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Locked In with Ian Bick

I Was A Connecticut Cop For Two Decades | Charles Grady

Locked In with Ian Bick

Ian Bick

Society & Culture

4.8745 Ratings

🗓️ 29 October 2025

⏱️ 105 minutes

🧾️ Download transcript

Summary

Charles Grady grew up in Connecticut and embarked on what many only dream of—a career in law enforcement. With over two decades on the front lines tackling violent gangs, drug traffickers, and homicides across the state, Grady made his mark as a relentless detective and federal task-force agent. After more than 20 years, he transitioned into groundbreaking work in community reintegration and gang violence prevention, founding programs like Hang Time to help formerly incarcerated individuals rebuild their lives. #PoliceStories #LawEnforcementLife #FormerCop #RealCrimeStories #PoliceExperience #ConnecticutPolice #BehindTheBadge #truecrimepodcast Thank you to PRIZEPICKS for sponsoring this episode! Visit https://prizepicks.onelink.me/LME0/IANBICK and use code IANBICK and get $50 in lineups when you play your first $5 lineup! Connect with Charles Grady: https://hangtimerealtalk.org/about/ 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 Opening – How Drugs Shape Crime in America 02:00 Who is Charles Grady? Becoming a Respected Cop 05:20 The “Us vs. Them” Documentary & Why It Matters 08:30 Labels, Judgment & Giving People Second Chances 13:00 Childhood, Family Values & Early Lessons 17:20 Why He Became a Police Officer 24:00 Race, Identity & Policing in America 28:40 Addiction, Crime & Cycles That Repeat 34:00 Personal Growth, Redemption & Transformation 41:40 Motorcycle Unit Stories & On-the-Street Moments 45:45 Narcotics Work, Youth Education & Evolving Policing 50:00 High-Stakes Cases & Task Force Work 56:00 How Police Can Truly Impact a Community 01:02:00 The “Good Guy vs Bad Guy” Mindset 01:06:00 Gun Violence, Numbness & Public Safety Today 01:13:40 Joining the Federal Task Force: New Challenges 01:21:00 Documentary Work & Changing the Narrative 01:27:00 Retirement, Purpose & Building the Hangtime Movement 01:32:00 Advice for People Re-Entering Society 01:41:30 Final Reflections & Life Wisdom Learn more about your ad choices. Visit podcastchoices.com/adchoices

Transcript

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0:00.0

You'll find that a lot of the crimes that are committed are rooted in drugs, substances.

0:04.0

For me, personally, I believe that drugs are the worst thing that ever hit this country, this world.

0:09.6

When you're continuously witnessing the worst and the worst of people, how does one see the good in people?

0:15.5

And in the process, they ended up beheading one of the guys.

0:18.7

They rode around with the guy's head in a bucket of

0:22.5

muratic acid that they got at Home Depot, all in video. And we've never retrieved the body.

0:28.9

Tell us about your transition to working with the U.S. Attorney's Office later in your career.

0:32.6

You remember there was a time when there was a school shooting and the whole country was like

0:36.2

crying and tears and everybody would come together. There's been so many school shootings that now when I walk in the house and I see it on the news, another school shooting, three students dead. Only three? Oh, hey, Jimmy, go out to the car and get, I don't even put things down and go, oh my God, what's going on? Imagine chasing gang leaders and drug traffickers by day, then spending your nights

0:55.0

wondering if one mistake could cost you your badge or your life.

0:59.1

For over 20 years, Charles Grady was that cop.

1:02.1

From violent Connecticut streets to federal task force investigations, he saw the system

1:06.7

from the inside, and now he's pulling back the curtain on what really happens behind the badge.

1:14.9

Charlie, welcome to Lockton. Thanks so much for coming on the show. Thank you having me.

1:19.0

Yeah, of course. I'm glad we just, we spent like almost an hour outside connecting before this

1:23.1

interview and a lot of good synergy between us and I'm excited to do some work with you. Yeah. In the very near future and all the good stuff you got going on in Connecticut. You're amazing, my man. You got a lot going on. Like, I didn't know. Like, I'll be honest with you, you know, I've heard your name in many circles, but I didn't know all that you do. So kudos to you. You're amazing. I appreciate it.

1:44.8

You got going on.

1:45.5

I love it.

1:45.9

And thanks to Mary for connecting us. I heard about you earlier this year. Yeah. And then I left for the Mr. Beast thing. Okay. So I would never connect it. And then I've been chasing down Mary for like over a year now for the interview and she wouldn't do it. and then she was nervous.

2:00.5

And then Matt got her on the phone one day.

2:02.5

And all of a sudden, okay, I'll be there that Wednesday and she did it. And she did phenomenal. Mary's amazing. I call her my Mary. So whenever I talk to her, I'm like, hi, hi, my Mary. Yeah. She's like, Charlie. I go, yeah, my Mary, because you're mine. Yeah. She's amazing. I love She's so inspirational and she's doing a lot of really good things. And she's brilliant too. I go, yeah, am I married? Because you're mine. Yeah. She's amazing. I love that.

2:35.5

She's so inspirational and she's doing a lot of really good things. And she's brilliant, too. I mean, she's come so far. You know, what I find is a lot of people that are self-educated, meaning they take it upon themselves to go out and educate themselves on issues and topics that are of concern to them, those people tend to be like extremely brilliant, right? Because they retain it. They're

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