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Locked In with Ian Bick

Ex-Juvenile Prison Guard Exposes Massive Corruption Inside the System | Damon Shepard

Locked In with Ian Bick

Ian Bick

Society & Culture

4.8745 Ratings

🗓️ 7 August 2025

⏱️ 84 minutes

🧾️ Download transcript

Summary

Damon Shepard got into corrections to make a difference—but what he found inside nearly destroyed him. Raised by a single mother in St. Louis, Damon was inspired in high school to pursue a career in criminal justice. After falling short of becoming a police officer, he landed a job inside a juvenile correctional facility. But the reality was far from what he expected. Plagued by corruption, drugs, and a toxic environment, Damon was eventually set up and charged with bringing in contraband himself. Forced to resign and clear his name, he now speaks out about the truth behind the system. In this interview, Damon breaks down what really goes on behind bars—and how the people meant to protect can sometimes be part of the problem. #PrisonCorruption #JuvenileJustice #TrueCrime #CorrectionsOfficer #Whistleblower #LockedInWithIanBick #CriminalJusticeSystem #ExposingTheTruth Hosted, Executive Produced & Edited By Ian Bick: https://www.instagram.com/ian_bick/?hl=en https://ianbick.com/ Get 50% off the Magic Mind offer here: https://www.magicmind.com/IANB50. #magicmind #mentalwealth #mentalperformance Presented by Tyson 2.0 & Wooooo Energy: https://tyson20.com/ https://woooooenergy.com/ Use code LOCKEDIN for 20% OFF Wooooo Energy Buy Merch: http://www.ianbick.com/shop Timestamps: 00:00 A Sudden Accusation 00:12 Damon's Background & Early Dreams 01:51 Inspirations and Upbringing 04:16 Family, Education, and Ambitions 08:38 Trying and Failing the Police Academy 13:09 Learning Security on the Streets 17:21 Moving Up: School Safety Advocate 20:48 Lessons from Working with Kids 24:01 Environment and Upbringing in Crime 27:21 Transitioning into Corrections 29:28 Early Days Inside Juvenile Detention 32:22 Trouble Brewing: Drugs in the Facility 39:17 First Major Contraband Incident 44:11 Breakouts and Rising Tensions 52:14 Being Accused & Set Up Again 01:00:28 Corruption & Aftermath 01:08:13 Surviving on the Inside 01:12:27 The Kid's Backstories and Their Impact 01:15:26 What Kids Really Need 01:16:29 Losing Faith in the Justice System 01:19:43 The Problem Runs Deeper Than St. Louis 01:21:06 Moving Forward—A New Purpose 01:22:33 Lessons Learned and Final Thoughts 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

Transcript

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0:00.0

I get a phone call. The next day, it's the court administrator, you know, called me up.

0:04.2

Oh, well, you're suspended. We pay an investigation for bringing an inmate drugs.

0:10.0

What the fuck is you talking about?

0:11.7

Damon Shepard grew up in St. Louis with a dream of making a difference in the criminal justice system.

0:17.0

Raised by a single mom, he started in security and worked his way into corrections after falling short of becoming a cop.

0:23.3

But that dream quickly turned into a nightmare.

0:25.9

While working in a juvenile facility plagued by corruption and contraband, Damon was set up in charge with bringing drugs inside.

0:33.5

Forced to resign and fight for his name, he now exposes the broken system from the inside out. Damon, welcome to Lockton, man. Thanks so much for coming out here today. Yeah, man. Thanks for having me, man. I've been waiting to come out here for a long time now. I've been telling my mom, like, man, I'm trying to get out there. I'm trying to get out there. You know, so I'm glad to be here, you know. And shout out to your mom for being a listener

0:58.2

of the show. You were telling me she's been watching the episodes every day. I just talked to her this morning. She caught the episode of the guy from Breaking Bad, so she was excited. She's like, I'm a big fan of the guy from, you know, well, the show of Breaking Bad. So I'm glad she's

1:11.9

tuning in right now. You know what I'm saying. And she, you know, she's like, oh, I didn't know he had guests like that. I'm like, yeah, I told you. I'm like, this big podcast, you know what mean? Yeah, that was a good episode. It was different, but it was good. And RJ did such a good job telling his story.

1:25.4

And it's just, it's nice to branch out.

1:27.9

But it's still within the world of the criminal justice system. And it's just, it's nice to branch out.

1:30.6

But it's still within the world of the criminal justice system.

1:32.7

But it's different at the same time, makes it unique.

1:37.5

Yeah, you know, at all the episodes I watched, it was a guy named Quay.

1:39.3

I guess he was a C.O. from Ruckus Island.

1:40.0

Yeah, Quill. Yeah, Quill, yeah.

1:41.1

I watched him, I think he's on 60 days in, too, right? Mm-hmm. Yeah, I loved his interview. I probably watched it every five times. Went to sleep watching me because I can relate so much to what he was saying and stuff like that. Yeah, you're not the first person that said that, especially that comes from a correctional officer background. Oh, for real. Yeah, people liked him because he was very real about just everything there and nothing really phased him right right right

2:03.1

he was just honest and vulnerable he was honest calm and then there was like a lot of things he was

2:09.0

like you know like he was saying like with some of the inmates like he was saying with some of the inmates

2:14.1

like not all of them or bad people but like well they

2:18.4

did something to get there but they ain't all so good like inmates do complain a lot you know and

...

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