Episode · Jan 7, 2026 · 1 hr 13 min
From Nightclubs to Federal Prison to Mr. Beast
with Ian Bick
Ian Bick is an entrepreneur and podcast host who built a justice-focused show after serving time in federal prison.
Summary
Ian Bick recounts building nightclub and concert businesses as a teenager, borrowing money, gambling, and taking on debt. At 21, he was convicted of federal wire fraud. He explains how federal holding differs from prison, how a missing set of papers made others suspect his charges, and how he dealt with harassment and transfers before reaching Danbury.
The conversation then follows his return to civilian life: working at Whole Foods, making restitution, and turning prison stories into online videos and a podcast. Bick describes the slow early growth, buying out his production partners, and weighing a MrBeast project against keeping his own show running. He also talks about spending 100 days in a MrBeast prison challenge.
Show notes
This week I sit down with Ian Bick - entrepreneur, storyteller, and podcast host, where he tells real stories of incarceration, redemption, and what change actually costs.
Ian became a nightclub owner as a teenager. Fast money. Bigger pressure. Debt. Gambling. Then the bottom fell out - and at 21, he was convicted of federal wire fraud and sent into the federal system.
He walks us through what people don't understand: the difference between holding and prison, how quickly you get labeled, how prison politics really work, and the kind of humiliation that stays with you long after the sentence ends.
Then we get into the part nobody glamorizes - reentry. Regular jobs. Stigma. Restitution. Quiet accountability. And the long climb back that eventually led to building one of the fastest-growing justice-focused podcasts in the country.
Ian Bick:
Website: ianbick.com
Instagram: @ian_bick
YouTube: @ianbickCT
TikTok: @ianbick
Transcript
Made from YouTube's automatic captions and lightly corrected, so a few words and names may be off. Click a time to play the video from there.
Ken Rideout
All right, brother Ian Bick, thanks for being with me. Let's jump right in. As you know, this is this is my style. Let's get right in. Get people excited. You get sentenced. You have no experience with prison. You're going to federal prison. Tell me exactly what happens when you when you get sentenced. Do you go straight to do you go straight to prison? Do you go back to jail? Do you have to self-surrender from the moment you're sentenced?
Ian Bick
Tell me what happens. So, with my story, I actually went to prison about 30 days before I got sentenced, like three weeks, uh, because I got my bond revoked.
Uh, the judge found out that I was sneaking out of state, uh, to Yonkers Raceway. I don't know if you're familiar with that at all, to gamble. I was funding the club finances by playing Bakarat on the electronic table. And I didn't go to the Connecticut casino because I wasn't 21 yet or I just turned 21, but when this happened, I was still under 21. And I was paying like agencies at big agencies uh like CIA and whatever was before UTA or all these agencies at the time to pay off the artists that I'd owe money to that performed.
And I was winning. I was doing well. Uh but these guys I worked with told my probation officer, the pre-trial release officer, and the government that I was sneaking out to do this and they revoked my bond 3 weeks before sentencing. And it probably wouldn't.
Ken Rideout
So you've already been convicted and
Ian Bick
I was already convicted. This is a year later. I got convicted in 2015.
Um cuz I went to trial
And then sentencing kept getting pushed pushed pushed. September 2016 is sentencing. It gets pushed because the judge had something come up and then the the probations officer is like, "Yeah, we're not waiting anymore. We're going to file for a violation hearing." They file for the violation hearing. I get my bond revoked and then three weeks later I get sentenced.
Ken Rideout
So when you get when they revoke your bond, where do you go? What jail do you go to?
Ian Bick
They take me to Wyatt and Rhode Island. That's like where all the boss or the Massachusetts, the Rhode Island, and the Connecticut people go for holding because we don't have county jails for federal crimes.
Ken Rideout
For federal crimes. Yep. So you're there. So, you're in federal holding and then for people that don't know, jail in federal holding is you've either been sentenced and you're not you haven't been sent to the wherever you're going to serve your time or you're waiting for waiting for um
Ian Bick
Trial
Ken Rideout
Trial. And by the way, I always stress this to people like with my friend Damon West. I'm like, regardless of how anyone feels about it, if you've been arrested and accused and uh charged with a crime, that doesn't mean that you're guilty. Therefore, when someone doesn't get bail, it's like very controversial. Like you when you hear someone like Diddy has like an insane bail. He didn't kill someone on camera. He's still technically innocent, which is why they allow you to get bailed out. So, when you get your bail revoked, in your case, you've already been sentenced.
I I didn't realize you could go a year without being sentenced after being convicted. So,
Ian Bick
You go multiple years, you go three if you're a cooperating one. Sometimes they go five years. I've interviewed guys. Um,
Ken Rideout
So tell me the So, first describe to us, just describe to the listeners, jail versus, and we'll get into prison after.
Ian Bick
So, these detention centers are really like what you see on TV, what you expect a prison to, I guess, be like. It's the tiers where you have the two tiers like 60 days in or anything like that. That's what it's like. You have the tables and in the middle of these tiers, there's two tiers or you have the cells. You lock in during certain hours of the day. You're locked in when you're sleeping. Um there's you stay in a pod. It's an actual unit. Um there's a
Ken Rideout
And you have a cellmate.
Ian Bick
You have a cellmate. There's a basketball court outside uh with concrete and some slate windows up top. You're really not getting much sunlight. And you're just in this unit the whole time. you're in this tier and there's multiple units in in this building. Um, and they bring lunch and dinner and breakfast uh on a cart um that gets rolled up to you. Um, the library is like a book cart. There's phones uh like the pay phones. There's a little computer area for like the law library, but that's it.
And the counselors come around like once a week. Um, and you could get a visit on the weekends. And that visit at that location was the actual, you know, you pick up the phone and talk through the glass like you see in the movies. But everywhere else, my experience wasn't like that.
Ken Rideout
But you're not a career criminal at this point. You've I assume you've never been to jail.
Ian Bick
No, I Oh, I'd been arrested before for like a misdemeanor stuff. But
Ken Rideout
I'm saying you've never served like there's a difference between sitting in like drunk tank or like a holding tank to being like in the system.
Yeah. Oh, this is totally new to me. But a jail, unlike prison, do they is is it is there gang structure in the jail? Like when you get to jail versus prison, are people immediately like trying you from the jump or is it
Ian Bick
No, I'm not at at this holding uh center because most of the people are people that have never done Fed time. So, they don't know how the politics work, especially at a place like Wyatt. Maybe when you go to the other federal facilities where guys have been around the block or in transit, but at Wyatt, you don't meet too many people coming in for transit. So, you don't know how the federal system works. These are all guys fresh off the street. A lot of the time they're just guys that have really or have served state time or they don't really know.
They're just fighting their cases. Um there's very few that are because you get transferred so quickly once you get sentenced. I was transferred I think a week later. Um so you don't really know what's going on.
Ian Bick
The first spot I went got sent to I went to a low I went to Fort Dix. That's where Diddy is now. That's where I went. Okay.
So I went through the same exact process Diddy went from the bus to everything. I was in Brooklyn where he was held and then I went on that bus to
Ken Rideout
Fort Dix. At what point do I does it get real where you're like, "Holy [ __ ] this is I'm I'm screwed."
Ian Bick
Day one was real. It was no joke. I mean, I had a very different prison experience for I would say anyone in the world that's ever been to prison for my charges and my age. Uh I was moved around to like six or seven different prisons. And the biggest reason was everyone thought I was a cho, a child molester because of my age. Um there's no fraud guys there my age that are white. It's just not a thing. you'd have a lot of black guys or Spanish guys there for maybe credit card fraud that turned federal.
Um, but a white guy that was 21 saying he was there for fraud was unheard of.
Ken Rideout
And you didn't know at the time to bring your paperwork, however you had to get in.
Ian Bick
I was fresh off the bus. I I think I probably should have seen the first red flag was when I had some friends on the bus. I had a Spanish guy, a black guy, no white guys that I was I was always friendly with like other races. I get off the bus, we go to the ANO, the orientation like dorm, and the Spanish guy has guys come up to him and gives them a bag with flip-flops. And that's the worst part about transit. Uh, you don't have flip-flops for the shower.
So, I remember putting like my jumpsuit in the shower ground thinking it would help me my feet prevent from, you know, like getting herpes or rabies or whatever out the fungi.
Ken Rideout
Just the fact that you're like my friends on the bus is so funny.
Ian Bick
So, yeah. So, it's like a college, it's literally like a college campus for Dick. So, um I get to the room and the Mexican guys, the Spanish guys go up to him, give him a bag. The black guys go up to this other guy, give him a bag with everything. No white guys are coming up to me saying, "Here you go. Here's a bag. Here's this." There would be white guys that would peek their head into the room just to see who's new and stuff, but no one gave me a care package.
