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June 30, 2025 39 mins

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🎙️ Mugshot Mysteries: Episode 2

 The Outlaw Who Sued the Railroad – Al Jennings

Train robber. Failed candidate. Hollywood actor.
  Al Jennings lived more lives than one man should… and made sure you heard about every one of them.

In this episode, we dig into the strange saga of a former attorney who picked up a gun after losing a brother, formed a ragtag gang with little success, and somehow wound up reinventing himself as a Western folk hero. From bungled heists to prison time with O. Henry, Jennings blurred the line between outlaw and opportunist...and spent decades mythologizing the difference.

📷 Instagram: @MugshotMysteriesPodcast

Show Notes & Sources:

News & Historical Records

The Western Star (1895): Ed Jennings killed
Kansas City Times (1897): Al Jennings captured
Oklahoma State Capital (1899): Life sentence
Coffeyville Daily Journal (1902): O. Henry prison era
Minneapolis Journal (1919): Check fraud denial
El Reno Democrat (1893): Family legal background

Archives & Articles

— Legends of America: https://www.legendsofamerica.com/al-jennings/
— True West Magazine: https://truewestmagazine.com/article/al-jennings/
— Library of America: https://storyoftheweek.loa.org/2024/09/holding-up-train.html
— Edmond Life & Leisure: https://edmondlifeandleisure.com/the-great-edmond-train-robbery-p10565-87.htm
— MIHP / History Mugs: https://www.mihp.org/2013/09/jennings-al-1863-1961/

Film & Memoir

— Silent Westerns Wiki: https://silentwesterns.fandom.com/wiki/Al_Jennings
— Thanhouser Film Co.: https://www.thanhouser.org/tcocd/Filmography_files/ind6a6duy.htm
Beating Back (1913), Through the Shadows with O. Henry (1921) – Public domain
— Jeff Arnold’s West: https://jeffarnoldswest.com/2019/05/al-jennings-of-oklahoma-columbia-1951/

Psychological & Cultural Themes

Outlaw ArchetypesGunfighter Nation, Richard Slotkin
https://www.hup.harvard.edu/books/9780806130316
Self-MythologizingTroubling Confessions, Peter Brooks
→ https://press.uchicago.edu/ucp/books/book/chicago/T/bo3649362.html
Reinvention After Trauma – Dan McAdams, “Psychology of Life Stories”
→ https://doi.org/10.1037/1089-2680.5.2.100
Western Mythmaking – Robert Warshow, “The Westerner” essay
Memoir Legacy Inflation – Barbara Hochman, Biography (2001)
→ https://mu

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⭐ Rate & review to help others discover the twisted brilliance of the world’s most bizarre historical criminals.

🎧 Listen on Spotify, Apple Podcasts, or wherever you get your shows.

Thanks for listening. We’ll see you next time with another face… and another mystery.

Mark as Played

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