"You can't win" by Jack Black is an autobiography written in the early to mid-1920s and first published in 1926. It chronicles Black's life as a burglar and hobo across the American and Canadian West from the late 1880s to the early 1900s. Through vivid firsthand accounts, Black explores the underworld of freight-hopping, safe-cracking, and prison life, while examining crime, addiction, criminal justice, and the codes that governed the outlaw community. This influential memoir would later inspire Beat writers including William S. Burroughs. (This is an automatically generated summary.)