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Narrator (Jordan Sillers)
A man is alone in a Caribbean prison. He hasn't hurt anyone. He didn't mean to break the law. He forgot some ammunition in his vacation luggage and now he's been in a foreign jail cell for four weeks. The US Government has refused to intervene. He knows there's no one to watch his back. He also knows that somewhere on his cell block there's a man who's threatened to kill him. So he puts his shoes on before he showers to be prepared for anything. What he doesn't know is that today a guard is going to call his name and send him to the nurses station. But when he gets there, the nurse will be gone.
Michael Grimm
So I walk into the nurse's station, there's nobody in there. And I'm like, like, am I about to get killed by somebody?
Narrator (Jordan Sillers)
That's next on Blood Trails.
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Narrator (Jordan Sillers)
Ryan Watson, Brian Hagrich and Tyler Wenrich were in trouble. The three American tourists had been arrested in the Caribbean archipelago of Turks and Caicos for possessing forgotten ammunition in their luggage. Ryan had been detained with his wife, Valerie, but after two stressful weeks, she'd been allowed to return home. Now the three husbands and fathers faced over a decade in the Grand Turk Prison, a facility that just one year previously had been deemed not fit for human habitation. If they were going to survive, they needed help from someone who'd already been down that road.
Ryan Watson
We had come by a phone number of a guy named Michael Grimm, and the way that we came about it is unexplainable. I mean, I'm confident that it's divine intervention.
Narrator (Jordan Sillers)
As you heard in the last episode, Michael Grimm was the first American to be sentenced to prison for for possessing ammunition in his carry on luggage Ryan knew he needed to get in touch with Michael, but he didn't know how. That's when Ryan's father in law sent out a prayer request to his family in Texas, which included one of Valerie's cousins, a guy named Ash.
Ryan Watson
Ash was training to be a firefighter in North Fort Worth. He had stopped to take his gear off. He pulls out his phone, and he reads his phone in disbelief. Says, my cousin and her husband were just arrested in Turks and Caicos because there was ammunition in their luggage. They're trying to put him in prison. This guy who he doesn't know, standing behind him in this fire station in North Fort Worth, Texas, like, leans over and says, are you messing with me? Ash is like, why would I mess with you about this? He goes, I'm from Indiana. My best friend is a guy named Michael Grimm. He was the first American to ever get sent to prison for having ammunition in his luggage. Let me put you in touch with him. He just got home two weeks ago.
Narrator (Jordan Sillers)
The contingent of Americans who've been arrested in Turks and Caicos is thankfully pretty small. The odds that the cousin of one of those Americans would be in the same fire station at the same time as the best friend of another are about as close to zero as you can get. You can see why Ryan thinks he was benefiting from some interdimensional assistance. But when Ryan finally got a chance to speak with Michael, the former inmate delivered a sobering message.
Ryan Watson
He said, hey, man, I heard about you. I was praying that you guys would somehow get in touch with me. He said, you're in deep, deep shit, man. And I was like, crap, okay? And I said, man, is it money? I said, do I need to pay somebody off? Is that what this is about? And he said, no, man. He said, this isn't about money. He said, this is about votes. I was like, about votes?
Michael Grimm
What are you talking about?
Narrator (Jordan Sillers)
Michael explained that certain factions on the island, especially the influential families in government, had developed a potent anti American sentiment. Commercial development had forced residents inland and increased the cost of living, which created fertile ground for resentment to grow. That historic indignation, combined with the more recent perception that Americans were being given a slap on the wrist from for violating the nation's gun laws, created a perfect storm for the latest batch of American offenders. Here's Michael.
Michael Grimm
But the advice that I was given is that I got off easy, right? So, like, the sentiment when I got home from Oliver, like the attorney and other people on the island was like, I only got six months, but the next guy is Going to get devastated in Turks and Caicos as I learned. There are no rules. They say there are rules, there's no rules.
Narrator (Jordan Sillers)
Ryan was already terrified of being separated from his family for over a decade. Now he had to confront the reality that local prosecutors would try to throw the book at him. He was more desperate than ever to learn what he could from Michael's experience. How he was arrested and sentenced, how he survived his time in prison, and how he eventually escaped.
Ryan Watson
Michael Grimm was the first person to ever actually get sentenced to prison. He's truly where this story starts.
Narrator (Jordan Sillers)
And the story he told was terrifying.
Michael Grimm
I'm watching my back like I'm wearing shorts and my tennis shoes into the shower on the expectation that like I'm about to get jumped in the shower. People are trying to kill me, people are trying to fight me, people are trying to extort me. Like shit is going down. This is not good. Like I need you to call the embassy, like do something please. I'm kind of a one man show in here.
Narrator (Jordan Sillers)
I'm Jordan Sillers and this is Blood Trails Paradise Prison Chapter 2. Part 1 Guilty Michael Grimm is from Southern Indiana. He works for a member of the US Congress, though he wouldn't tell me exactly who. He's also a big gun guy. He's competed in three gun events and on the national pistol shooting circuit. He was an officer at a gun range and he's trained with military and law enforcement personnel. In the US A background in shooting and firearms training is often considered a marker of responsible ownership. But in Turks and Caicos, Michael's background, much like Tyler's concealed carry permit, confirmed to local investigators that they were dealing with a potentially dangerous individual.
Michael Grimm
So as far as Turks and Caicos was concerned, I may as well have just been a single military age male who was showing up with ammunition in their country and you know, that was their like point of concern and the prosecutor kind of ran with that as well.
Narrator (Jordan Sillers)
Michael was on vacation with his family and he told me he doesn't remember how that 9 millimeter Glock magazine ended up in his bag. He normally uses a different bag for his gear and ammunition. And this backpack was dedicated to non gun related items. That's the best system, but obviously it's not foolproof. Somehow that 20 Round magazine still ended up in the wrong bag despite his family's best advice.
Michael Grimm
Because even my family was like, hey Michael, maybe double check your stuff to make sure you don't have anything you're not supposed to have. And I was like haha guys, very Funny.
Narrator (Jordan Sillers)
Like Ryan and Brian, Michael was arrested at the airport and taken to the local police station.
Michael Grimm
They were just like, well, we can hold you for a while until we charge you. And I was like, okay, so am I getting charged with the crime? We think we're gonna charge you with a crime, but we don't really know yet. Like, we need to figure that out. Great. Okay.
