Locked In with Ian Bick27 Nov 2025

I Was A Mafia Boss – This Is Why I Broke The Code & Walked Away | Anthony Arillotta

Anthony Arillotta was a powerful boss in the Genovese Crime Family, one of New York’s most feared mafia organizations. Rising through the ranks in Springfield, Massachusetts, Arillotta became a made man and later took control of the family’s operations — running gambling, loansharking, and extortion rackets that defined East Coast organized crime. After years of violence, betrayal, and federal investigations, he made a decision that shocked the mob world and changed his life forever. Anthony opens up about his rise in the Genovese family, life as a mafia boss, the murders and power struggles that came with it, and what ultimately made him walk away from one of the most dangerous criminal organizations in America. #AnthonyArillotta #GenoveseCrimeFamily #MafiaBoss #LockedInWithIanBick #OrganizedCrime #TrueCrimePodcast #MafiaStories #prisoninterviews Thanks to RULA & CASH APP for sponsoring this episode: Rula: Rula patients typically pay $15 per session when using insurance. Connect with quality therapists and mental health experts who specialize in you at https://www.rula.com/LOCKEDIN #rulapod Cash App: Download Cash App Today: https://click.cash.app/ui6m/6pao71et #CashAppPod Cash App is a financial services platform, not a bank. Banking services provided by Cash App’s bank partner(s). Prepaid debit cards issued by Sutton Bank, Member FDIC. See terms and conditions at cash.app/legal/us/en-us/card-agreement. Promotions provided by Cash App, a Block, Inc. brand. Visit cash.app/legal/podcast for full disclosures. Connect with Anthony Arillotta: Buy his book: https://www.amazon.com/South-End-Syndicate-Genovese-Springfield/dp/B0DRC2VHWC Instagram: https://www.instagram.com/anthony_bingy_arillotta/?hl=en Facebook: https://www.facebook.com/tony.canoli.378/ Hosted, Executive Produced & Edited By Ian Bick: https://www.instagram.com/ian_bick/?hl=en https://ianbick.com/ Shop Locked In Merch: http://www.ianbick.com/shop Timestamps: 00:00 – Intro: Mafia Life, Mob Culture & Guest Overview 00:41 – Guest Background, Upbringing & How He Entered Mob Circles 02:32 – His Book, Untold Mafia Territory & Forgotten Mob History 05:32 – Organized Crime in Western Massachusetts & Connecticut 08:36 – Family Roots, Wine Business & Early Influences 13:10 – Growing Up in Springfield: Family, Business & Early Identity 19:55 – Lessons from Parents, Money, Loyalty & Discipline 24:26 – Childhood Dreams & Early Attraction to the Mafia World 27:38 – First Fights, Street Rules & Learning the System 32:10 – Violence: Where It Started, Justifications & Mindset 37:00 – Teenage Chaos: School Trouble, Street Life & First Jail Time 41:45 – First Prison Sentence & Learning Real Mob Education 50:05 – Entering Organized Crime: Becoming Part of the Mob 57:55 – Mob Myths vs Reality, Age, Recruitment & Street Credibility 01:00:45 – Money-Making Rackets: Loansharking, Collections & Street Hustles 01:14:09 – Being Put ‘On Record’ & Living as a Mob Associate 01:22:28 – Becoming a Made Guy: Hits, Violence & Mob Orders 01:43:56 – The Downfall: Mafia Wars, Betrayals & FBI Pressure 01:58:38 – Prison Time: Surviving as a High-Ranking Mobster Behind Bars 02:05:37 – Walking Away: Internal Conflict & Deciding to Cooperate 02:21:05 – Final Prison Sentence, FBI Cooperation & Turning Informant 02:34:12 – Life After Prison: Regrets, Recovery & Lessons Learned 02:41:00 – Advice to His Younger Self & Powerful Closing Reflections Learn more about your ad choices. Visit podcastchoices.com/adchoices

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