Author, Jack Black. Published, Publisher, Macmillan. You Can't Win is an autobiography by burglar and hobo Jack Black, written in the early to Published : . About Jack Black: John Black was a late 19th century/early 20th century hobo and professional burglar, living out the dying age of the Wild West. He wrot. JACK BLACK: Burglar and Author Late in in New York City the newly minted author and former burglar Jack Black was introduced to the managing editor.
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