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Held was the premier illustrator and cartoonist of the jazz age. When he was just fifteen, Held sold a work of his art to Life magazine. He continued creating illustrations for magazines including Vanity Fair and The New Yorker. Held developed his characteristic style by 1920, which pictured stiff, stylized figures prior to their symbolic definition of the decade. His magazine covers offered humor for dismayed traditionalists, and style models for the younger flappers with shorter skirts and pencil-like necks. Held was incredibly successful, earning over one million dollars a year at one point and owning a private zoo and golf course. This drawing shows two couples with a large space separating the two. The older couple at left shows a man escorting a woman. The younger couple at right embrace with arms around each other. This female is a flapper with very short hair. The corsage on the young man suggests that all came from a dance or date.