So, I should have saw that was the first red flag that maybe I'm doing something wrong or I need something. Yeah. But then what really happens is that night cuz we had got off the bus like right around count time before dinner. Count clears. We go to the chow hall which is like a huge like warehouse cuz this is the old army barracks at Fort Dix that got converted. And I go in to the chow hall and I'm hanging out with one of my Spanish friends that I was with who was from New York.
Big jack guy, beard, everything. And we go. I was excited about the food because I came from the detention center where they're served one tray. This was like a whole cafeteria. They had pudding, jell-o, a salad bar, and then you go through the buffet line. I grab my food, get the milk. This they had a one of those knockoff soda fountain machines. And I go and sit down. And right away, everyone is just quiet and stops eating. And I sat at like the white table was like the table was like half white, half Spanish.
So like my friend that I was with sat on kind of like the Spanish side. He was next to me on my left and I was like towards the white guys.
Ken Rideout
By the way, how did you make friends? How did you become friends with him? Just in the one.
Ian Bick
We were playing uh Monopoly in um at the detention center together.
Ken Rideout
He had been with you at detention. Okay.
Ian Bick
And he would we played Monopoly for hours cuz that's all you had to do there cuz I was there for like 3 weeks waiting. Okay.
Um to to get assigned to a spot. So then um I sit down and everyone just the white guys all stop staring at me and I'm eating and then this one guy across from me is like a bald jacked white dude tattoos um was like looking at me and he's like hey you. And I continue eating and then he's like you. I'm talking to you. And I turn around and I look at him again like I'm like are you talking to me? Yeah.
And he's like yeah I'm talking to you. And he's like what are you here for?
I'm like uh you know I'm here for fraud. He's like, "Well, do you have any paperwork?" And I'm like, "Uh, no, but I could get it. Like, what what what's paperwork?" Uh, I can ask my lawyer. I literally just got off the bus. Then he's like, "Well, this is a good white table." And I was like, "Well, what do you mean a good white table?" I had no idea what he meant by this. He's like, "Well, if uh it to sit here, you have to have good paperwork.
You can't be a sex offender. Uh, a chomo is what they called them. You can't be a rat or snitch." I was like, "Oh, great. Well, I'm definitely not a sex offender." And uh I didn't snitch. I went to trial. And so he says, "Um, well, that's what they all say." And I'm like, "What do you mean that's what they all say?" And he turns around, he's like, "You belong over there. This is where you have to go sit." And I turn around and it's a bunch of old white guys with glasses looking at me like I'm fresh prey, fresh meat, smiling at me.
And everyone there, like really all the sex offenders have these prisons that would look like mine, like the Harry Potter looking ones.
Ken Rideout
And they're not in protective custody. They're in
Ian Bick
Not at a low. Yeah. At a low. Yeah. So, when I tell the story, people are like, "Ah, you know, they don't go walk the yard." But no, at a low, Fort Dixs is one of the biggest sex offender compounds out there.
Ken Rideout
Um,
And they actually like acknowledge like, "Yeah, come on, join our gang." They're like,
Ian Bick
They're playing Dungeons and Dragons out there in the field,
Ken Rideout
But they all know that they're all sex offenders. Like, they're almost like they're not trying to hide it. They're like, "Yeah, we're the weirdos." So,
Ian Bick
Yeah. Some will defend themselves like saying, "Oh, like I was walking with that white guy one time." Um, and he was like, "Yeah, I got set up. Like I downloaded like I was circling searching the internet and all of a sudden this photo dropped up and the next day I got arrested and for like six months after that I was like holy [ __ ] like I'm going to make sure I'm always protected. Like imagine this happens to me.
Ken Rideout
When's the last time you had like a naked kid picture download to your computer ever?
Ian Bick
Well and then then I started you know talking to people and then like when I especially when I started interviewing like federal agents are like no that's not what happens. It's like just
Ken Rideout
when's the last time you ever I've never even seen that kind of information, never mind have it downloaded to my computer. I I've never downloaded a picture on the internet.
Ian Bick
I mean, I met a lot of guys probably my age, a couple years older than me that were there for that. They got the five-year child. They didn't touch them, but they searched for it and they downloaded it. And those would be the guys that like attracted themselves to me because we looked alike or the age. So that's why everyone thought I was a sex offender.
They kicked me off the table.
Ken Rideout
So when he says get over there with them, did you did it ever cross your mind to be like, "Okay, this is it." And just to be like, "Fuck you. You moved to there that table. I'm not going."
Ian Bick
I mean, that's a classic scene, right, in every movie. That's what I should have done. I should have fought the guy, but I didn't. I just wanted to, you know, I want to get home. I'm new. I'm a month after sentencing.
Ken Rideout
It seems to me in talking to you that like you don't even comprehend the danger that you're in is the the vibe that I get when I'm talking to you. Even now like I after hearing your story I'm like you seem almost immune to the danger like yeah you know I'm going to jail like whereas I would be like oh my god like I need to be like boxing doing jiu-jitsu every single day I'm going into like I'm getting ready to go into a cage fight.
Ian Bick
I think by that point I had already faced so much danger outside of prison you know with the club and the shady figures and getting threatened and all of these things. At that point it's like
What could they do to me, you know? But then after interviewing people all these years later, it's like I was actually in some real danger. Yes.
Um but also it's like it's a low and I probably looking back on it now if I tried that guy, he probably wouldn't have done anything because it was a low. Exactly. And and knowing how a lot of in further situations later on, seeing how them unfold, people don't want to get kicked out of a low. It's sweet. It's the same reason why Diddy's safe there or anything. No one wants to risk getting kicked up, you know. And at that time, so many people were getting their sentences reduced over Obama on his way out that a lot of guys were coming down from pens or mediums to the lows like overnight.
Yeah. And uh they don't want to screw up that time. It's so much better. It's like this. It's the hood at Fort Dix. You know,
Ken Rideout
My fear would have been, had I [clears throat] been in your shoes, my fear in getting up and going to sit with the other guys would have been like, "Oh my god, I can't acknow I don't want to appear that I'm acknowledging that this has any validity. I'm not going to go sit over there. Are you crazy?"
Ian Bick
It was embarrassing. I would say that was probably one of the lowest moments of my life, just being like, "You're you're that like humiliated, you know?" I think between that and actually getting the bond revoked with all the court rep or the all the reporters from the local newspaper finally writing now, oh, I'm in prison and this and that. Um, and then also like seeing everyone the comments when I first got a prison cell phone and being on it and seeing everyone from your hometown like rip you to shreds and
Ken Rideout
Oh, [snorts] so you got access to a phone in the joint and you're looking and you can see all the people talking.
Ian Bick
Dude, I would say that you want to talk about how depressing that could be. That was ter that was rock bottom right there. Seeing people that you went to high school with, that you dated, that you were friends with, that you, you know, had meals with, or just anything, right? Your whole childhood with bashing you. And you also got to realize the press doesn't help when they're saying, "Oh, I'm facing 120 years." There was a period of time when I got out of prison, people would be like, "I thought you're still in prison." Because they thought I was sentenced to that much time.
Because that's just what the media does. So that that hurt. That sucked. And then the worst part is when you have those cell phones and you're living your life through them watching social media, you can't do anything. You live you're stuck in time, but time's also moving past you.
Ken Rideout
As you're telling this, the only thing I can think is for people listening is like if you see like your studio now and your kind of station in life and the Mr. beast and all the success that you've had that you've created all for yourself. Not only have you created the success for yourself, you had every single card stacked against you. They were like people like were disrespecting you. You've been in prison. You the people from your town are [ __ ] on you. So to be able to get out, turn your life around, and become someone that's admired and respected in the media space is like I hope that people listening can appreciate how far you've come from where you were, regardless of if they disagree with your crimes.
Put all that aside to be in that position and sitting there watching people troll you on the internet to then get out, have the balls to put your own content out in the world. It takes a lot of guts to put a lot of stuff out because people are nasty. Like no matter how successful you are, a percentage of those of people in the world are just going to [ __ ] on you because you're either doing things they can't do, they won't do, they don't have the guts to do.
So to be able to do everything that you've been able to do from the day you're in there looking at the internet and being like, "Oh my god, they hate me. They have no respect for me. This guy's making me say the child molester like or the child molester plural is just [ __ ] crazy." So, when do you get your paperwork? Like what what happens after that? So, how long do you sit with the Chomos?
Ian Bick
I didn't go back to that chow. I skipped lunch for a little bit because what happens when you get to Fort Dix, you're on the east side for like a week. Y
Um and then you're either designated to the west or sorry, you start on the west side and you're either stay on the west side and put in a different unit or you go to the east side and both compounds have about 2500 people and they match each other and in the looks and whatnot. Um and they designated me to the east side. So, like a week later, so I switched to the east side. Um, and that's when I actually met like when I was in my permanent room because on the other side during ANO, you're with a bunch of randos that aren't staying there permanently.
