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In this unforgettable episode of Honor Among Thieves, host Nelson Rodriguez Jr. sits down with Scott Anthony, a man whose real-life story reads like a crime thriller—but every word is true. Scott Anthony reveals how he ran a Chicago street gang at just 14 years old, rising fast in a world of violence, money, and power. What started on the streets escalated into major drug trafficking, eventually landing Scott on the run as an international fugitive after being caught in Georgia with a trunk full of kilos. Rather than surrender, Scott fled to Mexico, where he lived on the run—until federal authorities caught up with him. He was ultimately extradited and sentenced to 8 years in federal prison, where survival, discipline, and adaptation became daily necessities. But Scott’s story doesn’t end behind bars. After serving his federal sentence, Scott emerged into the free world and entered an entirely different underground—becoming the most prolific Cuban cigar smuggler of the 1990s. During the height of the U.S. embargo, Scott dominated the illegal Cuban cigar trade, supplying elite clients and celebrities, including Michael Jordan. For four years, Scott controlled the market, building a reputation as a legendary cigar dealer before eventually retiring from the Cuban cigar smuggling game at the top. In this episode, Scott breaks down: How a teenager ends up running a Chicago gang Life as a fugitive in Mexico What federal prison really does to your mindset The inner workings of the Cuban cigar black market Supplying elite clients during the embargo era Knowing when to walk away at the top This is not a glamorized crime story. It’s a firsthand account of ambition, consequences, survival, and reinvention—told by someone who lived every chapter. If you’re interested in true crime podcasts, federal prison stories, international fugitives, drug trafficking cases, Cuban cigar smuggling, or criminal underworld history, this episode is essential listening. Chapters 0:00 Intro 0:52 The Life of a Cuban Cigar Smuggler (Inside the Black Market) 9:51 1970s Chicago: Running the Simon City Royals Gang at 14 21:01 Trying to Leave the Streets Behind (Early Turning Point) 33:45 The Big Time: Robbing Drug Dealers & Escalating Crime 46:05 1987 Fugitive Life: On the Run from Federal Charges 55:01 Discovering Cuban Cigars: The Hustle That Changed Everything 1:08:51 Going to the Source: Building a Cigar Connection in Havana 1:18:24 Trinidad Cigars & the Rise of a Smuggling Empire 1:25:20 Walking Away from Cigar Smuggling at the Top 1:30:52 Redemption And Life Today 1:36:19 Outro 📌 Have an unbelievable story? Apply to be a guest: 👉 https://www.honoramongthievespodcast.... 🔗 Links 📸 Nelson on Instagram / montanatheprophet 📸 Scott Anthony on Instagram / scottanthonyog 💎 Sponsors Gus Villa Jewelry Use Promo Code MONTANA https://gusvillajewelry.com/