Narrator (Jordan Sillers)
Michael admitted to the officers that the nine millimeter cartridges were his, but reiterated that he didn't bring them into the country on purpose.
Michael Grimm
What became a problem was there was this kind of sense of, like, apathy from the law enforcement, where, again, every cop I interacted with was very much like, you really shouldn't be here. Why is this our job? Like, why do we have to deal with you? That was immediately followed by the police going, yeah, but, like, somebody up high. The rules say, like, we have to charge you with a crime.
Narrator (Jordan Sillers)
Michael had to wait around in a jail cell for three days while they figured it out. In the meantime, he secured the service of attorney Oliver Smith, who explained the seriousness of his situation. Still, Michael had reason to hope that he'd be allowed to leave in a few weeks after paying a fine.
Michael Grimm
At the time of me going through all of this, they had not yet sentenced an American to prison on these charges. So there was no reason to believe that I would end up in prison. Does that make sense? Because it was like, no, they've never, like, Americans have had firearms and ammunition, and they haven't gotten prison sentences. They're not gonna start with you.
Narrator (Jordan Sillers)
But that uneasy confidence started to fade at Michael's first hearing.
Michael Grimm
So we get to the plea and direction hearing, and the wheels started to fall off of my case. In my interrogation with the police officers, they had asked me on the record, did you know that you had the ammunition with you? And I said, no. And they said, is this your ammunition? And I said, yes, like, that is my ammo. I just didn't know I had it in my bag. And so the judge in my case immediately latched onto that as trying to force me into a not guilty plea. He refused. Initially, he refused to accept my guilty plea because he says, how can you plead guilty to a crime you didn't know you were committing?
Narrator (Jordan Sillers)
This bit of jurisprudence should make all the attorneys out there raise a well compensated eyebrow. While it's true that intent is a prerequisite for guilt, according to some statutes, the Turks and Caicos Firearms Ordinance isn't one of them. According to that law, a person is guilty merely by possessing ammunition, regardless of Whether they possessed it intentionally or knowingly. Michael said his lawyer was just as surprised as he was at the judge's contention.
Michael Grimm
He calls me up and he's like, in order for you to plead guilty, you have to change your statement on the stand, and you have to admit that you knew you had the ammunition. It's the only way I will allow you to plead guilty. And I was like, whatever, dude. Like, okay, sure. Like, I don't think that'll materially change the outcome, but I expect it probably will in some very negative and terrible way.
Narrator (Jordan Sillers)
Turns out it did. Michael was arrested on August 1, 2023, and he had to wait until September 18 for his sentencing hearing.
Michael Grimm
That weekend, everybody's kind of on nerves because me especially, because it's like, I don't claim to have, like, known or, like, have, like, divine inspiration, but I had a gut feeling where I was just like, this is not good. Something is not going to go according to plan. The judge is 20 minutes late to the hearing. He immediately gets into my sentencing comments, and he says that, well, he does find exceptional circumstances in my case. And then he says the forever burned into my memory. He goes, but I still find that a custodial sentence is mandatory. So essentially saying, you don't have to do the 12 years, but you have to do something. And he says that because I retracted my statement on the stand to say that I knew I had knowledge of the ammunition, well, that shows that he is irresponsible. He's careless, right? Like, he started going down the list of, like, adjectives for, like, my behavior. And as a result of all of this, we find that a custodial sentence in prison is good for him.
Narrator (Jordan Sillers)
At this point, Michael still had hope that the judge would give him a sentence equal to the number of days he'd already spent in jail. But when the judge started the sentence at five years, he knew that wouldn't happen immediately.
Michael Grimm
My heart sank. And I remember, clear as day, turning and looking behind me and seeing all of my family there, and their faces are just like a crowd, crazy, like, jaws wide open, people crying like they cannot believe that he just said, like, we're starting at five years.
Narrator (Jordan Sillers)
The judge let that hang in the air for a moment and then began reducing Michael's sentence a year or a month at a time. He cited Michael's lack of criminal record, his good standing at his job, and the character references submitted by Michael's friends and family.
Michael Grimm
So he goes through all of this like, we're reducing a sentence by X amount because of yeah. And he settles on. And as such, we are giving him a custodial sentence of one year in His Majesty's prison. And the court is taking off one third of his sentence because he's, like, an upstanding citizen. We're gonna take off one third of a year, which settled at, like, eight months and some change. And he's like, okay, adjourned. Like, thanks for your time. See you in eight months.
Narrator (Jordan Sillers)
Michael was obviously devastated, as were his parents and girlfriend. But at the same time, he told me he also felt oddly relieved.
Michael Grimm
All of the anxiety, like, disappeared. It was this. It was this feeling of, like, there's no more guessing. There's no more, like, not knowing. Because it's like, okay, they gave me eight months. Now it's literally just a matter of me running the clock down. Right.
Narrator (Jordan Sillers)
After weeks of waiting and wondering, Michael could finally focus on what was right in front of him. He told me he was actually in a pretty good mood, all things considered, as he was taken back to jail to await his flight to Grand Turk Prison. But he soon realized that he wouldn't be able to run out the clock by keeping his head down and minding his own business as he was marched across the tarmac to the commercial jet that would take him to Grand Turk Island.
Michael Grimm
I will never forget the look on the crew's face and on the faces of all the people as I, like, walk shackled up like Hannibal Lecter to the very back of the aircraft and find my seat.
Narrator (Jordan Sillers)
When later that day, he walked up to the large yellow gates of the prison, that unwanted attention ramped up to level 10.
Michael Grimm
Everybody knew everything about me. They knew my full name, my home address was, what I did for work, who my girlfriend was, who my parents were. Like, everybody did. The inmates, the guards, guys in the yard were like, hey, Michael, Grimm is here. The white boy's here. Like, yeah, don't you live it? Like, blah, blah, blah. And I'm like, oh, my God. Like, this is not. Like, this is going off the rails immediately. Like, this is not good.
Narrator (Jordan Sillers)
The unfortunate fact was that Michael's story had been widely circulated in local media outlets. One headline from a reporter named Wilkie Arthur read, quote, judge stuns sentences irresponsible Indiana tourist to 8 months in prison for ammo possession. Another read, quote, judge sends strong message to those who bring guns to Turks and Caicos Islands. Some on those islands admitted that the punishment didn't fit the crime, but others celebrated the fact that an American was finally going to prison. Here's Ryan explaining what happened in the aftermath of Michael's sentencing.
