In 1909, a young convicted train robber named Frank Grigware began a life sentence at the United States Penitentiary in Leavenworth, Kansas. Leavenworth was the nation’s first federal penitentiary, touted as a state-of-the-art facility. But in the early 20th century, its prisoners endured bleak conditions, rigid routines, and harsh punishments. In the spring of 1910, Grigware and five fellow inmates hijacked a supply train and rammed it through the prison’s heavy iron gates. The audacious breakout set off one of the longest-running manhunts in American history. Be the first to know about Wondery’s newest podcasts, curated recommendations, and more! Sign up now at https://wondery.fm/wonderynewsletter Listen to American History Tellers on the Wondery App or wherever you get your podcasts. Experience all episodes ad-free and be the first to binge the newest season. Unlock exclusive early access by joining Wondery+ in the Wondery App, Apple Podcasts or Spotify. Start your free trial today by visiting wondery.com/links/american-history-tellers/ now. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.