You're not really getting settled. Then when I got transferred to the other side and I got put in my room, first thing my roommates asked cuz they see a white guy. I was the only white guy in that room. Uh, the closest next to a white guy was uh my bunky who was Asian. Okay.
And they're like pay like what are you here for? This and that. They didn't like show me your paperwork cuz they weren't on that type of time, but they just asked what I was here for. And they were also able to verify it cuz my case was high-profile.
Ken Rideout
That's what I was going to say.
Ian Bick
So, they looked it up. I mean, we're in the chow hall. He didn't have a phone on him, you know.
Ken Rideout
But I just wondered if you had said like,
"Look it up when we get out of here. I'm not moving, but I don't have those charges and it's easy to verify." Yeah.
So, anyway. So, okay. So, you got
Ian Bick
So, he looked it up. They all had phones in the room. So, he looked it up. I was good. And then he kind of took me under his wing. my bunkmate uh his name was Bolo, the big jacked Asian guy. Showed me the ropes. I got to sit I'd sit with him for uh meals um would work out with him and he kind of just showed me kind of like the politic aspect cuz he was a guy that was with like the New York car because it goes by cars and the Lowe's and and whatnot.
Um not necessarily gangs, but he he wasn't on that type of time like he wasn't following politics. Did his own thing. We he taught me how to play cards um like spades and and uh you know a little poker and uh that's what we did and uh I think had I had like a bad cellmate it would have been worse but it was a good group of guys I still talk to most of them to this day.
Ken Rideout
Yeah, that's the thing. That's was my experience too from being in the prison like I told you before is like 10 to 30% of the guards were were just awful.
And same with inmates. But I would say honestly like 50 to 70% of the inmates were cool. Like they were good guys. And even like guys that were in there for really bad charges, you'd be like, I don't know that this is totally accurate. You know, it's like when you get in the crosshairs of federal government, c certainly like federal prosecutors, like you know, their their their um conviction rate is so high. Like even with Diddy, I was having this debate with my wife. She's like, "No, he got the time he deserved." I'm like, "Are you crazy?
I don't care." Okay, he beat the girl up on the camera. Completely out of line. Should absolutely be doing time for the greed. He didn't get convicted of those crimes. He got convicted of like these other like trumped up things and they were trying to hang him. I mean, if they had the evidence, the whole thing was just crazy. And it's like when you see things like that happen, you're like, "Holy cow." If you get on the wrong side of these people and you get in those crosshairs, regardless of what the facts are, it's very hard to get that off of you, unless you have an incredible amount of money.
Ian Bick
Yeah. When they want you, they want you. They'll they'll figure it out.
Ken Rideout
So, okay. So, let's go back. How did Let's talk about how you ended up here, cuz I think that this and I told you this before. I think it's there's something about it that's admirable to be like I'm gonna open a nightclub and hire rappers and do all this when you're in your 20s and I'm thinking like that's the kind of thing that kids talk about when they're like dreaming or like drinking and doing coke and they're like I'm going to do this I'm going to do like this guy ain't doing anything but you actually did all these things and then it went ary but let's start from the beginning like what was the initial business a nightclub?
Ian Bick
No, I I actually gotten my start selling wristbands. Like I don't have actually I do like the remember the Live Strong wristbands that was just kicking off when I was in high school. Um so I got the idea to sell those for a homeless shelter and we called a fight for the homeless, raised money, took that idea and had a school dance, petitioned the principal to let me do a school dance that wasn't on the regular calendar. And at that school dance, we raised some money for the shelter.
I put together like the DJ and um the the food, everything. Put together everything. And I had worked for my dad who was a caterer and uh I started with him since like sixth or seventh grade. So I was adversing business. And at that school dance, I kind of realized there's a business here. Uh you could get kids to go to a say a club um who you know don't necessarily want to go to a school dance where the teachers are making sure you're not grinding on each other.
The music's edited. You know it had to be all clean music and everything like that. So I saw the marketplace for it and it started with me doing house parties at my parents house. Then I rented this local club called Tuxedo Junction that I would come to own, you know, years later. Um, and it's it's crazy like at each point in my life, I I always looked at it as, wow, I can't believe I would do what was to come next. Like if you had asked me when I started promoting that, would you own this place?
My answer would have been no. And then years later it went out of business and I ended up owning it and then I was doing concerts at big colleges like at Urri, at UMass, and in Connecticut and uh doing the big acts. That's really what I got in trouble for. It wasn't the club. I had like local uh issues like with the local police for underage drinking or this and that. But my federal case came from these concerts that I was doing after high school before I owned the club.
Um I raised money from friends and family raised almost a million bucks and uh told them the money was going into concerts and also this electronic business that we had. And my biggest mistake was not only promising these individuals their money back but also a set amount on top of that. And in that case, it was guaranteeing a return.
Yeah, I 50%.
Ken Rideout
Oh my god.
Ian Bick
Um because in the concert business, one the returns could be huge if you sell out. I'm overly optimistic even to this day, but I don't take people's money. Um
Ken Rideout
But even an investor having worked in this world for a long time. If someone told me, hey, invest in this. I'm going to guarantee you a 50% return. I'd be like red flag right away. No one can guarantee anything. If you could guarantee me a million a 50% return, I could raise you $10 billion.
Ian Bick
So, here's the thing, right, is that you have kids investing, which I understand why they did that. But two, and this was really a big defense at our trial, was that, and why my lawyer wanted to go to trial, was that you have parents your age at the time that are seasoned investors, they have money. Why are they giving, say, 50 grand to an 18-year-old kid at a 50% rate of return, you know, like why?
Ken Rideout
That's not an experience. That's not an experienced investor. No experienced investor would believe that.
Ian Bick
It just doesn't make sense. No. And now I get like things pitched to me all the time and I you could spot from a mile away, you know. Um
Ken Rideout
There's never a guarantee on a return ever. Ever. Even a US government bond, you don't get a guarantee.
Ian Bick
Even a loan is not necessarily unless it's secured but even then they're% so that's what happened. So I lost all the now had all the shows worked out great everyone would have got their money and I would have been able to pay those returns.
Ken Rideout
When did it start to go when were you like oh [ __ ] this is like the first cracks are showing up.
Ian Bick
Well the first show failed every show failed drastically. Um from artists not showing up to you know snowstorms or anything that could go wrong. It was a series of unfortunate events. And that would have been fine had I been honest with people. But I already had this image. I already had this successful, you know, business. The teen I was successful in high school. I made a ton of money doing teen parties. Okay. I was making 10, 15, $20,000 a month.
Ken Rideout
Okay.
Ian Bick
Um, it was a great business. I should have stuck with that, but I wanted to go the next big thing. I wanted to be the best. I wanted to be like the next scooter brawn. I wanted to do all these things. And uh so I I started lying and saying that the shows were doing well to uphold that image. And once
Ken Rideout
But the people like the investors I assume some of them would come to the show like hey I'm having a big show. Oh cool I'm an investor. Let me go see this.
Ian Bick
The kids did. Yeah. But it's all smoke and mirrors in the concert industry. 1500.
Ken Rideout
Did the show not happen? The guy
Ian Bick
Every show always happened except for like when a like Chief Keef didn't come but that was like an hour after it was supposed to happen. like the concert was packed, the line out the door and then he canled. Uh snowstorms obviously, but the big shows like when we booked Taigga or any of the really big acts, they all happened. It's just we didn't get enough people.
Ken Rideout
Oh, so so you the ticket sales weren't high enough, but
Ian Bick
Weren't high enough or like we had one instance where, you know, the dean and the campus said no bus tickets from neighboring schools were allowed to come, so we lost sales overnight. It was just everything that could go wrong. Someone forgot to look at an artist writer and it says we need a video wall, which was $20,000 that we had to add on. Just we didn't know what we were doing. We were kids dealing with way too much money. I didn't do any bookkeeping,
You know? Now I'm so on top of like my bookkeeping. I have my like Excel sheet where I put in like literally everything. But back then it was I didn't enter everything into QuickBooks until the feds were already, you know, getting ready to indict me.
Ken Rideout
When you watched Fire Festival, what was your response? So, a lot of people will compare me to him and I don't think it's a fair comparison because
I'm not comparing. I'm just saying when you tell the story, I just think like
Someone trying to promote concerts who isn't a concert promoter, this is some of the things that can happen. Someone trying to put on a festival who isn't a festival promoter.
Ian Bick
Yeah.
Ken Rideout
So, when you watched it, what was your like immediate reaction?
Ian Bick
Well, I thought one I could have done a better job than he did because at that like I had started small. He went right into the big leagues, you know. I think I think anyone that jumped right into the big leagues it would have been a similar outcome for sure.
But I think at the very least they should have the biggest thing in that type of business is you got to put on the event and there was just no I they weren't putting on that event you know just by the way it it came out. Thought it was a really good doc that guy Jed did the Hulu one. Yeah. Um and interviewed Billy for the 12 or 14 hours. He said it was the most miserable experience ever.