Ryan Watson
The local families all celebrate. Finally, American exceptionalism has ended today, is what the newspaper read. So they are finally scratching this just burning itch that they've had that's accumulated over the last five decades with all the American development, the colonial rule that they've been under, to finally be able to stick it to the Americans. Their premier, which is the equivalent of their president, this guy named Charles Missick, sees this public outcry and he at that point goes to the appellate court and says, I want to make this a 12 year minimum mandatory prison sentence. I'm going to give my people what they want.
Narrator (Jordan Sillers)
We reached out to the Turks and Caicos government for comment on this story, but as of this recording have not received a response. But whatever their motivation, as you heard in the previous episode, the appellate court did rule that some prison time was required for possessing ammunition, even in exceptional circumstances. This is why Michael's case was so relevant to the other Americans. And it's also why these incidents caught the attention not only of local Turks and Caicos media, but of the United States government. If American citizens were being arrested and jailed for what most would consider innocent mistakes, it was the job of the State Department to step in and help. But when that help finally came, those citizens could hardly believe what they were hearing. That's next after the break.
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Narrator (Jordan Sillers)
Part 2 Uncle Sam 1 of the benefits of being an American citizen is that, theoretically at least, you have the backing of the world's most powerful nation. When you find yourself in trouble in a foreign country, we've all heard stories of State Department diplomats negotiating the release of American hostages, and if that doesn't work, dramatic rescue operations by special forces. If you're an American and you ever find yourself in trouble overseas, you're advised to call the local embassy as soon as possible. One of Michael's first calls after his arrest was to the closest US Embassy in Nassau, Bahamas.
Michael Grimm
I called the State Department, and the State Department is immediately unhelpful.
Narrator (Jordan Sillers)
The man on the phone explained that while Michael's impending conviction wouldn't go on his criminal record in the US There wasn't anything he could do to intervene.
Michael Grimm
They're UK territory. Like, they have real courts and like real prosecutors, right? This isn't Iran or like Russia where they're just gonna make stuff up and like throw you in jail and you'll never be seen again. This is the UK territory. They have, like a working system of law and order. You broke the law, you're on your own. Like, good luck, bye. And like, hung up.
Narrator (Jordan Sillers)
While the State Department insisted on the integrity of the local legal system, navigating it would prove bewildering. What's more, for these families, the shock wasn't just the severity of the charges. It was the realization of how little leverage the American government was willing to exert when a citizen violated a foreign law. Here's Brian.
Michael Grimm
You know, I didn't hear from the State Department. I think it was 73 days until I was into to my detention. But the answers were mostly the same. You're in a foreign country, there's nothing we can do. And I just felt like, hey, this is just. It's falling on deaf ears.
Narrator (Jordan Sillers)
The embassy was more communicative with Tyler, likely because he was arrested after Ryan and Brian. But they fed him the same line.
Tyler Wenrich
They told Michael they weren't very helpful. I mean, they basically said that unless they're mistreating Americans or not giving you the accommodations for your health, they can't do anything. Like they have their own laws. We can't intervene or do anything about this.
Narrator (Jordan Sillers)
There's no doubt that this situation put the American government in a tough position. Turks and Caicos is a British overseas territory, so any action against the islands could impact our relationship with one of our closest allies. It's also true that Turks and Caicos manages its own affairs. They instituted a law against possessing even a single round of ammunition, and the Americans broke it. If Turks and Caicos officials felt like the US Government wasn't respecting their sovereignty, they could make things even worse for the jailed Americans. Those are reasonable arguments, but they're tough to hear from a cockroach infested jail cell. What's more, the law may have been duly passed, but to these Americans, the penalty felt profoundly unjust. That they thought should have warranted some kind of action by Uncle Sam. And despite the State Department's claims, they weren't powerless. The Turks and Caicos economy is largely funded by American tourism. If American officials issued a travel advisory warning against vacationing on the islands, the economy would collapse in a matter of months, if not sooner. Even a threat of a travel advisory would likely be enough to get the ball rolling. But much to Ryan's horror, the State Department maintained its hands off position.
Ryan Watson
The State Department under that administration was pushing back on us hard. Nope, we're getting involved. We don't like those Americans are a black eye on our image. We don't want to be associated with that. And so they had completely distanced themselves from us.
Narrator (Jordan Sillers)
Ryan didn't cite any specific action State Department officials took that made their situation worse. But among the very limited interactions they had with embassy officials was one that backed up the Americans claims.
Ryan Watson
We have a consular show up. She requests to meet us at this random deli next to the airport. Brian and I go meet her. We sit down with her, and she kind of starts laughing under her breath, and she stops, and then she starts laughing again. And Brian and I are looking at
Michael Grimm
each other like, what's going on?
Ryan Watson
This is mad. We're both, like, fighting for our lives here. And this lady's laughing. I said, what are you laughing about? She said, well, I've been debating on whether or not I should tell you this, but we're all joking. The big joke back at the office is, why did you two. Why don't you two just get on a boat and make everybody's lives easier? And I was like, done. Can I get on a boat? Like, you're like, this is like, I'll
Michael Grimm
get on a boat.
Ryan Watson
And she said, no, you can't get on a boat. She's like, it's not a serious option for you guys. She's like, it's just.
Michael Grimm
It would make everybody's lives.
Ryan Watson
It would make everybody's lives easier. And I was like, is my life a joke to you right now? And she backed off a bit. She said, I'm not saying that. She's like, it's just we.
Tyler Wenrich
We.
Ryan Watson
That's just how we joke around the office. I was like, you were joking about us going to prison for the next 12 years? You've got to be kidding me. It pissed me off to no end. I had a photo of my wife and kids that I'd been keeping on me at all times. I pulled it out, and I slammed it on the table in front of her. And I was like, I want you to look at those kids and look at my wife. And she cut the conversation to a different direction. She said, well, I'm just here to do a welfare check.
Michael Grimm
Do you need any medication?
Ryan Watson
Medication? And I was like, nope. Brian shook his head no. And she said, all right, looks like you guys are healthy.
Narrator (Jordan Sillers)
Got up and walked out.
