with singer/actress Dinah Shore - it's rumored they had an affair in the 50s, according to allusions by Sinatra's valet George Jacobs.
6. A Man and his Music, Part 1
One of Sinatra's personal TV specials, this was dedicated to his 50th birthday in 1965. The taping of this broadcast was documented in Gay Talese's famous Esquire magazine piece, "Frank Sinatra Has a Cold." Here he is opening up the program with 'I've Got You Under My Skin' by Cole Porter.
5. Frank & Elvis
In this episode of The Frank Sinatra Show titled "Welcome Home Elvis", Sinatra and Elvis Presley perform a duet of each other's songs: Frank singing "Love Me Tender" and Elvis singing "Witchcraft."
4. Frank & Bing
Sinatra was a longtime admirer of Bing Crosby - he was inspired to sing by the early "crooner." In 1957, Sinatra and Crosby worked together on the only episode of The Frank Sinatra Show shot in color - titled "Happy Holidays with Bing and Frank."
3. Frank & Nancy
Sinatra had a hit singing the song 'Something Stupid' with her father. In 1966, they sang a mash-up of Petula Clark's "Downtown" alongside Nancy's song "These Boots are Made for Walking."
2. Frank in The Rat Pack
Sinatra was famously part of the Rat Pack, a group of collaborating entertainers in the 1960s. This concert from St. Louis is the only filmed Rat Pack concert and was hosted by Johnny Carson. Here is the group getting up to their usual antics while singing.
1. A Man and his Music + Ella + Jobim
One of Sinatra's classic albums, entitled Francis Albert Sinatra & Antonio Carlos Jobim, features Sinatra singing songs by (and alongside) the bossa nova composer. Here he is from the 1967 follow-up to A Man and His Music singing "The Girl from Ipanema."