Ken Rideout
The Both of the documentaries I watched were like so captivating.
I was like, I can't. It's like was watching a slow motion car crash.
Ian Bick
I like the Netflix one better.
Ken Rideout
Which one was the one where the guy was like he had the guy who said, "Hey, Billy was telling him there and like
Ian Bick
Suck his dick." That's Netflix, but that's the one that went viral, but they actually had Billy for the Hulu one cuz they paid him quarter million bucks.
Ken Rideout
That the one we had the big giant black boots on and like the crazy outfit and he's sitting in this
Ian Bick
Probably. But you know, funny story about Billy is that so when I started my podcast, I reached out to him on X and he was like, "Yeah, I'll do the podcast. Contact this manager." And then I contacted him. He said, "Contact this guy." And then they, you know, give me the runaround and ultimately said he can't do the show because he's on probation. You're a felon. Blah blah blah. A load of garbage. Then a year later, um, this was actually, yeah, 2024, I get a call from this guy who says he's Billy's manager.
And I'm on the phone with him and they they want me to fight Billy in that kickboxing thing, but they didn't want Yeah. They only wanted to pay me like 10 grand or 15 grand. I was like, "Yeah, I need a hundred if I'm gonna do this." And Billy doesn't have a big I have a bigger platform than him.
Ken Rideout
I know. But to beat him up for 10 grand, I would have like
Ian Bick
I wasn't fighting and he was training for kickboxing.
Ken Rideout
Oh, he was?
Ian Bick
Yeah. I'm not doing that. I'm not kickboxer. I would have boxed I said boxing for more money, but I'm not doing kickboxing. But it's just funny, man. And then I'm just watching like how he's trying to get this festival. Like I I could pair his story to mine in the sense where if I got out of prison and started going back into exactly what got me into prison, it would be it would look very bad, you know, and I wanted to do that when I got out.
I wanted to get back in the nightclub business.
Ken Rideout
Yep.
Ian Bick
And it was more recently with the bigger names that I found myself having to pay guests to move the needle as like an investment into the business.
Ken Rideout
Like how much would what would be the range?
Ian Bick
The most I'll pay for a guest is five grand at the stage where I'm at where I can recoup recoup that. I've gotten offers where they're like 10 and I'll say no and then usually you could talk them down to five. A lot of the rappers are kind of living in this world where they think they could get that much, but interviews don't make that much to begin with, you know? I think the most I've made on an interview is like 10 grand. Like,
Ken Rideout
But I know like didn't Tekashi get paid a ton from Vlad recently.
Ian Bick
So Vlad's different. I mean Vlad I've talked to like Adam22 and stuff and they're like the problem is right now in the podcast space is you have guys like Vlad paying them and you know that's his business and that's his what he's doing. Um, but it it gives the presentation to some of these individuals that they have to get paid, you know. Um, but I know like I paid less for Bobby Schmurda than probably Vlad did because I'm a small channel. These guys will also
Acknowledge that and they'll give you a better deal on it.
Ken Rideout
I got you.
Ian Bick
But that's Vlad's business and he's also pumping out more interviews and he's getting bigger names and stuff. But in my case, most of the time the guests will travel to me um because it's mutually beneficial. Most of my guests will have a book to promote or a product to promote or they just want their story professionally done. And even the bigger names, like I've gone on bigger podcasts, like say Adam22, he didn't pay for my travel. I went out there on my own dime and did a show.
That's it's kind of standard, you know.
Ken Rideout
Yeah, of course. No, no, that's the way I understand it, too. I just heard like some of the mafia guys like uh the kid Jean um
Ian Bick
Bro Yeah. Oh, so I DM'd him when I wanted him like a year ago and right No. Hi. Hello. about uh 500 bucks for uh Zoom and 750 for in person or
Ken Rideout
750. I'd pay 750 just to see what's going on.
Ian Bick
Something like that. I don't know. It was It was It was strange. But all the Mob Guys I've had come on the show that I've never paid them.
Ken Rideout
Yeah.
Ian Bick
The really the only ones I'd be open to paying is a big huge name that'll help expand my audience into an audience I don't have already.
I got you. So,
Ken Rideout
All right. Let's [clears throat] get back to the uh back to your story. Okay. So, you're promoting the things. You get over your skis with the investors and now who drops a dime and says like, "Hey, he he stole my investment money." Like, how does that how did the domino start falling? I get that the thing failed, but then what happens?
Ian Bick
I think if there was no kids involved, it probably would have just been a civil case or the parents probably never would have reported it. They would have chocked it up as a loss. Yeah. But the kids that lost money, who thought their, you know, investment aloped into so much money because they kept rolling over the 50% returns went to the police and they thought, you know, I owned real estate or I was dealing drug. They just opened this investigation. Apparently like the state declined to prosecute it, but then someone had the connections to get it to the feds and I think the feds thought it was a way bigger case that it was never going to go to trial and they ran with it to the moon.
Ken Rideout
What was the first plea bargain offer that they gave you?
Ian Bick
It was high. It was like two or three years. It was like what I got after trial. My whole thing was and me and my lawyer were like, "We'll plead guilty tomorrow. Uh just no jail time. No prison time. Like we'll pay the restitution. Like we'll work it out." But they were so fixated. That's what your tax dollars are going for.
Sending someone to prison. They could have they've probably spent a million bucks on my trial with everything right all said and done. Why not just avoid all that? even offer house arrest or probation or you know something.
Ken Rideout
So when you turn down the plea offer and you decide to go to trial, are they are the federal prosecutors telling you if you get convicted here at trial, we're giving you 10 years?
Ian Bick
No, I that's more like smok and mirrors. That's what they say. Um so in and they can't what what happens is in the federal system um there's a point system. So I think you only get minus two points deduction for accepting responsibility. Yeah. But they can't really My guidelines were what it was, you know,
Ken Rideout
The sentencing guidelines.
Ian Bick
Yeah. It had to like after trial, my guidelines were like I think 11 to 12 years and the government asked for 7 to eight and then we asked for zero and the judge gave me three. He
Ken Rideout
So your your sentence was 3 years and on a federal on a federal sentence, how much is there a percentage that you have to do?
Ian Bick
It's different now, but back then it's 85% and then you can get like up to a year halfway house time and you could get a year off with the drug program, which I didn't know about. So, I didn't say I use drugs or anything. I would have got out way sooner.
Ken Rideout
This is what I mean about not having experience as like a street person. Like, you don't know any of these angles.
Ian Bick
If I had known about the drug program, I would have said at the presentence report, yeah, I was on drugs this and that. So, to get into the program because you need to see that. But, um, now there's so many programs and everything. You get your people are getting out way quicker. Like Diddy's going to be out way sooner than what they're saying on the um on on his actual out date. So the out date that they list on the BOP, that's your max out date with good time.
Yeah.
He'll probably be whatever date they're showing now, he'll be out probably a year, a year and a half before.
Ken Rideout
Yeah, I heard he's coming to do your show as soon as he gets out. Still
Ian Bick
He's probably going to be charged 100 racks.
Ken Rideout
100 grand. I'd do that.
Ian Bick
He'll probably do Vlad.
Ken Rideout
I'll give him 100 grand to do my show.
Ian Bick
That'll be crazy.
Ken Rideout
100 grand. Like
Ian Bick
You can first interview. You probably you could probably get them for a hundred.
Ken Rideout
You think so?
Ian Bick
I think so. Yeah.
I mean, I don't know how much Vlad Vlad probably paid I don't know 25 30 grand at Tekashi. There's only a certain amount you can give someone to make it worthwhile. Like where I'm at, like anything more than five does just doesn't make sense. And at five, I'll probably break even, you know? Um, but also here's the other problem with celebrities. When you have a a celebrity on that's in the market right now, they're going on 10 other channels. Exactly.
Like look at Matthew McConna when he dropped those interviews. He was on every major podcast.
Ken Rideout
I know.
Ian Bick
I think that's the hook to my show where you have average individuals and no one's ever seen.
It's just different, you know?
Ken Rideout
That's the hook, but also the downside there is some of them come on and I'm sure you feel like as you're talking to them like this is a dud.
Ian Bick
Yeah. So, I've been So, I used to never can interviews, but then when I got back from MrBeast, I redid my thumbnails. We redid the studio. Um, production's even higher than what it was. I've canned probably 10 interviews since I've been back because there was just nothing like they would you talk for you get through their whole story in a half hour and then they talk to you about business or whatever. And what I found was a lot of it is the addiction stories where there's no arc like there's they don't know how to tell the arc to their story.
It's just addict blah blah blah blah blah. There's no like what's the peak, you know?
Ken Rideout
No, that's exactly right.
Ian Bick
And I'm not opposed to doing addiction stories, but it has to have an arc.
Ken Rideout
Yep.
