Born in Brooklyn, New York, Juster studied architecture at the University of Pennsylvania and urban planning at the University of Liverpool. During his service in the U.S. Navy in the 1950s, he worked on the construction of air bases in Morocco and Newfoundland. After completing his military service, he dedicated himself to architecture and teaching, and was a professor emeritus of design at Hampshire College in Amherst, Massachusetts
In 1958, Juster received a grant from the Ford Foundation to write a book on urban planning. However, instead of following that path, he created The Phantom Tollbooth, an allegorical fantasy that explores themes of education, language, and curiosity through the adventures of a boy named Milo in the Kingdom of Wisdom. The work was illustrated by Jules Feiffer, who was also a close friend of Juster
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