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Oliphant's career which spans more than fifty years began in 1952 as a copy boy with the Adelaide News. His trademark is a small penguin character named Punk who is often seen making a comment about the subject of the panel.
In addition to winning the Pulitzer Prize Oliphant won the National Cartoonist Society Editorial Cartoon Award seven times in 1971 1973 1974 1984 1989 1990 and 1991 the Reuben Award in 1968 and 1972 and the Thomas Nast Prize in 1992. He has also crafted a series of small sculptures based on his caricatures of various political figures which have been displayed alongside his drawings in some exhibitions. Oliphant's work has appeared in several exhibitions most notably at the National Portrait Gallery.