Ian Bick
And so I think that's what was missing from it. and we give them the feedback and they're excited to kind of just to be here and you know and be on the show and stuff and it's hard. I don't want to can the interview but it's also like I'm taking five steps backwards.
Ken Rideout
No, I'm listen I'm with you. That's what I say is like some of them you can tell where you're like pulling teeth.
Ian Bick
Yeah. If you have to pull teeth and it just it's really rough and even sometimes you'll get a guy that's great on paper or great on the phone cuz now we we have a new pro process in place where my brother or Matt will go on the phone with them to screen how they're going to be. Oh, for sure. and their great story on paper. Oh, this is going to be a great interview. And I'm yelling at Matt like, "What was this?" He's like, "Well, this is not what he sent me." I was like, "Yeah, it had nothing to do with what he said at the interview." So, yeah, that's what I've had to do.
It is what it is, but it's it's part of the business, but we're just trying to screen people way better and kind of get a feel for them.
Ken Rideout
Yeah. All right. So, back to the prison. So, you're in there, you get sentenced, you get sent over to the East Wing now. So, you get in with the uh muscle guy and you start to get into a routine and then what happens from there? How do you end up in the kitchen with the uh with the crazy chef? And and weren't you getting shipped around all the time?
Ian Bick
Yeah. So, for four ticks was my first prison. I started a low. My points were at a 12. You need 11 to go to the camp. We always thought I'd end up at a camp.
Ken Rideout
What's the difference between low and camp?
Ian Bick
Low is usually no fence. Um smaller, like 100, 200 people max. It's minimum security. So, I was at a low behind the fence um where you could have murderers, sex offenders. Sex offenders and murderers can't go to a a minimum. So, I'm there and uh I end up, you know, there was guys that were trying to extort me. That was like the story about getting my glasses slapped off my face.
Ken Rideout
Yeah. Real quick, remind me what happened. The guy, it was black guys.
Ian Bick
Yeah, these black guys from DC who had just worked their way down from like a pen. Okay. where they're causing a lot of trouble, extorting guys, and they pulled me in the bathroom because they saw me, who was not with a car. I didn't even understand the car thing. I knew paperwork, but I didn't understand cuz the Connecticut guy is a New England car, never came up to me.
Like, and that caused beef on the yard. They're like, "Why do you have a guy with good paperwork walking around who his own people never came up to him that there was a lot of issues with that
Ken Rideout
And the issue was with them, not with you, cuz you like, hey, I'm here."
Ian Bick
So, what happened was cuz I was getting friends with the New York guys in the New York car. the New York head shot callers or whatever were getting mad at the Connecticut guys. It was like this whole beef over me. So, it caused friction. I'm this white kid running around playing dice, playing spades, gambling. I have a cell phone and uh these DC guys are like, "This doesn't roll like this at the medium or the the high and they're asking who's he run with cuz if I was with the New England car, they couldn't touch me." But I was solo.
So, one day I'm walking in the hallway, they yanked me in the bathroom. Thank god I didn't have the phone on me or else they would have stole it that day. They put a giant blade like a a rod up to me, slapped the glasses off my face and my cheeks are red and they're like, "You're going to start they give me this uh number like for their Western Union for their books and you're going to start having your people put money on this, you know, weekly and uh this is what you're going to do.
And we're going to protect you from everyone. You got the phone. Uh, we'll make sure no one touches it and we're going to use it, too. But we got you.
Ken Rideout
Everyone knows you have a phone.
Ian Bick
Everyone knows. You kind of know how people are moving. Like when you go into someone's room and they got like a curtain up. Everyone knows when someone's moving like that. You know, it's a bunch of snitches over there. Like everyone's talking. You know, you know every single person that has a phone.
Ken Rideout
And for the people that don't know, the reason that the blacks might be upset at the other whites, right, correct me if I'm wrong, is they're like, "We don't want this random white kid running around with no affiliation.
If he causes a problem and a bunch of black guys jump him or or he jumps a black guy, whatever, we need to know who he's affiliated with. We And for the white guys, it's like if you're if you're not with one of these cars, we can't have one white guy running around causing racial issues cuz it's
Ian Bick
very segregated." And but that's how it would work in the higher security prisons. So you have these two guys from DC that get worked their way down thinking it's higher.
So that happens and then I get really friendly with those New York guys. I was
Ken Rideout
By the way, do you send them the money?
Ian Bick
No. So what happens is I get friendly with these New York guys and really close playing cards with them. I was in their room and
Ken Rideout
They're white guys from New York.
Ian Bick
No, black guys. Okay.
I was always really friendly with the black guys cuz most of the white guys had bad paperwork.
Ken Rideout
But in in those higher security um facilities though, white guys and black guys aren't friendly at all. Like
Ian Bick
I wasn't in them so I couldn't tell you.
Ken Rideout
But I know from my experience like that just didn't happen. Like
Ian Bick
I think it depends. Like I think I've I've interviewed some people where it's fine. Some people it's not or some places it's not.
Ken Rideout
Where I was I just didn't see it.
Ian Bick
So I um I start giving this guy commissary that didn't have any like 50 60 bucks a week. He didn't ask for it but I took care of him and he was high up in the New York car. He'd been in down for like 10, 15 years. He was wellknown and the DC guys couldn't touch me. So that caused a beef cuz a New York car is like, "Why are we protecting this kid who's not from New York? Why?" It was like a a beef.
Then what happens is someone I think like the Mexicans planted phones on these DC guys like in their boots on their bed and got them shipped out of there because they were causing problems.
Ken Rideout
Oh wow.
Ian Bick
They didn't want them there. If you're causing your problems in a place like that, they'll get you out of there quick.
Ken Rideout
Oh, believe me, I know.
Ian Bick
So that happens. I I get out from that and then like a week or two later, our room gets raided and they catch cell phones in there and on one of the phones is me getting choked out on the ground squealing like a little girl because we were wrestling in the room and one of our guys, one of our friends in the room recorded it. So they rope us all up and they bring the room into investigation like the majority of the room take us the shoe and they're like, "You're on video um um being like choked out.
Do you want protective custody?" I'm like, "Get me the [ __ ] out of here." Like, "Put me." And I'm under investigation. And uh I was like, "Get me out of here." So then they transfer me after like 3 months of being.
Ken Rideout
So you basically say like, "Yeah, I'm in danger."
Ian Bick
Yeah. So I'm I don't snitch on anyone. Just say I'm in danger. Like I I want out of here.
And then I get transferred to Danbury Federal Prison. But you know how long it took to get from New Jersey to Danbury, Connecticut?
Ken Rideout
How long?
Ian Bick
It's an hour and a half ride, right?
Ken Rideout
Yeah.
Ian Bick
It took me four months.
What?
It took me four months.
Ken Rideout
So Okay. So from Fort Dix, where do you go?
Ian Bick
So from Fort Dix, I go to Brooklyn. I'm in the hole for like 3 months at at Fort Dix.
Ken Rideout
Three months?
Ian Bick
Yeah, bro. They when they're transferring you, they they call diesel therapy. So they
Ken Rideout
Three months in the whole.
Ian Bick
Yeah. So I go from there to Brooklyn. Normally the trip is from Fort Dix to Brooklyn and then you'll go to Danbury is like that route. Yeah.
I get to Brooklyn. I'm there a week and they pick me up and I'm thinking great. My next stop's Danbury, which is done the same day. They bring me to Philly. In Philly, I'm stuck there for 7 weeks in the hole cuz when you leave the hole and you're in transit, you're stuck in the hole. So, I'm in there with a child molester that they had just busted at Fort Dix for selling child pornography on an iPad. And then,
Ken Rideout
Wait, you ever sell me while you're in the hole?
Ian Bick
Yeah. And then them and then the FBI had an undercover inmate at Fort Dix. It's in the news. They did a whole raid there and they busted all of these sex offenders that were selling child pornography. So I'm in the cell with this guy. I have no idea he was one of the people, but he was dropping hints that he got jammed up, recharged, this and that. And then like on the last couple days I was there, I see his paperwork and it showed the charges and I look him up.
The guy got another 10 years in prison.
Ken Rideout
Oh my god.
Ian Bick
So I'm there and then they move me back to Brooklyn. I'm there another week and then from there I go on the bus months later to Danbury. I get to Danbury. Danbury is my hometown. There's guys that knew me, guys that knew the club. There's guards that used to work as bouncers. It's a sweet spot that open dorms. It's smaller, only a thousand people. I get a care package right away. Like it's people knew who I was.
Ken Rideout
Okay.
Ian Bick
I'm not even on the yard for like I didn't even meet my bunkmate and they call me the lieutenant's office and I get there and then they put cuffs on me, turn me behind my back, take my ID card and they're like, "Are you in Bick yada yada?" And they escort me to the shoe.
Am I in Bick?
Ken Rideout
I'm in [ __ ] prison. Like you know who I am.