Ryan Watson
And I was like, wow.
Narrator (Jordan Sillers)
I asked Brian about this interaction, and he confirmed it.
Michael Grimm
At least in our cases. I can't speak for others, but clearly working against us and not with us, and that's very difficult pill to swallow.
Narrator (Jordan Sillers)
As a proud American, Michael had been in touch with the American embassy, but no government official had visited him during his eight weeks on the island. But after his sentencing, while I'm in
Michael Grimm
jail awaiting transport, the State Department shows up. She kind of sat there. Like, she introduced herself, and then I think, like, she was, like, waiting for something. And I was like, can I help you? Like, do you need something? Like, where were you guys for the last 60 days? Right? And she's like, well, how are you feeling? And I was like, I will never forget. Because I said. I looked at her and I said, I'm going to fucking prison in a foreign country. I'm okay, I guess. I have all my fingers and toes. Like, I don't know. And she goes. He goes, do you think this is funny? And I said, you're asking me if I think this is funny? Like, you guys left me behind. What are you talking about? Like, you straight up left me behind. Like, the whole. No man left behind. Like, you left me behind, and you're asking me, do I think this is funny? No.
Narrator (Jordan Sillers)
To Michael, the timing of this visit was troubling, to say the least. The official had traveled to the territory from the US Embassy in the Bahamas, yet she was nowhere to be seen during the critical hours of his formal sentencing hearing.
Michael Grimm
You happen to be here, coincidentally, the same day that you knew I was being sentenced. And you didn't come to my sentencing, but I got sentenced, and you showed up, like, two hours after I get to jail. And she goes, well, we were doing some, like, American citizen services. Like, we're helping some people with their passports and paperwork. And I figured I'd drop by to check on you. And so I was like, are you here to, like, advocate for my release? And she goes, well, no. You broke the law. You pledge guilty. And I said, okay, in your little notebook, write down whatever you want. I'm going to prison for eight months, and you fucking left me behind. Like, don't ever forget that. I hope you remember this when I come home in a box, because I get killed in a foreign prison. And so I was a little heated, like, yeah, unless you're here with some magical paperwork that's going to put me on the next flight to Miami, I'm not interested in these, like, pleasantries that we're doing. So she leaves. And that was, like, the last I heard from the State Department.
Narrator (Jordan Sillers)
With that, Michael lost his last hope of avoiding what was about to come next. He said goodbye to his family, boarded the flight from Provo to Grand Turk, and entered the most surreal and terrifying period of his life. Part three through the Looking Glass I'll
Michael Grimm
never forget, because he goes Couple things in this prison, you will have to fight. So get ready, because you're the only white guy. You're the only American. They know who you are, and they know you're coming.
Narrator (Jordan Sillers)
This was one of the first things Michael was told by the chief deputy of the prison upon his arrival.
Michael Grimm
His name is Crooks. Very ironic. It was not lost on me. Crooks was cool. I got along with Crooks. He was nice.
Narrator (Jordan Sillers)
As they sat at the picnic tables that served as a visitation and intake area, Crooks searched through the minimal possessions Michael had brought.
Michael Grimm
Had like a drawstring backpack or something that was in there. And he holds it up and he's like, you can't have this, but I'll just keep it in the office until you're released. And I said, okay. I guess there's no rules. Like, I guess I just have that waiting in the office for me. Whatever.
Narrator (Jordan Sillers)
Satisfied that the American hadn't tried to smuggle in any weapons or ammunition, Crooks began giving Michael the lay of the land.
Michael Grimm
And he's like, all right, so sorry you're here. Kind of a pain in the ass that you're here. Because again, the guards knew, like, if I get killed, hellfire is going to rain down on these guards.
Narrator (Jordan Sillers)
Crooks acknowledged that Michael might be receiving some unwanted attention, and it was up to Michael to handle it. But Crooks also said that as long as Michael didn't start the trouble, they tried to intervene if something began to scra. Spiral out of control. Serious people would be asking serious questions if the American actually ended up dead. This wasn't as reassuring as Michael may have hoped, but Crooks did offer one piece of encouragement on a topic you may have already wondered about.
Michael Grimm
He goes here. He, like, puts his finger on the table. He goes, here in Turks and Caicos, he holds up his hands, he goes, we like women, okay? That thing you guys do in American prisons. He throws his hands up and he goes, we don't do that here. In my mind, I was like, oh, thank God.
Narrator (Jordan Sillers)
Michael was 26 years old. In 2023, he stood 5ft, 11 inches tall, but he only weighed 128 pounds. He'd had some jiu jitsu and boxing training, but he admits he wasn't an expert. If a larger inmate wanted to hurt him, there wasn't a whole lot he'd be able to do about it. But if Crooks was to be believed, he could at least take one kind of assault off the table. Crooks handed Michael a thin mattress, which looked more like a yoga mat. And a plastic plate, cup, and disposable fork.
Michael Grimm
And he leans in and he goes, do not lose the fork. And I said, okay, roger that. Message received.
Narrator (Jordan Sillers)
Dude, what a. Just a surreal experience that must have been.
Michael Grimm
Yeah, like, the entire thing, I was like, yeah, it sucks ass. I'm in prison. But the entire time, like, I couldn't. I couldn't help but be like, this is ridiculous. Like, this is just a giant joke, okay? Like, at some point, somebody's gonna be like, ah, we gotcha. You've been on the Truman show the whole time.
Narrator (Jordan Sillers)
Crooks explained that Michael would have to be in solitary confinement for the first two weeks of his stay. This was ostensibly a Covid measure to quarantine potentially sick inmates. But Michael thinks it also served as a conditioning technique. If inmates spent their first two weeks in solitary, they'd be less likely to misbehave in ways that landed them back in that section of the prison.
Michael Grimm
So they kind of lead me through the prison yard kind of around all the wings. And so people that are out in the yard are, like, on the fence, like, hey, white boy. Like, what's up? Welcome to the jungle, white boy. Like, calling me names and shit. And I was just like, what's up, guys? Like, I couldn't think of anything to say. So I was like, what's up, everybody? Like, thinking I would be funny. And everybody was like, hey, you just wait until you get in here with me. Like, I'm at. And I was like, okay, great. Like, nothing I do is gonna change what's about to happen.
