You Can't Win: The Classic American Memoir of Outlaw Life, Crime, and Redemption from the Underground

By Jack Black

A Lost Classic of American True Crime and Underground Memoir

You Can't Win is the gritty, unforgettable autobiography of Jack Black, a drifter, thief, and professional safecracker who roamed the underworlds of the American West in the early 1900s. This landmark memoir, first published in 1926, has influenced generations of writers-from William S. Burroughs to punk poets and prison reformers.

Why this book still matters:

A raw, firsthand look at the criminal justice system before reform

Insight into the hobo jungles, opium dens, and railroads of old America

A powerful reflection on redemption and personal transformation

This edition features modern typesetting. Essential reading for fans of true crime, Beat literature, and countercultural history.

• Format: Paperback
• Language: English
• ISBN: 166730657X
• ISBN13: 9781667306575
• Release Date: August 2025
• Publisher: Antiquarius
• Length: 304 Pages
• Weight: 0.90 lbs.
• Dimensions: 0.6" x 6.0" x 9.0"