Ian Bick
The shoe there is like Alcatraz. Three tiers, the old bars, everything. I find out like a week later after being in the shoe, not knowing what I did, that I was in the shoe on an administrative hold because I dated a guard's cousin. He reported that he knew me and that he had been over to my house before and it was a conflict of interest. So, they had to remove me from the yard.
I'm in that hole for another almost four months.
Ken Rideout
When this is happening, are you thinking like, "How did my life get to this
Ian Bick
point?" It was miserable, but it did help make the time go by, like switching around because I'm someone that always needs to change things up. But I was stuck there for another three or four months. But at least this time they made me the orderly, so I was going out. They would call me Squints from the Sandlot or Mcloven. Uh, and then I would paint the cells. I read uh it was nice.
Sometimes I had to sell by myself because I was the orderly. And that's what I did all day. Um, and then they finally, so they say they're going to ship me my camp points dropped because now I'm in over a year. I drop from 12 points to 11 and I get sent to a camp.
Ken Rideout
Okay. And what's the camp like versus the low?
Ian Bick
So they say they're gonna send me to a camp that starts with an letter O. I'm thinking that's Otisville, New York. The sweet spot where the celebrities go. Everything's good. Yeah.
I get on the bus, they put me on the bus, and we go to Steuart Air Force Base where there's another bus that takes you to Otisville, another one to a Penn or whatever, and then there's the con airplane with the US Marshalss. They're taking me off the bus and instead of walking me to the bus to Otisville, they're walking me towards the plane and I'm talking to Marshalls like there's got to be a mistake here. I don't find out till I'm all the way in Oklahoma after stopping at three different spots that I'm going to Oxford, Wisconsin.
I didn't even know we had an Oxford, Wisconsin. But it was a camp. It turned out to be a really sweet camp. But it took another two months to get from Danbury to Wisconsin. I went everywhere from Chicago where R. Kelly was to Oklahoma City which there's an actual terminal prison on the runway or whatever where you put the plane pulls right up to it all the way to Chicago where you're on like a four or five hour bus ride all the way to Wisconsin. Whole time you're chain shackled getting a paper bag.
I spent New Year's and Christmas in Chicago. Miserable when you're in transit. Anyone that's been to prison knows how miserable it is. You don't have any of your belongings. You're getting like the tiny toothbrush and the everything. It sucks. I finally get to Oxford, Wisconsin. Place was sweet. 100 people. I think the camp capacity was 120. I think we were under capacity at like 80 or 90. Good food. They had a dog program. They had a volleyball court outside with sand. They had basketball courts. They had a gym, a track, tennis courts.
It was nice. People were nice there. A lot of older guys. George Papadopoulos was there from uh Trump's uh team when he got convicted. It was a sweet spot until the guard tried to [ __ ] me in the kitchen. Oh my god. Before we get into that, I'll tell you I spoke at a uh at a facility in Ohio, and I don't want to get them in trouble, but I went there to speak one time, and dude, it was like an effing field day at an elementary school.
Ken Rideout
Bounce house, rides, petting zoo.
Ian Bick
Oh, this is a prison.
Ken Rideout
Privatelyun prison. Yeah. Like a low like a low privately run state prison. And the guy who organized it all was like a super guy. I spoke there twice. But even going there speaking the first time, you know, they bring everyone into an auditorium and it's just inmates and they're like, "Okay, go get them." And I'm like, "Holy [ __ ] this is intimidating." But it was one of those things where I was like, "It's only as intimidating as you let it be."
Ken Rideout
But anyway, back to that. So, you get So, you're working in the kitchen in this like camp and what happens with this guard?
Ian Bick
So, I'm the baker. Me and my bunk mate are the baker and we are on the morning shift where they wake you up at like 3:30, 3:34. And this morning, he doesn't wake up my bunky. So, I'm thinking he's scheduled off or whatever. And me and this guard were like friendly. I thought he was always nice to me. He would always like let me cut the line, give me extra seconds, let me sneak out cream cheese to cuz I was a cheesecake man so I could make cream cheese uh cheesecakes.
Um instead of using the shitty commissary cream cheese, uh I'd sneak out eggs. He would like leave the cooler open for me and we would just ransack the place. like I thought we were friendly and I thought he just felt bad that I was young because he was younger and we would talk and he was he would tell me about his life. Then this particular morning I'm there scooping the muffin mix and he's sitting there talking like he normally does but all of a sudden I get a rub on my arm and I'm thinking like there's maybe like batter on it or like a fly or something.
But he keeps doing it and I look to the right. He pulls his hand back. I go back to scooping the muffin mix. We're the only ones in this kitchen at like 5:30 in the morning. He starts rubbing me again and moves from like my elbow to my butt to my leg to it's it's so weird, man. It was so weird. This goes on like 5 minutes. Um I go back after my shift, tell my roommates, cellmates, whatever you want to call them. They are like, "Let's not report it cuz one, you leave in like 3 months.
They're probably just going to put you in the shoe and you'll have to deal with that." Um and two, you'll bring heat to the place and stuff. But word starts to spread that this happened and people are whispering and and stuff like that. And the joke on the campus was that this guy's like a chumo because out of all the guys there he goes for me who was the youngest looking one, you know.
So then like two weeks later he opens the walk-in cooler which has a lock in it cuz that's where all the good product is.
And normally what the guards do is they'll unlock it and hopefully like they'll go to the office for a call and that's when you steal everything or at the worst case they'll stand outside the door. Yeah.
This guy opens it. I'm in there grabbing a tray of frozen cookies to bake off and he shuts the door behind us.
Ken Rideout
Oh my god.
Ian Bick
And I'm trying to like walk by. He's like being creepy. It's not like he physically like uh like he didn't physically say anything. He's just like he puts you in a position where you you're forced to rub
Like your dick uh his dick against like my butt while I'm walking out of the door with the with the cookies. The way he was angled, you know.
Ken Rideout
Did it ever occur to you just to say to him like, "Brother, I don't get down like this." Like, "What are you doing?"
Ian Bick
Dude, I was so scared because I had three months left. I'm trying to go the halfway house cuz technically they could have held me to the following May. I'm not trying to get any incident reports. It's my word versus him. But after that, I report it to the head kitchen guy who then reports it to the investigators. They interview me. They say, "Don't worry, you're not going in the shoe." And they sent that guy to just work at the medium.
Apparently, the investigation happens. I don't hear anything. I even wrote my judge like from prison a note saying like what was happening. He ordered the prosecutors to investigate. Everything gets swept under the rug. But I know I have proof because two year or I guess like four years later when I start the podcast, I tell the story for the first time and it goes viral. I get a DM from a guy that worked at the Oxford medium and he said, "Hey, was it so and so?" And I said, "Yes." He's like, "Yeah, that dude's been accused of that before.
We don't know where he is now, but he's a weirdo." So to me, that was good enough for me, but there was no cameras. You know, people are like, "Oh, you should have hit him or this and that." I would have got another 5 years in prison. You think they're believing me over him? No way.
No way. I would have had to fight that tooth and nail. Maybe in the long run I would have got I could have proved it because it's like I'm not a violent person. Why would I swing on this guy?
But that's what happened, you know? And everyone at that camp knows like they all make fun of it. Like the guy would just stare at me like he the guards would wait at the end of the lunch line like with their arms crossed and talking and he'd just look me down and
Ken Rideout
Oh my god
Miserable. So that was the end of my prison experience. So, so when you get out, you started working at Whole Foods.
Ian Bick
Yeah. So, when I first got out, I'm at the halfway house and I'm thinking like I'm going to get back into the nightclub business and I wanted to I I was literally in prison querying literary agents. Like I have the emails. I sent like 200 out uh like with the book proposal and all these things. I heard back from like three and ultimately got rejected. I'm thinking I'm going to sell my story rights. I read Wolf Wall Street. My story is great. teenage nightclub owner, prison, this and that, right?
So, I thought that was the story. It was going to make me rich. I'd open a new nightclub. Thank god none of that happened cuz co would have happened a year later. So, I got a job at Whole Foods, which right before I went to prison, I had applied to a hundred places. None of them would hire me, not even Red Lobster as a dishwasher for nine bucks an hour, except for Whole Foods gave me a shot. I got my bond revoked, so I left the job.
And I was doing that just to try to make the restitution payments to look good for the judge. And what happens is they take me back and I worked my way from a $15 an hour hot bar cook to a team leader running prepared foods, helping them open stores. Um, in a matter of a couple years I was making almost 33 bucks an hour when I left and I was going to do over 100 grand in 2022 with overtime. Um, had I stayed.
Ken Rideout
Yeah.
Ian Bick
So that was a great career. It helped me rebuild my life, get a girlfriend at the time, a car, a dog, an apartment, do all of these things that I never had before. Even when I owned a nightclub big booking the biggest DJs in the world, I had no money, no credit, nothing. I had literally nothing. I was living with my parents. So, it allowed me to have this great life. But the problem is when you're an entrepreneur and you you're built like someone like me who is like a go-getter and feels for new things, you get bogged down that corporate life.