Narrator (Jordan Sillers)
Tyler Wenrich painted the same picture when he told me about being led back to Max, which is what they called the solitary confinement area. Remember, Tyler had opted to go straight to prison instead of trying to make bail. While being held in jail, Tyler walked the same gauntlet Michael did. Just a few months after Michael's release.
Tyler Wenrich
There was a lot of taunting walking up to that right area building where I was going to be at, you know, the whole. Because it was mostly African American people. Like, it was, you know, oh, white boy. And, you know, all that kind of taunting, which, I mean, I wasn't used to. I mean, that's not something that you're used to on a daily basis. So I didn't really know what to think. I was just trying to ignore them and stay out of the way.
Narrator (Jordan Sillers)
Michael isn't sure if he and Tyler stayed in the same cell, but all the cells in the prison shared similar dimensions and layout. Michael estimates that it was 5ft wide and 9 or 10ft deep. He obviously didn't have a tape measure. But in another ironic coincidence, he did have Alexander Solzhenitsyn's famous text Gulag Archipelago to pass time.
Michael Grimm
I was like, let's measure the cell. And I was like, okay, it's like, it's like 15 gulag archipelagos long, like, whatever. And so, yeah, I was like, I don't know what that translates to.
Narrator (Jordan Sillers)
Unlike American prisons, which benefit from central heating and cooling, the cells in Grand Turk Prison are about two stories tall. This is theoretically designed to keep the air circulating and control the temperature. But Michael says it was still unbearably hot.
Michael Grimm
It's a metal and concrete building that is suffocatingly dense. It just sits and bakes in the 110 degree heat all day. It's hotter in the building than it is outside. And there's one window up on the corner of the wall of the cell, and it's probably like 2ft by 2ft. And it's just got like, literally, like iron bars in the middle of it. And so you can literally climb up on your toilet and you can sit there if you want to, like Jack Sparrow with your face out the window.
Tyler Wenrich
It was hot. So, you know, you have the choice of either shutting that shutter and burning up or keeping it open to let some air through and getting eaten up by mosquitoes.
Narrator (Jordan Sillers)
There was a water spigot in each cell along with a toilet, but the water wasn't for drinking. Instead, inmates had to fill up a five gallon bucket and dump it in the back of the toilet so it would flush. Those buckets also served as storage containers and, according to Michael, status symbols.
Michael Grimm
I always laugh when I tell the story because it's like a man is nothing without his five gallon bucket at HMP Grand Turk, right? Like, the measure of a man is like, how many buckets does he have? Because there was no storm storage either. And so we were allowed to have five gallon buckets to, like, keep clothes and stuff in.
Narrator (Jordan Sillers)
Completing the bizarre nightmare of Michael's first prison cell was a giant mural on one of the walls.
Michael Grimm
And it was a massive mural of a woman with her legs spread wide open. And then there were, like, messages that, like, people had, like, written, like, all around it on the wall. And so I'm sitting there and I'm like, great, this is awesome. Like, I'm. This is, like, crazy. Again, surreal. Like, okay, I guess this is my cell.
Narrator (Jordan Sillers)
He had plenty of time to get to know his new surroundings. His schedule those first two weeks consisted of 23 hours in his cell and one hour out in the yard. In that one hour, Michael had to wash and dry his clothes, as well as the dishes he used to eat. This was also his first chance to interact with the other inmates in Max, who in this case were exclusively Haitians.
Michael Grimm
We'd just, like, hang out in the yard. The guards and the Haitians that were in there with me would go out and they would play dominoes on the picnic table. And so the Haitians, who did not speak English, they taught me how to play dominoes, because they'd be like, no, no, no, no. Like, let me show you, right? So they taught me how to play dominoes.
Narrator (Jordan Sillers)
Tyler's first interaction with his fellow inmates was somewhat more frightening.
Tyler Wenrich
I got threatened by one. One prisoner right off the bat, basically, the first night, he was like, you know, wait till tomorrow morning, you know, gonna beat you up. And, you know, just talking about, you know, the white guy that's in here gonna beat the crap out of you.
Narrator (Jordan Sillers)
Those threats turned out to be empty, and Tyler says one of the other inmates, a guy named Louie, was kind and helpful. But it didn't take many days in his Majesty's prison for bail to start looking a lot more attractive the first day.
Tyler Wenrich
And dad was actually able to visit me that day, and he had already started talking to some people, and he said that I needed to get out and start trying to fight for myself, you know, staying in the prison was not the best option because there was people doing things to try to help.
Narrator (Jordan Sillers)
Tyler says the judge initially tried to raise the bail amount, which delayed his release. But eventually they were able to wire the funds to the island, and Tyler was allowed to leave.
Tyler Wenrich
Finally, it went through tension of wanting to get out because you're just miserable and you just want that piece of, you know, you're still stuck here, but at least you're not in this confined, terrible place.
Narrator (Jordan Sillers)
Tyler didn't know if he'd be returning, but at least he was able to reconnect with his family. Michael wasn't so lucky. He knew he'd have to eventually leave solitary and join the general prison population. That transition opened up a whole new set of threats for the only American in Grand Turk. Prison. Part four Daily Insanity they took me to gen pop.
Michael Grimm
I was in gen pop. They put me in the cell with literally the biggest guy in the prison. So that was awesome.
Narrator (Jordan Sillers)
Michael estimates that this guy was about 6 foot 7 and just shy of 300 pounds.
Michael Grimm
If he wants to kill me, he's just going to pick me up in the middle of the night and like, smash me against the wall and I'm going to die. He was known for having anger issues. And so I was like, I think they're trying to get me killed.
Narrator (Jordan Sillers)
Fortunately, Michael said he never had a problem with his first cellmate. He even had a chance to be helpful.
Michael Grimm
He had a business plan for a septic tank truck. And he was like, well, you went to college, right? And I was like, yeah. And he's like, well, can you take a look at my business plan? I saw it as an opportunity to be like, yeah, I'll take a look at your business plan. How about you don't beat me to death in my sleep? And he's like, yeah, dude, I got your back. Like, if you take a look at this. I was like, cool, Great.
Narrator (Jordan Sillers)
Michael says he expected some of these requests a la Tim Robbins in Shawshank Redemption. But he didn't survive by doing everyone's taxes. Instead, he acted as a kind of Switzerland in the prison's larger racial and and gang based dynamics.
