Jack Black (1871 - presumably 1932) was a late-19th-century/early-20th-century hobo and professional burglar, author, and librarian for the San Francisco Call. Born in 1871 near Vancouver, British Columbia, Canada, he was raised from infancy in the U.S. state of Missouri. He wrote You Can't Win (Macmillan, 1926) a memoir or sketched autobiography 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 (fifteen of which were spent in various prisons) as a traveling criminal and offers tales of being a cross-country stick-up man, home burglar, petty thief, and opium fiend. He gained fame through association with William S. Burroughs and his writings had a profound effect on the writings and lives of all the Beat Generation.
Jack Black is an essentially anonymous figure; even his actual name is uncertain, although a 1912 newspaper article gives his real name as Thomas Callaghan. One of his nicknames among criminals was Blacky.
After his last spell in prison Jack Black became friends with wealthy patron Fremont Older and worked for Older's newspaper The San Francisco Call. He worked on his autobiography with Rose Wilder Lane and eventually composed essays and lectured throughout the country on prison reform. He was also rumored to have received a stipend of $150 a week to draft a screenplay titled Salt Chunk Mary with co-author Bessie Beatty, based around the infamous vagabond ally and fence of the same name in You Can't Win. The play flopped, although he was able to attain some amount of popularity, which subsided quickly.