I Was Sent to a Rhode Island Prison — Here’s What It Was Really Like | Matt Crosby

Locked In with Ian Bick

Ian Bick

Society & Culture

4.8 • 743 Ratings

🗓️ 29 December 2025

⏱️ 60 minutes

🔗️ Recording | iTunes | RSS

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Summary

Matt Crosby shares how getting caught selling drugs led him from a Rhode Island county jail to serving time in a state prison. In this episode, Matt breaks down the choices that put him on that path, what county jail was really like compared to state prison, and how incarceration forced him to confront the reality of his decisions. He speaks honestly about the mindset that comes with drug dealing, the shock of incarceration, and the long-lasting impact prison has on your life even after release. _____________________________________________ #PrisonStory #RhodeIslandPrison #TrueCrime #LifeInPrison #RealLifeStory #CrimeAndPunishment #ExConStory #prisonexperience _____________________________________________ Thank you to FRONTLINE HEALING FOUNDATION for sponsoring this episode: Visit https://frontlinehealingfoundation.org/ to donate or share their mission. _____________________________________________ Connect with Matt Crosby: Instagram: babershop_matt 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 Getting Raided at a Young Age & Early Criminal Trouble 02:20 Meet Matt: New Hustles, New Opportunities 03:30 Growing Up in Providence, Rhode Island 05:35 Family Life, Childhood Trauma & Home Environment 07:10 Getting in Trouble Young & Pushing Limits 09:00 First Arrest: My Introduction to the System 12:30 High School, Alternative Programs & Being Labeled 13:40 The Bag of Money That Changed Everything 16:00 Life as a Small-Time Dealer & Street Reality 20:15 The Raid That Ended It All: Arrest & Charges 22:28 Jail Intake: First Night Locked Up 24:18 Doing Time in Minimum Security Prison 27:07 Daily Prison Life: Group Showers & No Privacy 29:15 Prison Food, Fights, and Contraband 32:40 Prison Politics, Respect & Social Hierarchy 37:00 Release Day, Probation & Adjusting to Freedom 39:20 Life After Prison: New Struggles & Temptations 45:00 Parenting After Prison: Morals & Responsibility 51:15 Breaking the Cycle & Repairing Family Relationships 55:30 Final Reflections: Growth, Regret & Redemption Learn more about your ad choices. Visit podcastchoices.com/adchoices

Transcript

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0:00.0	We got ready at a bar. We were just over there going crazy. Like, all the news they called it a
0:04.0	can't drive through. So you have to take group showers?
0:06.7	They went to a little disagreement on the side of the road with somebody that just yoke them up
0:10.3	real quick. Why do so many people tell what's the benefit for them at, like, say, a minimum?
0:15.4	Getting caught selling drugs changed everything. One arrest sent Matt Crosby from a Rhode Island County jail into the state
0:22.8	prison system and down a path he never expected his life to take.
0:30.0	Matt, welcome to lockdown. Thanks for, thanks so much for coming on the show today, man. It's a pleasure.
0:34.6	Thank you for having me. Yeah, tell everyone about the business you got going on. It's pretty cool. We're just doing rental cars right now. We got a couple
0:42.6	cars, G-wagons, Maybacks, a couple BMWs, a couple other benches, Nissan's. It's basically
0:48.7	random out daily, monthly, weekly, whatever you want to do. With the Mayback and the G-Wagon, we offer chauffeur services running in range between like
0:58.2	80 and 120 an hour, depending on where you want to go, what you want to do.
1:03.6	And, yeah, that's really just the rental thing we're trying to push right now.
1:08.0	I've been a barber for a while.
1:09.1	I do house calls, you know.
1:27.7	So if anyone sees me driving around a G-wagon, it's rented. Yeah, there you go, you know, you know, where it came from, black label, black label ventures. You know, but yeah, that's what we're doing right now. Also, I do construction, but I cut here and I'm trying to push rental thing now.
1:29.2	A little renaissance, man.
1:30.2	Yeah, it's doing good.
1:27.7	I do a little bit I cut here and I'm trying to push the rental thing now.
1:41.9	A little renaissance, man. Yeah, it's doing good. I do a little bit of everything, man, you know. It's always been a hustler. Where do you grow up? Provinan, or Cranston, what? You call it Providence. How far is that from? Like next door. Okay. Yeah. Rhode Island's so small.
1:42.9	Everything, like provinces, the city, and then you got your outskirts.
1:45.6	You got Cranston, Johnston, Patucket, North Providence, East Providence, you know. What was it like growing up there? It wasn't bad. It wasn't bad at all compared to, you know, what you see. Like, it wasn't bad, you know. Who were you raised by?
2:01.5	My mother.
	...

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