[4] His compositions have been performed and recorded by countless timeless acts such as Frank Sinatra, Dean Martin, Ella Fitzgerald, Nat King Cole, The Beatles, Tony Bennett, Louis Armstrong, Bing Crosby, and Benny Goodman.

He may be best remembered for adapting English lyrics to popular songs like "Bésame Mucho" and "Amor", as well as his original compositions such as "Don't Wait Too Long", "Gotta Be This or That", "Waitin' For The Train to Come In", "You're Breaking My Heart", "Hair of Gold, Eyes of Blue", "A Little Bit South of North Carolina", and many more.

Classified as a baritone, by 1938, he was the featured singer in the orchestras of Vincent Lopez and Paul Whiteman, and soon appeared with a number of big bands, including those led by Ben Bernie, Jack Denny, Freddie Perren, Abe Lyman, George Hall, Ben Marden, Henry "Hank" Sylvern, Carl Hoff, Henry King, and the CBS House Orchestra, under the name Sonny Schuyler (pronounced: "Skylar").

It was band leader, Vincent Lopez, who changed the singer's professional name from Sonny Schuyler to Sunny Skylar, based in his strong belief in numerology in 1940.

Instead, he entertained as a vocalist, mostly performing his own popular tunes as a headliner at music venues in New York City such as the Latin Quarter, Montreal, El Morocco, and La Martinique.

One of his first notable hit songs, "Don't Cry", was performed by Skylar with Vincent Lopez & His Suave String Orchestra for Soundies on June 31, 1940, displayed on the Mills Panoram Jukebox.

His next hit song also came about in 1940, when during a live performance, Sunny observed Vincent Lopez overworking his orchestra, and spontaneously created the humorous lyrics which became known as "Fifteen Minute Intermission".

His next two hits, "Move It On Over" and "Paper Troopers", were written as wartime anthems for the United States Armed Forces during World War II, both released in 1943.

Skylar continued adapting English lyrics to songs and made two more hits, "Amor" (originally by Gabriel Ruiz) and "Be Mine Tonight (Noche De Ronda)" through the end of the 1940s.

"Love Me With All Your Heart", the song originally titled, "Cuando Calienta El Sol", was released in 1964 by The Ray Charles Singers, and would prove to be one their biggest selling singles.