Michael Grimm
About 50% Haitian. The other 50% was kind of like all the other islands in the Caribbean. Predominantly Jamaicans, Bohemians, Turks Islanders, and then a handful of Dominicans. And then I rounded out the bell curve as like, the white guy. So it wasn't a problem because I wasn't associated with any gangs. Like, in America, our prisons are like, we have racial gangs right down there. I'm the only white dude. I took a very neutral stance to everybody where I was like, I'm here to do my time. I'm not here to get involved in yo bullshit or whatever you got going on in your cell. Like, I was very like, Swiss in how I did it. Like, I just was like, I am. I have no problems with anybody now.
Narrator (Jordan Sillers)
This doesn't mean he escaped all conflict, and we'll get to a serious example of that in a minute. But he also had to deal with a kind of d daily absurdity that made him wonder whether he should laugh or despair. For example, the beds in the cells were nothing more than concrete slabs sticking out of the walls. The beds protruded in a kind of bunk style with a higher and lower slab in each cell. The top bunk was usually cooler at night, but it was also about 7ft off the ground and only a couple feet wide.
Michael Grimm
And so while I was in, a dude actually had a seizure on the top bunk and he rolled out of the bed and he broke both of his arms and one of his collarbones and, like, had to be taken to the hospital and stuff. And, like, the guards wouldn't come get him in the middle of the night and all this other bullshit. That was just, like, kind of the daily insanity of, like, being in the prison, right? Like, that's just, like, the shit that went down.
Narrator (Jordan Sillers)
Michael says the food was edible. Eight months of sitting around actually allowed him to gain some weight. But while some dishes were enjoyable, others were so bad that the inmate skipped the meal entirely.
Michael Grimm
Wednesday was vienna sausages in red sauce. And the red sauce had the consistency of, like, grease. Like, it was like, a red grease. Like, I don't know what kind of sausage sauce it was, because it wasn't tomato sauce. It had the consistency of, like, pancake syrup, but it was red, and it had no flavor. And when you got it on your hands, it was like. It was like motor oil. Like, you couldn't get it off.
Narrator (Jordan Sillers)
Not every meal was this bad. Saturday, they served chicken that the inmates referred to as jail fried chicken, or jfc.
Michael Grimm
Wanda, one of the cooks. One of the civilian cooks would come in, and she. I'll never forget because I heard her in the kitchen loudly saying, I'm seasoning until the spirits tell me to stop. And I was like, wanda, you're after my own heart.
Narrator (Jordan Sillers)
The fried chicken was pretty good. But Michael says some of the inmates still tried to supplement their calorie intake in other ways. Content warning here. For all the cat people out there,
Michael Grimm
there were a bunch of feral cats that roamed the prison. You want to talk about hunting? So the Haitians would catch the cats, and then they would use the lids of, like, soup cans to skin, like, field dress the cat. Like, skin the cat field dress it real quick. I never saw it, but I heard them doing it. And then I asked one of them, because, again, I'm bored. I asked one of the Haitians, like, hey, how do you feel Dress a cat? And so he demonstrated it. He just kind of, like, showed me the hand motion. And it's like field dressing a rabbit. And then what they would do is they would try to find all sorts of weird, ingenious ways to cook the cats. And so one time, what they tried to do was to take the wiring off of the wall, strip it down, and then basically, like, broil the cat like it's a car battery. And it, like, stunk up the whole place. This was not my. Take it with a grain of salt, because this is not in my wing. But I heard, like, one of the guards was talking about it, and I'm like, you gotta be kidding me, because we could all smell it. And we could hear it going down, and we were like, what the fuck is going on over there? And it's like, oh, yeah, they caught a cat, and they're trying to, like, broil it alive. That's kind of like the daily. A picture of, like, the daily insanity that was just like every single day, something is happening like that.
Narrator (Jordan Sillers)
Michael was able to stay away from much of this insanity in gen pop, but not all of it. And this is where things started to get serious.
Michael Grimm
So I'd been in gen pop. They moved me out of the big dude cell into someone else's cell.
Narrator (Jordan Sillers)
Michael's new cellmate was a guy named Smiley, which isn't really important to the story, but obviously something I wanted to mention. Michael had been in the prison for about four weeks, and he'd been in Smiley's cell and for about five days when another inmate walked in. This guy's name was Middle, which was shortened from Middle east, though Michael isn't sure why they called him that either.
Michael Grimm
And Middle was kind of like the muscle on the block, but he was also, like, I was already small, right? He was smaller than I was, but he had a really big head for, like, not a lot of body. He was a very, like, he's very sinewy guy, right? Like, he's very stringy dude. And so Middle came in, and he said, here's what you're going to do. We're gonna bring you the phone, you're gonna call your family, you're gonna give us $20,000, or we're gonna kill you in the shower.
Narrator (Jordan Sillers)
In this moment, Michael had to make a choice, and he didn't have much time. He wasn't sure how seriously to take Mittel's threat. The other inmate was clearly high, and again, not a large person, but he was also in prison on a murder charge. Even more concerning, Michael didn't know whether Middle was acting alone or on behalf of other, scarier people. It would have been safer in the moment to mollify the man, but if he allowed himself to be extorted once, who knows where it would end?
Michael Grimm
So I stand up and he, like, we're kind of facing each other. And I said. I looked him in the eye, and I said, no, I'm not doing that. And so he. I think because he was moving in slow motion, because he had just smoked a lot, right? He takes the world's most telegraphed swing, and it was, like, almost in slow motion. And so I immediately just, like, came up and just jabbed him right in the Side of the neck. I'm not a professional fighter. I'm just a dude who's like, taking some boxing classes. That's it. And so I immediately just jabbed him right in the throat as hard as I could. When I hit him, I felt this, like, pain shoot up my arm. And I was like, oh, my God. Like, I just. I'm a scrawny dude. I, like, there's not a lot of power in my fight. But I had to have thrown, like, the hardest punch I have ever thrown. And it slumped him. Like, it just took the fight out of him. And he just went down and he, like, fell to his knees, rolled over, over. And he, on all fours, scurried out of the cell.
Narrator (Jordan Sillers)
This interaction went about as well as Michael could have hoped. But now he had a new problem. So the next day, he called his attorney.
