King of Cool (2021)

Dean Martin

Self (archive footage)

Louis Armstrong

Self (archive footage)

Alec Baldwin

Self

Jeanine Basinger

Self

Jerry Blavat

Self

Peter Bogdanovich

Self

Bill Boggs

Self

Carol Burnett

Self

Johnny Carson

Self (archive footage)

Dick Cavett

Self

Bing Crosby

Self (archive footage)

Neil Daniels

Self (archive footage)

Angie Dickinson

Self

Tom Dreesen

Self

Gerald Early

Self

Susan R Ewing

Self

Ella Fitzgerald

Self (archive footage)

Will Friedwald

Self

Jon Hamm

Self

Goldie Hawn

Self (archive footage)

Florence Henderson

Self

Billy Hinsche

Self

Henry Jaglom

Self

James Kaplan

Self

John F. Kennedy

Self (archive footage)

Norman Lear

Self

Peggy Lee

Self (archive footage)

Barry Levinson

Self

Jerry Lewis

Self (voice)

Scott Lewis

Self

Deana Martin

Self

The Mills Brothers

Themselves (archive footage)

Zero Mostel

Self (archive footage)

Kliph Nesteroff

Self

Bob Newhart

Self

Regis Philbin

Self

Elvis Presley

Self (archive footage)

Sugar Ray Robinson

Self

RZA

Self

George Schlatter

Self

Frank Sinatra Jr.

Self (archive footage)

Frank Sinatra

Self (archive footage)

Tina Sinatra

Self (archive footage)

Tommy Tune

Self

James Woods

Self