Drew was born in Massachusetts, and completed his formal education with a Fine Arts degree from The College of William and Mary in Virginia. He later moved to Boston and began careers drawing cartoons, carving gravestones, and capturing business meetings graphically. He still does two out of three of those things, which isn't bad.
Drew had his first cartoon published in the New Yorker magazine in 2002. He’s also done cartoon work for Google, TIME, The Wall Street Journal, Harvard Business Review, and The Boston Globe, as well as writing for Print, The Awl, and Curator.
In 2006 Drew was given the National Cartoonists Society’s “Reuben Award” as the country's best gag cartoonist. He is featured in Volumes 1 and 2 of the cartoon anthology The Rejection Collection (Simon Spotlight Entertainment).
In 2007, Drew relocated to Hoboken, NJ, just because the name sounds funny. He is currently working on his first children's book, tentatively expected in September of 2015 by Henry Holt/Christy Ottaviano Books.
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