Inside the Life of a Boston Gangster: Working with Whitey Bulger & Enforcing for the Mob | Sean Scott Hicks

Locked In with Ian Bick

Ian Bick

Society & Culture

4.8 • 743 Ratings

🗓️ 22 January 2025

⏱️ 108 minutes

🔗️ Recording | iTunes | RSS

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Summary

Sean Scott Hicks, a former Winter Hill Gang enforcer, spent 20+ years in prison for his role in organized crime. Once working under Whitey Bulger, Hicks was deeply involved in Boston’s criminal underworld. While behind bars, he turned his life around, becoming a writer, actor, and criminal consultant. Now the author of "The Devil to Pay: A Mobster’s Road to Perdition," Hicks shares his life inside the mob, his time in prison, and how he left gangster life behind. #BostonGangster #WhiteyBulger #InsideTheMob #OrganizedCrime #TrueCrime #MafiaEnforcer #CrimeStory #GangsterLife Connect with Sean Scott Hicks: IG: https://www.instagram.com/dirtywaterdiaries/?hl=en Buy his book: https://www.amazon.com/Devil-Pay-Mobsters-Road-Perdition-ebook/dp/B0CZMD4WDR?ref_=ast_author_mpb Thank you to ROCKET MONEY for sponsoring today's episode: Visit https://rocketmoney.com/lockedin to cancel your unwanted subscriptions and reach your financial goals faster with Rocket Money. Hosted, Executive Produced & Edited By Ian Bick: https://www.instagram.com/ian_bick/?hl=en https://ianbick.com/ Presented by Tyson 2.0 & Wooooo Energy: https://tyson20.com/ https://woooooenergy.com/ Buy Merch: https://www.ianbick.com/shop Use code lockedin at checkout to get 20% off your order Timestamps: 00:00:00 Author Sean Scott Hicks Discusses 'The Devil to Pay' 00:06:28 Life Experiences and Career Transitions 00:13:36 Teenage Life of Crime 00:19:46 Involvement in Collections and Disputes 00:26:29 Negotiating a Plea Deal 00:34:28 A Dangerous Encounter: Planning and Execution Gone Wrong 00:40:50 Intense Chase and Escape Attempt 00:53:18 Old Days of Sky Pagers and Expensive Phone Bills 00:59:45 Life Lessons and Responsibilities 01:06:11 From Pre-Release Center to Job Market: A Personal Story 01:12:41 Legal Battle and Invoking Marital Rights 01:19:02 Surviving a Rare Strain of Rabies 01:25:20 Meeting My Wife and Moving In 01:32:07 Heavy Metal Jingle Bells for Hallmark 01:39:01 From Prison to Production: A Journey of Redemption Powered by: Just Media House : https://www.justmediahouse.com/ Creative direction, design, assets, support by FWRD: https://www.fwrd.co Learn more about your ad choices. Visit podcastchoices.com/adchoices

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