Frank Sinatra & Ella Fitzgerald singing “Going Out Of My Head” in Frank Sinatra’s TV special “A Man and His Music Ella Jobim”, 1967 In 1959, both at the height of their artistic prowess, Sinatra ceded the top spot, admitting, “Ella Fitzgerald is the only performer with whom l’ve ever worked who made me nervous. Because I try to work up to what she does. You know, try to pull myself up to that height, because I believe she is the greatest popular singer in the world, barring none, male or female.
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