After witnessing the death of his brother, Ray would feel an overwhelming sense of guilt later on in life.Charles left school after his mother died in 1946, when he was 15 years old.Then he moved to Orlando, and later Tampa, where he played with a southern band called The Florida Playboys.This is where he began his habit of always wearing sunglasses, made by designer Billy Stickles.
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He moved to Jacksonville with a couple who were friends of his mother.
For over a year, he played the piano for bands at the Ritz Theatre in La Villa, earning a night.