The book tells of Black's experiences in the hobo underworld, freight-hopping around the western United States and Canada, with the majority of incidents taking place from the late 1880s to around 1910. The book was a major influence upon William S. It describes Black's life on the road, in prison and his various criminal capers in the American and Canadian west from the late 1880s to early 20th century.
You Can't Win is an autobiography by burglar and hobo Jack Black, written in the early to mid-1920s and first published in 1926.
