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Diary of a Times Square Thief is based upon a mysterious diary found by the filmmaker on Ebay. This manuscript describes the adventures of a young man who, in the late eighties, left the Midwest of the United States to go to New York to realize his big dream: to find a publisher for his work and become a writer. The film consists of small, intimate portraits of some of the colorful characters described in the diary who possibly have known the writer. Through these encounters the filmmaker gets closer to and finally finds the talented but failed author. Besides, the film shows the world-famous Times Square area when it was still a dramatically brutal urban jungle.