Michael Grimm
And I'm like, I gotta watch my back because I middles the muscle in the cell. And I'm screwed. Like, it's over for me. I'm gonna get killed. Like, I have started a chain of events that is no longer in my control.
Narrator (Jordan Sillers)
Oliver said he tried to take care of things, but it would take some time. Time that Michael wasn't sure he had.
Michael Grimm
I'm watching my back, like, I'm wearing shorts and my tennis shoes into the shower on the expectation that, like, I'm about to get jumped in the shower. Like, that was the joke. Do not talk to the dude with the shoes in the shower. Because he's there for business, right? Like, he's there to fight.
Narrator (Jordan Sillers)
The very next day, Michael's family came for their first visit.
Michael Grimm
And I'm like, shaking, and I'm explaining to them, like, people are trying to kill me. People are trying to fight me. People are trying to extort me. Like, shit is going down. This is not good. Like, I need you to call the embassy. Like, do something, please. I'm kind of a one man show in here. Nobody's really, like, helping me. Whatever.
Narrator (Jordan Sillers)
They also said they tried to help. But given the State Department's handling of the situation so far, Michael didn't have much confidence. He spent another stressful 24 hours hiding out in his cell until the next morning when the guards called him up to the front of the wing.
Michael Grimm
So they shout for me, like, hey. Like, Michael. Like, get the. Get the white boy. Get the white boy. So I. I come in, I'm like, hey, what's up? And they're like, yeah, the nurse needs you. And I was like, like, what now? Like, what do you mean? The nurse needs, like, okay, whatever. So they're like, yeah, get a shirt on. Like, the nurse needs you. Let's go.
Narrator (Jordan Sillers)
The problem was Michael hadn't asked to see the nurse. He hadn't been injured in the fight. So he couldn't help but wonder if this was a pretext for something on the opposite end of the spectrum from medical care.
Michael Grimm
And so I walk in, there's nobody in there, and I'm like, am I about. Like, am I about to get killed by somebody? Like, I'm expecting, like the Godfather where he walks into the room and he's like, oh, where is everybody? And they shoot him in the back of the head. So I walk in and I'm like, like, where is everybody?
Narrator (Jordan Sillers)
What Michael found in the supply closet of the nurse's room is. After the break, stay with us.
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Narrator (Jordan Sillers)
As Michael looked around the empty nurse's room, stealing himself for what was about to happen, he saw some. Something move out of the corner of his eye.
Michael Grimm
The door to the supply closet opens and Crooks steps out and he goes, hey, come here real quick. Don't let anybody see you. And so I'm like, oh fuck. So I like run in the supply closet. So Crooks like pulls me in, he shuts the door, he like leans in, he's like, all right, here's the deal. We heard about your little altercation. You stood up for yourself. It's fine, like, no problems, but we're gonna have to transfer you to like a different wing. And he's like, we can't let people know that because you got in a fight, we're moving you. Because otherwise people will start fighting each other, thinking they're going to get moved, right?
Narrator (Jordan Sillers)
The other inmates might want to be moved, Crooks explained, because Michael was about to get an upgrade. This was the reason for the cloak and dagger routine. Crooks had decided to quietly transfer Michael to a maximum security wing of the prison. But he didn't want anyone else to know this section housed the prison's worst offenders. Murderers, violent thieves, and anyone else serving serious time in His Majesty's prison. This might not sound like the recipe for a positive living environment, but as Michael explained, it was.
Michael Grimm
The attitude was different. So they were like, they were all like, this is just my apartment. Like, I Just live here. Like, I want to keep it clean. I want to, like, take care of it. You're kind of in my house right now. The general attitude, like, they were a little bit more well behaved and they were just generally, like, they were easier to get along with. They were more reasonable people.
Narrator (Jordan Sillers)
Michael had been hoping to get moved to this long term tier, and now it looked like his fight with middle had unintentionally accomplished what he was hoping for.
Michael Grimm
So they were like, congratulations on beating like the wing boss. You get like an upgrade in your living editions. I was like, sick.
Narrator (Jordan Sillers)
Michael told me his transfer to this block was the turning point in his time at the Grand Turk Prison.
Michael Grimm
Once I got settled, every day was pretty much the same. It was like Groundhog Day, but like, the food changed, the weather sucked, the mosquitoes ate you alive.
Narrator (Jordan Sillers)
But that drudgery also came with a certain level of peace he hadn't experienced in the other wings of the prison.
Michael Grimm
The people problem started to go away. I started to make friends. Guys started to know they can, like, Michael's not a snitch. Like, I'm not worried about somebody running up and, like, stabbing me in the back or whatever. I was more worried that the prison or the government of Turks and Caicos were going to start playing games with me as I was getting closer and closer to my release date.
Narrator (Jordan Sillers)
Michael was scheduled to be released In February of 2024, just a few weeks after Brian was arrested. There was a mix up with the his passport, and he spent a good deal of time and mental anxiety trying to confirm that the Turks and Caicos government still had it and was willing to give it back to him. He eventually got that sorted out, only to be confronted with a new problem.
Michael Grimm
But a week before my release was when everything started to rapidly fall apart.
Narrator (Jordan Sillers)
The Turks and Caicos immigration authorities showed up at the prison and gave Michael a deportation order. This might sound like a good thing for someone who really wanted to get off the islands, but it wasn't.
Michael Grimm
The problem, as it was explained to me, is that they wouldn't just let me take that paper and go board a flight home. They would have to take me to a deportation center on a different island where they would then keep me for an indefinite period of time until they arranged my travel back to the United States. And so that was a major issue. I feel like my head is just getting wrung out trying to, like, keep myself sane in here. And now you're telling me we may have to possibly keep you another six months, but we really don't know, we'll have to see what happens when you walk out the front gate. Like, we can't give you a definitive answer.
Narrator (Jordan Sillers)
I don't know if you've been able to tell, but Michael is the kind of guy who tries to make the best of a bad situation. He approached his time in prison with a kind of dry humor that I don't think many people would have been able to pull off. But this news just a week before his release was a bridge too far even for him.
Michael Grimm
I remember going back to my cell and I like kind of crouched down and I just was like, God, if you are out there, I'm just lodging a complaint, okay? Like, I've kind of had enough. So, like, if you're listening, just lodging a complaint with the big man upstairs, like, throw me a bone here.
