You can't win

"You Can't Win" by Jack Black is a memoir written in the early 20th century. The book recounts the author's life as a professional thief, detailing his criminal experiences and eventual journey towards redemption and self-awareness. The opening of the memoir introduces Jack Black reflecting on his current life as a librarian, contrasting his past as a criminal. He describes his deep-seated introspection and the lack of a typical upbringing due to being left motherless at a young age. As he recounts his formative years, he illustrates the pivotal moments that led him from an innocent schoolboy to a life of crime, culminating in a series of burglaries and encounters with the law. The text sets the stage for a gripping exploration of his criminal endeavors, the psychological impacts of his choices, and the quest for a meaningful life. (This is an automatically generated summary.)

Jack Black (1871–1932) was a Canadian and American hobo and burglar. Black is best known for his autobiography You Can't Win, describing his days on the road and life as an outlaw. Black's book was written as an anti-crime book urging criminals to go straight, but it is also his statement of belief in the futility of prisons and the criminal justice system, hence the title of the book. Jack Black was writing from experience, having spent thirty years as a travelling criminal, and offers tales of being a cross-country stick-up man, home burglar, petty thief, and opium addict. He gained fame as a prison reformer, writer, and playwright. He disappeared in 1932 in a likely suicide.