Jack Black was a late 19th century/early 20th century hobo and professional burglar, living out the dying age of the Wild West. He wrote "You Can't Win", a memoir or sketched autobiography describing his days on the road and life as an honorable outlaw. Black's book was written as an anti-crime book urging criminals to go straight but is also his statement of belief in the futility of prisons and the criminal justice system, hence the title of the book. Wikipedia
The definitive Wikipedia entry for Jack Black. Wikipedia is the biggest multilingual free-content encyclopedia on the Internet. en.wikipedia.org/wiki/Jack_Black_%28author%29