A professional at age nineteen, Levy played with Georgie Auld (1947 and later), Sarah Vaughan, Chubby Jackson (1947–1948), Boyd Raeburn, Woody Herman's Second Herd (1948–1950), Tommy Dorsey (1950) and Flip Phillips. Levy left music for a few years in the early 1950s and then returned to gain a strong reputation as an accompanist to singers, working with Peggy Lee (1955–1973), Ella Fitzgerald (1957–1962), June Christy, Anita O'Day and Pinky Winters.
At nineteen years old, Levy was already a professional musician who played with various artists like Georgie Auld, Sarah Vaughan, Chubby Jackson, Boyd Raeburn, Woody Herman's Second Herd, Tommy Dorsey, and Flip Phillips. He took a break from music in the early 1950s before returning to become a highly respected accompanist for singers such as Peggy Lee, Ella Fitzgerald, June Christy, Anita O'Day, and Pinky Winters.