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In the Season Two finale, Case 22 – The Gambler Who Always Won, retired Secret Service agent Todd Hiles and retired FBI agent Stewart Fillmore close the season with the story of a man who made a living by turning risk into profit—and walking away untouched.
Known to the world as Titanic Thompson, he crisscrossed America wagering on cards, golf, and propositions designed to trap the unwary. He wasn’t just lucky—he was precise, patient, and always one step ahead. Wherever the game was played, Thompson seemed to control the outcome.
But behind the charm and the winning streak lay a darker reality. Violence followed him. Rumors clung to him. And the line between skill and survival was razor thin.
In this finale, Back in Crime examines how a man could win so often—and live so long—while skirting the edges of justice itself. For a gambler who always seemed to win… what was the cost of the game?
Follow Texas Crime Travelers:
TikTok: https://www.tiktok.com/@texascrimetra...
Instagram: https://instagram.com/texascrimetrave...
Facebook: https://www.facebook.com/texascrimetr...
Substack: https://substack.com/@texascrimetravelers
https://texascrimetravelers.com/
Have a specific case in mind that you'd like us to explore or just want to get in touch?
Case Request/Contact Form: https://forms.gle/hynpjFrKEVvG6FWw9
For business inquiries or opportunities to sponsor our next podcast episode, please reach out to us at [email protected]
Music by: Eddie Bandas
Contact: [email protected]
By Texas Crime Travelers5
4747 ratings
In the Season Two finale, Case 22 – The Gambler Who Always Won, retired Secret Service agent Todd Hiles and retired FBI agent Stewart Fillmore close the season with the story of a man who made a living by turning risk into profit—and walking away untouched.
Known to the world as Titanic Thompson, he crisscrossed America wagering on cards, golf, and propositions designed to trap the unwary. He wasn’t just lucky—he was precise, patient, and always one step ahead. Wherever the game was played, Thompson seemed to control the outcome.
But behind the charm and the winning streak lay a darker reality. Violence followed him. Rumors clung to him. And the line between skill and survival was razor thin.
In this finale, Back in Crime examines how a man could win so often—and live so long—while skirting the edges of justice itself. For a gambler who always seemed to win… what was the cost of the game?
Follow Texas Crime Travelers:
TikTok: https://www.tiktok.com/@texascrimetra...
Instagram: https://instagram.com/texascrimetrave...
Facebook: https://www.facebook.com/texascrimetr...
Substack: https://substack.com/@texascrimetravelers
https://texascrimetravelers.com/
Have a specific case in mind that you'd like us to explore or just want to get in touch?
Case Request/Contact Form: https://forms.gle/hynpjFrKEVvG6FWw9
For business inquiries or opportunities to sponsor our next podcast episode, please reach out to us at [email protected]
Music by: Eddie Bandas
Contact: [email protected]

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