He was a singing waiter

Although tickets to Mr. Bennett’s shows can cost up to thousands of dollars, there was once a time when you could see him for the price of a Caesar Salad. Mr. Bennett entertained diners with a show at various Italian restaurants around Queens. Before he became a singer it was his ambition to paint professionally. Mr. Bennett paints under his real name which is Anthony Benedetto. He is the founder of the Frank Sinatra School of the Arts in New York.