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Kaspar Carr is a master thief, targeting businesses in the Chicago area. In STREET THIEF, he stakes out fresh opportunities in front of a documentary film crew, which gradually becomes complicit in his crimes. As the director and producer become entangled in the allure of their fascinating subject and the legal ramifications of their actions, Carr pursues a series of larger-scale and more dangerous jobs. All the while, he reveals how he came to choose this unconventional lifestyle.

STREET THIEF combines elements of film noir and cinema vérité in a novel approach to filmmaking. Shadowing Carr and his film crew from urban supermarkets to suburban shopping malls to the snowy fields of Wisconsin, viewers are rewarded with a voyeuristic view into the lives of the thief and the filmmakers and are able to witness firsthand their changing philosophies and notions of morality.