Like in the entrepreneur world, you could go as high as you want to go. In the corporate world, you can only go to one level. That's right.
And it's at their pace.
That's right. So that's what everything was. Oh, I'm ready to be I want to be assistant team store team leader and then a team store team leader. Oh, you got to wait this time and this and it's all politics. In the podcast world, no one can tell me you you're stuck right here. That's right.
I remember when I first started podcasting and agents were like, "Yeah, we don't see this scaling. We don't see this growing." You know, like it the the prison world is just not a topic or this and that. I had to work through all those things, but I didn't let that like kind of cap me.
Ken Rideout
What was an agent doing for you when you were starting the podcast? Like you don't need anyone except a microphone and a guest.
Ian Bick
So when I was first started going viral and stuff, um I had calls with agents about doing live shows and representation and stuff like that and they just they ultimately declined. Um and it took years like now I have agents reaching out to me to get involved. Um, but before like people would reach out, even casting agents. Like I I've gotten reached out to a hundred different casting agents. I almost didn't do the MrBeast thing because I thought it was another one that was just going to fall through.
But yeah, so in 2022, my friend that was a videographer of the club says, Ian, you know, do you really want to be doing Whole Foods your whole life? And the answer was no. Like I loved Whole Foods. I was dedicated to it. It had my heart and my soul, but at the end of the day,
I didn't see it there. And I think when he took what that's what I needed because I was checked out immediately. Yeah.
I wasn't even going to make it through the holiday season, which is the biggest time of the year at a grocery store. This was like July. I was just I'm when I make my decision, I'm done. Like in in two I put in my two weeks right away. And I think what also helped too was I had started going on TikTok sharing my story. My first story to ever go viral was talking about solitary, which is the one thing people or I never wanted to talk about was prison.
I hadn't talked to my family about prison. And keep in mind, this is like three years now since I've been out. When I when I quit this, I'd been working at Whole Foods for three years. And um didn't talk about prison. Wasn't comfortable about it. You don't you get whispers. Oh, that's a guy that went to prison. You wouldn't hear prison in the news like you hear now with the pardons and social media and co exploded prison content.
So, um I make this Tik Tok about being in solitary for six months and it goes viral like two million views overnight. And ever since that day, I've been on TikTok. I started telling my stories in my car um three times a day, just prison stories about prison rules, prison politics, the the guard incident, all of these things. I had a casting producer reach out to me saying they wanted to cast me for like some new dating show. And it got to like the second round.
I didn't realize this like how many rounds there actually were, but I thought I was a finalist. I had just gotten my passport back from the court. They said, "You have to film overseas." I thought this was a life-changing opportunity. So, I told Whole Foods I just got casted and I'm out. Well, I got ghosted by the casting agent. Um, but it was the best thing that could ever happen to me. So, then I just I wasn't going to, you know, go back to Whole Foods.
Part I almost got to that point, but I just kept making content. The first six months I made no money. Um, I got monetized on YouTube within like seven months, six or seven months. Um, and then I got my first real paycheck from YouTube like three months after that. But all during this time, I'm living off my credit cards. I'm doing Door Dash. I'm doing Uber Eats. I would literally pick up people doing Uber, too. Um, and they would say, "I know you from somewhere." And I'm like, "Probably Tik Tok." And they're like, "Yeah, that's right.
But I'm making no money even with 100,000 followers. I'm not getting brand deals. I'm not doing anything." And uh I had made like eight grand from Facebook over that period of time, but my tax form was screwed up on it. So, I wasn't getting paid from that.
Ken Rideout
Oh my god.
Ian Bick
And I even had an only fans for a little bit.
What? Oh yeah, I was selling dickpicks for a little bit.
Ken Rideout
Come on.
Ian Bick
I was doing whatever I had to do to survive.
Ken Rideout
Did you see your face?
Ian Bick
Uh I mean see my body and my tattoos, but never like the full face in it. I was doing what I had to do to survive and put food on the table. It's part of the journey, you know.
Ken Rideout
I don't think I heard that part of the story.
Ian Bick
Yeah. U a lot of people don't know that, but I still get DMs to this day where they're like, "Do you still have the only fans?"
Ken Rideout
Come on.
Ian Bick
Yeah. It was all men. It was like 90% men.
Oh, I'm sure. That's why I made like 10 grand in a month and a half, two months. You're kidding. Yeah. I was like, I don't want to do this because it feels weird. You have to message them and stuff. And I'm like, I'm not gay, so I'm not going to do this.
Ken Rideout
I got you.
Ian Bick
So, that happens. And um then I just keep growing it. I got the idea to start the podcast with these guys, this production team. They produce it. I um did the clips, do the guests. It starts to grow, start to get monetized, start bringing in revenue. It starts to turn into a business. Then I move into the studio at the end of 2023, which is just office space. No one in my hometown would rent to me. And I found this place. This whole space is 1,100 bucks a month.
Ken Rideout
You're kidding.
Ian Bick
For two floors.
1,100 bucks. This right here used to be look like my office with like the windows and everything. Built these out. And each step along the way would just expand, change things like the upstairs didn't get renovated till December.
Ken Rideout
And the the guys who are with you now, they're the same people that you started the show with.
Ian Bick
Mm- Those guys are gone. Um, Matt's been a friend since the club days. I met him when he got kicked out of the club. Um, but and then my brother started like booking guests for me and stuff. Matt runs my social media.
Ken Rideout
What happened to the original production company?
Ian Bick
I kind of outgrew them. Okay.
Um, I was doing more work and I didn't want to drive an hour to their studio and they didn't want to kind of like evolve with that. And I think what I found with partners and in this business, when the money starts coming in, people get stagnant and they get comfortable and they're like, "Well, things are great. Let's keep everything as is." But that's not my mind. I want to go bigger. I want to go faster and I want to grow it and scale it. And when you have one person doing that,
It's not an equal balance. And the crazy thing is like those returns that I promised people, you know, years ago, I made for the new people that had invested in the business, you know, years later with this. And I learned a lot of hard business mistakes. Like I had someone that bought in for 20 grand like to help because I thought I needed them to scale the business. He made $350,000 off my podcast over two years.
Ken Rideout
You're kidding.
Ian Bick
Over two years, I finally bought them out. I've made so many mistakes.
Ken Rideout
I will say though, getting someone to give you 20 grand with your background is crazy.
Ian Bick
Now I have
Ken Rideout
So the guy almost like deserves to like get the
Ian Bick
I guess but it's it's a whole long thing to it. But I got
Yeah. I mean now people would are I think more willing to invest. I think it's also like
One I'm not taking any investors but two I've learned my lesson with that. I I now own 100% of my equity back on it. And uh I was going to ask
It was just very expensive to do all that and get there. But at least now I'm glad I learned that now cuz it's only going to continue to grow. Um and then you know
I'll have that. But I think of it now I'm like I could have paid off the restitution in full.
Ken Rideout
What was the total restitution?
Ian Bick
It was a little shy of 500,000.
Ken Rideout
Okay.
Ian Bick
Now I'm down to like 195.
Ken Rideout
Oh really?
Ian Bick
I think next year it's
Ken Rideout
Didn't you How much did you get from the MrBeast thing though?
240. So I gave 150 of that to restitution. And by the way, when you how did you how did they reach out to you for that show?
Ian Bick
So I'm doing the podcast for a couple years and then February this year. So January this year of 2025 was the second anniversary of Locked In. This 2026 will be three years. So in February was like the first week of February. I got a DM on all my socials from this woman Helen who was like, "Hey, we're casting for a new exciting opportunity related to prison." I had been rejecting casting producers at this point because I was telling you that like it's flooded and it never goes anywhere.
It's a waste of time. And I said, "Listen, I really don't want to do a whole Zoom this and that, like where they schedule it and it's a whole thing." And she was like, "I could talk right now." We get on Zoom. She's like, "Tell me your prison story." And I tell her the whole prison store. I show her my tattoos. I show her the the prison cell we built upstairs. I show her the skits and everything. She's like, "Great." And she says, "It's for Mr.
Beast." We had to send an NDA at the time, and it was for a MrBeast project, but they don't tell you anything else. And I didn't really I knew MrBeast, but I never watched a video. But I was assuming that it was a 100 day project cuz they said it could you go away for 100 days and yada yada yada. Don't hear from them for 3 weeks. And then the whole actual casting process takes place over five days, the end of February. I find out I got it on a Wednesday on Thursday and I'm my flight's Saturday at 8 a.m.
That was that was the the process. They just hit me up a few days ago um to go to Saudi Arabia and the the flight's already booked because he opened up Beastand. They move very quick.
Ken Rideout
So dude, what are you going to do in Saudi?