Narrator (Jordan Sillers)
The big man apparently got the message because about five hours later, the immigration office issued a new letter reversing the previous order and giving Michael what's called an unconditional release. After what Michael describes as the single longest week of his life, that day finally came on February 22, 2024. He didn't eat breakfast. As per prison tradition for those being released, he also took his spoon and fork with him because as per another prison tradition, if he left them there, he might be back for them. When 9am finally rolled around, Crooks and the other prison guards couldn't help reviving a long standing joke with their first American tourist inmate.
Michael Grimm
You know, the kind of sick joke that all the, excuse me, that all the police officers and even the courts and the prison guards were saying the entire time from when I initially got brought into the police station all the way through the day, literally the morning of my release, the joke was like, okay, well, we'll see you next year. Like, sorry for the inconvenience, but like, we'll see you when you come back next year. Like, hope you cash in your sandals, rewards or whatever.
Narrator (Jordan Sillers)
Michael's family was there to meet him as he walked back through those giant yellow gates. But even in this joyous moment, he says the weirdness didn't stop the immigration guy.
Michael Grimm
He looks at all of us and he's like, is there anything you guys want to do before you leave? And I was like, what the fuck are you talking about? Like, I remember feel. I felt like I was just like a madman. I felt like I was just like wide eyed, like Doc Brown, where I was like, what are you talking? Like, what do you mean? Is there anything I want to do? Like, I want to go I want to go home. And he goes. He's like, well, like, do you want to go get breakfast? Like, do you want to go down to the beach for a little bit? Like, I have to escort you. This is all I'm doing today. Like, we can. You know, I just have to go with you. And I was like, no, no, no. I want to get on the fucking plane. Like, I want to get on a fucking plane. Like, take me to the airport, Please, for the love of God, take me to the airport.
Narrator (Jordan Sillers)
They arrived at the airport and made it through security, where, believe it or not, airport officials confiscated Michael's water bottle. But he eventually made his way onto the plane.
Michael Grimm
We get on the plane, the pilots are like, once we shut the door, we cannot open it, and we have to go to the United States.
Tyler Wenrich
Great.
Michael Grimm
So we have a very quiet flight home. I remember I cried on the plane.
Narrator (Jordan Sillers)
Once he arrived on US Soil and passed through customs and border patrol, he knew he was finally safe.
Michael Grimm
So I got down on my knees and I, like, kissed the ground, and I was like, I'm back in America. Like, yeah, let's go. Let's go. Like, we're back in America. From there. Flew back to Indiana. By 2pm that day, I was at home on the ground. So it was just a wild. It was just a wild day of, like, I woke up in prison in a foreign country. By lunchtime. I'm home.
Narrator (Jordan Sillers)
You might be wondering if Michael experienced any negative mental health effects from his time in prison. Michael says his family felt fully expected to be helping him work through some level of ptsd, but they were happily surprised to find that he'd coped with his incarceration better than anyone could have hoped. I asked Michael why that was, and here's what he said.
Michael Grimm
I talked to several professionals about it, and they. And it was like, it was an agency thing. Like, even when it was like, my passport doesn't exist, the US government has literally left me behind. My family's 1600 miles away back in Indiana. I'm still in control of me. Like, I'm still in control of how I feel every single day. Like, even sitting in a foreign prison, I'm like, we're gonna go have some fun today. You know what? The sun's not out today. It's kind of cloudy. Like, that's kind of nice. Like, it was hot as fuck yesterday. Like, it's kind of nice. Some people say that's like, you're diluting yourself. It's like, no, I am in control at all times. Times of how I feel. I have a mentor, a gentleman very close to me, who I look up to, I respect deeply. And he always would say, every good story sucks to make right. So I kind of said that to myself as I was going through this experience where I was like, hey, man, every good story sucks to make. One day this is going to be a really good story.
Narrator (Jordan Sillers)
In the end, Michael served 156 days in prison, a shorter term than the judge ruled, thanks to Michael's good behavior. But what if he'd been forced to stay in the prison for years instead of months? What if he hadn't gotten moved to the privileged wing and been forced to fight every day of his life for the other Americans? That was a real possibility. Brian was scheduled to be sentenced before Ryan and Tyler. And he told me, given the sentiment on the island, he fully expected his fate to be worse than Michael's.
Michael Grimm
My case was never made public there. I'm not sure how or why. Never published in their. Their local media. But Michael found out and, you know, I would constantly just pick his brain, just, I mean, I was prepared to go to prison. He was the last one that was there. He. He went to prison. I mean, I kind of thought my fate would follow his or be potentially worse at that point.
Narrator (Jordan Sillers)
Michael was a great resource for all the Americans still on the islands, but he was going home. If Brian, Ryan, and Tyler wanted to escape Grand Turk Prison, they would need to take drastic action, which is exactly what they did.
Ryan Watson
And it was late at night and he finally agreed. We all put our hands in the middle and we're like, all right, we're gonna do this. And we shook and said, let's go to war.
Narrator (Jordan Sillers)
That's next week on Blood trails.
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Podcast: Blood Trails (MeatEater)
Host: Jordan Sillars
Date: July 30, 2026
In “Paradise Prison: Chapter 2,” host Jordan Sillars continues the harrowing true-crime story of American hunters unjustly imprisoned in Turks and Caicos after inadvertently traveling with forgotten ammunition. This chapter centers on Michael Grimm, the first American sentenced under the islands’ severe gun laws, and explores his surreal and perilous ordeal inside Grand Turk Prison. The episode paints a vivid picture of the political motivations behind the prosecutions, the failures of the US government to intervene, and the daily realities of surviving in a foreign prison where violence and uncertainty were always just around the corner.
The Kafkaesque Legal Maze:
On American Support Abroad:
Survival Inside:
Prison Absurdities:
Shortest Route to Survival:
Emotional Release:
Jordan Sillars’ narration blends investigative reporting with grim, sometimes darkly comic first-person accounts. Michael’s own dry humor and candor about terror, absurdity, and the daily grind provide a uniquely personal lens on international justice gone awry and the challenge of endurance when utterly alone.
The chapter closes with the promise of escalation: the remaining Americans must take drastic action to escape Grand Turk Prison, foreshadowed by Ryan Watson’s ominous declaration, "Let's go to war." (62:24)