KINGPIN Reveals His Multi-Million Dollar Crime Ring & Surviving PRISON | Devin Reilly

Coming from a good family, Devin Reilly is a natural born entrepreneur. Before heading off to college, Devin is introduced to the world of drugs and gambling, leading him to build a successful business off of illegal activities. As time goes on, Devin's operation expands, resulting in the creation of a multi-million dollar crime ring. After years of staying under the radar, Devin is eventually investigated by multiple state and federal law enforcement agencies, resulting in a lengthy prison sentence.  Connect with Devin Reilly: https://www.facebook.com/devin.reilly.370?mibextid=LQQJ4d https://instagram.com/dreilly32?igshid=NTc4MTIwNjQ2YQ== 00:00 Intro 02:39 Childhood 08:17 The Start of it all 14:06 Started a casino at college  18:55 Bookie and gambling  29:30 Fatherhood 34:10 Drug operations  41:17 Laundering Money 46:00 Loyal mothers  47:38 Close run ins with the cops 50:14 Chased by the cops/Start of investigation  1:04:10 Arrested and Charges 1:11:40 Released on bail and arrested again (twice) 1:24:00 Sentencing  1:27:20 Diesel Therapy  1:31:00 Navigating Prison  1:40:00 Moved to Northern State Prison  1:43:55 Most Violent thing he saw  1:45:51 Smuggling into prison to get a phone  1:49:10 Halfway house  1:55:40 Life after prison  Connect with Ian Bick: https://www.ianbick.com/ Subscribe to our membership program on YouTube to get early access to interviews, see behind the scenes photos & more: https://www.youtube.com/channel/UCRvVklIft6DMelVW18M0oBw/join Powered by Q29 Productions, LLC Learn more about your ad choices. Visit megaphone.fm/adchoices

Om Podcasten

Real stories from the people everyone else judges first. Hosted by Ian Bick — former federal inmate turned speaker and podcaster — this show sits down with former inmates, recovering addicts, bikers, law enforcement, investigators, and people who have lived through the darkest chapters of their lives. Each episode dives deep into crime, prison, addiction, trauma, redemption, mental health, street life, recovery, and second chances — without scripts, filters, or fake narratives. If you’re into true crime, raw prison stories, personal transformation, and real human honesty, you’ll feel at home here. This isn’t entertainment. It’s lived experience.