Ian Bick
They just want the people that are
Ken Rideout
Oh. that have already worked with him.
Ian Bick
Yeah. Out there. He he recasts a lot of his individuals from the show. I got
And he just opened up Beastland and stuff. So now I'm going to Saudi Arabia in December.
Ken Rideout
That'll be cool.
Ian Bick
But so I get casted.
Ken Rideout
I hope you told them you need business class flights.
Ian Bick
They did. They put me on premium. I don't know.
Ken Rideout
I need an agent. I'm going to help you before I leave.
Listen, it's a it's an expensive ticket, so I don't care. I'm going to Saudi Arabia.
Expensive talent.
Ian Bick
So, um, I get casted. I have The only reason why I said yes, I would have turned him down had I not had I had 70 or 80 episodes banked up.
Ken Rideout
Oh, wow.
Ian Bick
And I'm doing five episodes a week at this point.
So, right now, if he called me tomorrow, can you go away for 3 months? I can't do it because I'm not tanking the podcast for that, you know,
For for anything. But I had the episode. So me, Matt, and our friend Mike, who convinced me to quit Whole Foods to begin with, stayed up for almost 48 hours putting together every episode. People didn't realize that I was gone.
Ken Rideout
Matt was out to Matt when when Shooter put us in touch and I reached out to uh Matt. He's like, "Yeah, he's going to be gone for three months." I'm like, "What the hell?"
Ian Bick
No one knew.
Ken Rideout
Um
So when where did they film that?
Ian Bick
North Carolina. He built a whole prison at his he owns a lot of property and he has studios and stuff. Nicest guy. hard worker. He's just go go go. Great guy, great experience. And I was miserable the whole time.
Ken Rideout
Did you meet the the other you you were in a prison cell for a 100 days with another guy, black guy. Did you meet him on the spot? Like when you got there?
Ian Bick
Yeah. Yeah. Oh, he doesn't stage anything. Everything's legit. When I when you see the blindfolds coming off, that's when I met him.
Ken Rideout
Oh my god.
Ian Bick
We were in separate trailers. They blindfolded us from the hotel to the trailer. We didn't know anything. The only reason why I knew it was prison related was because they didn't tell me. It was just because why would else would they cast me? And there was people in the prison space that were all calling each other, "Hey, did you hear this? Did you hear that?" And they didn't even tell people they didn't get it until like afterwards.
Um, so um, and then when I got to the trailer, there was the orange jumpsuits and the handcuffs, but I knew it was prisoner related because it's like, why would you cast me?
Ken Rideout
Yeah.
Ian Bick
So that's what happened. I did the MrBeast thing. I got back in June and I just hit the ground running ever since to, you know, improve the show even more. Dial and it was a good break because I was I I tell people this. When I went to prison the first time, I had time to reflect on everything that happened leading up to it and kind of plan my future. And then when I went to prison the second time for MrBeast, I got to reflect on the six or seven years since I've been home from prison and everything I've accomplished and been through and have done and got to process that and really figure out what I want next in life and what I want to do.
And now here we are today.
Ken Rideout
The one thing that I agree with, I watch it with my children actually because I was telling them I we had already scheduled the show when when MrBeast came out and I'm like and I'm telling my kids and my mom, "Yeah, that's the guy. I'm going to do his podcast." And my kids know I worked in the prison, they know they've heard all the sto like most of the stories. They're still little, but and they love MrBeast. So they're like, "Oh my god." So we watched it one Saturday afternoon and when they brought out the gym equipment and let you guys buy the gym equipment and they're like, "You guys decide." And of course the kids like, "Dead, what would you I'm like definitely if I have the gym equipment I'll work out every day for three months I'll put myself into like my own sick all the decisions that you guys made about the chef about this.
I was like yep that's what I would do too.
Ian Bick
Yeah. I was scared to make the gym decision because we had talked about not spending money you know and that was a lot of money to spend. Yeah. But it was good. The whole experience was good. Me and Lenny got along. He's coming to Saudi too nice. So we're on the same flight and everything. He comes here often. He has his podcast. He's getting rolling. He's a good dude you know. Good family.
Ken Rideout
Yeah. No you guys you guys did really well. I mean, I thought you both came across really well. It was a net positive for sure. When you got back, how much bigger did your platform get? Did you notice like an immediate like pop on social media and everything else? So, you already had a big presence. Like, how much did the Beast video move the needle for you?
Ian Bick
Not much. I mean, I think it gave me exposure to bigger streamers. I've had like the biggest streamers reach out to me to collab and do stuff. Um, I think it a podcast listens it went up about 20%.
Ken Rideout
Okay.
Ian Bick
Social media, very little translation. YouTube I got like 20,000 subscribers, but I already had over 400,000 going into it. Instagram and stuff has just been growing organically on my own. I think maybe that month we put on 15,000, but normally I'll do like 10,000 a month. Yeah.
Um, so,
Ken Rideout
But not nearly as much as someone might think with 125 million views.
Ian Bick
doesn't because you got to realize it's not the content, you know, and they also have to fall in love with that character and it has to relate to what they're watching. It's just not, you know, but I also kind of knew that going in. But what it did give
Was brand validity,
Saying you got to work with that and it also he broke down the barrier with inter with sponsorships and stuff being comfortable with prison. He made it a a relevant thing, you know, and now I'm in that beast world and it kind of shows character too.
Uh, so I think that helps on all of that. It's more just financially, but it goes back to that's why I would never
Give up the podcast because if I had walked away from the podcast, tanked my YouTube, didn't post, would that have been worth $240,000? No. No. It wouldn't have been worth a million dollars.
Ken Rideout
I saw someone asking the other day on on uh it was Barcel, they were asking people in the office like, "Would you rather have a hundred grand or 100,000 followers?" And I was like, that's a very interesting dilemma because I would argue if you have 100,000 organic of the real the right followers, you could do over 100 grand in brand deals. No question. $100,000 you can like blow through it easily easily. But it's an interesting conversation. I guess if depending on how much money you have in general would dictate that.
But um last question, where do you where do you want to go with this? like what would be the ultimate final outcome or is it or is there a final outcome? Is it a constant evolution? Is it like finding more inner peace, building the audience into like you know a bigger platform like a bar stool or
Ian Bick
No, I definitely don't want to do the media company route. Um I kind of tried doing that in the beginning with this studio but then I realized I don't want to really necessarily deal bringing on talent like we'll rent that other studio but that's about as far as it goes. I want to just focus my energy onto my show, growing it, eventually getting my story like done, whether it's a book or a movie or a TV show, pay off the rest of the restitution, which is definitely accomplishable, you know, next year or maybe the year after, but it's it's kind of right at that finish line and um just continue to grow it.
I mean, look at Rogan. He's been interviewing for 15 years or so, you know, and he's going to keep evolving.
I think in a space like mine, the content never runs out. It's always different. That's why I don't just do prison. and I'll do law enforcement, I'll do addicts, I'll do bikers to keep it different, you know, and you just you keep evolving, you know, we'll grow into a bigger studio space, we'll do things like that. I'll do speaking, I'll do events, live shows, but other than that, it's all going to be locked and related. Um, so that's kind of like where the future holds for it's a it's it's always an evolution of it.
Um, I think when you stop changing things and you get and you plateau, that's when you become unhappy.
Ken Rideout
Yeah. Well, congratulations on all the success. I've enjoyed watching from a distance and the show is always uh entertaining for sure. Even the guests that I don't like since some of them are very unlikable, I enjoy listening. So, congratulations on everything. Keep going and uh keep up the great work. Thanks for doing this.
Ian Bick
Yeah. Thanks for having me and thanks for coming on my show. I appreciate you.
Ken Rideout
Appreciate you. Take it easy. All right, guys. I hope you enjoyed that conversation as much as I did. Please take a quick minute to subscribe to the podcast wherever you're listening. This is a new show, so subscribing makes a huge difference. Please also take a minute to give it a review and leave a comment on Apple Podcast and on Spotify. You can also subscribe and leave a comment on YouTube. Again, this is really important for us, especially now since we're just getting started.
They make the show possible, and honestly, I love and use every single product we talk about on the show. You can learn more about me, this podcast, and also find links to purchase my upcoming memoir at the other sideofhart.com. My new book is called Everything You Want Is on the Other Side of Hard, and it comes out March 10th, available everywhere you buy books. Or again, go into the other sideofhart.com. There's multiple links there where you can find all the retailers carrying the book. Thanks a lot for being with us and we'll see you next
Key takeaways
- Do not promise investors guaranteed returns when a business depends on uncertain ticket sales.
- Reentry can mean ordinary work and restitution payments long before a media project starts earning money.
- A podcast improves when its stories have a clear arc and the guest can carry the conversation.
- Know what ownership you give up when you take money to grow a business.
- A large opportunity can pay off while still competing with the work you have already built.
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