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Andrew Egger
Hi, this is Andrew Egger with the Bulwark. I'm here with my colleague Adrian Carrasquillo to talk about his new Huddled Masses newsletter on immigration love in the time of self deportation. We're in such a weird situation right now where a lot of people who are, you know, have previously been in sort of like a penumbral state as far as their immigration status is concerned, are getting scooped up, getting deportation orders, getting imprisoned by the new administration, and that that's causing a lot of different issues in a lot of different ways today. Adrian, your new newsletter is focusing in on one family in particular that's been swept up in some of this stuff. Can you just talk to me a little bit about these people and what they're facing right now?
Adrian Carrasquillo
Yeah, I've been sort of fascinated with the self deportation concept just in general that now, you know, first they said they were going to go for criminals and gang members. Obviously we know that they've expanded beyond that and they're getting people who've lived here for a long time. So they go after an immigrant who's from Colombia and had a deportation order from 2019. But when he checked in with ICE every year, it was no issue. He signed some papers and he was out until next year until he had to return. But now his wife, his wife is affected. She's a US citizen, she's from California. They live in Tennessee now. And so I was fascinated by what could happen. That would basically be your country saying, sorry, like we're deporting your husband. Which means if you want to be with your family and with your two and a half year old son, you need to leave the only country that you've known that you're a citizen of, which I thought was pretty crazy.
Andrew Egger
Can you just tell me a little bit about the couple, how they met, what, what, what, what situation they're in right now?
Adrian Carrasquillo
I was, I was interested. Obviously, the story, you know, says that it's, it's, it's about love. And I wanted to tell a love story because I wanted to know, you know, the ways that people meet in these sort of tangled different ways at different points in their lives. And this was during the pandemic, the COVID pandemic. And she said she had gotten out of. So, you know, we call her Emily in the story, we call him Diego to protect their identity. And she told me that she had gotten out of a long marriage and frankly, she was struggling financially. She was, look, she needed a job. She was delivering for Grubhub and DoorDash and her and her 20 year old daughter were going hungry at times. Right. So you know, in comes, she goes to pick up food at a restaurant and she meets who would be her future husband, Diego. And is, she's clear that he's flirting with her and he like offers her to come back later and he'll give her a burger, which she does. And then she sort of stays away for a while because she knew that he was flirting and she didn't want to get into this. And I sort of love the idea that then she said one day, screw it, I'm giving this guy my number and return back to the restaurant. And so they talked all night, they started dating and they moved from California to Tennessee. And I think that's where some of the trouble starts, where you're now not in a liberal California. And so he was at one time stopped by police two blocks from their house and he had. And then they said marijuana possession. Of course, she says the police officer said he was driving fine, so why'd you stop him in the first place? And she says that since they moved to Tennessee he's been pulled over by cops more which she attributes to racism. So you know, he, he had this, he had this charge and he had actually come, he's been in the US for 12 years. He had come in 2013, he had applied for asylum, it was denied, but they sort of let him out to do these yearly ice check ins. And then when he went in for his yearly check in in February, they were none the wiser. They had no plans of leaving. They had just bought a Honda prologue ev, you know, five months ago. And so they had no plans that this was going to be any different than the past years they have since he's been doing his check in. Except this year they brought him to a back room, they just change him. They sent him to Louisiana from Knoxville, Tennessee and he was deported within a few weeks.
Andrew Egger
Yeah. Yeah. So just talk me through a little bit of the kind of then decision tree for the rest of the family for Emily and what were they looking at and essentially how have they decided to move forward?
Adrian Carrasquillo
Yeah, it's one of the things we talked about. I think I would be so upset and so hurt that this is the country that I'm from and now I have to leave. And so it was sort of interesting the way she said it to me. She said like ultimately it was no decision at all. Like she said that they on their own would sort of be bad parents, but together that they're Perfect. You know, that he's sort of very playful and maybe doesn't have as many rules for the son and that she's very like, keep the trains running, but that together it's a family. Right. And so she said for that reason there was no question at all. I think in the dark moments when she went to the nine hour drive to gentle Louisiana. I mean, this is part of what the administration does as well, which is that these Louisiana detention centers, which are like, known for human rights abuses and also for being inaccessible, they want it that way. They want it to be difficult for family and lawyers to go find and track down the person that they're trying to ship out of the country. And so when she spoke with him, he thought he had lost his family. He thought she had given up on him because he didn't hear she was looking for him. She was trying to find out his ICE locator went dark and so she had no idea where he was. And then ultimately her decision was, I want to keep the family together. She had considered other countries, but she's going to go to Colombia and she's going to be with her husband, with her baby.
Andrew Egger
That's such a, such an insane, insane story. I wanted to drill in on a couple of other little things here because one thing that really struck me was how you mention her father. I'll just quote from you here. Emily's father, a Vietnam veteran and a die hard Trump fan, got along well with Diego so well that he officiated at their wedding in January 2023. I think that's such a striking little detail of the way that kind of the abstract notion where Donald Trump's kind of broad strokes immigration policies still poll really well for a lot of the electorate. Yeah, of course, illegal immigrants shouldn't be here. They should be deported. And we should do that at scale and as quickly as possible. A lot of people kind of buy that in the abstract and at, you know, at the 30, 000 foot level. Who then when it comes down to the actual individual human beings involved, it feels, it feels very different for a lot of them.
Adrian Carrasquillo
Absolutely right. I think that we have already seen, we've seen enough polling, we've talked about it ad nauseam. There was certainly anger about the way that Joe Biden handled the border and they wanted the border to be strengthened. But beyond that, there were so many polls and so many stories that have come out where Americans weren't really supporting some mass deportation effort that was going into schools or hospitals or churches or, or taking out their neighbors or the parents of their kid's friend from school. And so, you know, this is exactly that.
Andrew Egger
Right.
Adrian Carrasquillo
And I thought it was important to talk about the Trump supporters in her life that are sort of like, well, what's going on now? Her father, who clearly was a Trump supporter, a die hard Trump supporter, and ended up thinking that Diego was just an amazing guy and he was there for her when her father got a brain tumor and when he died last year. You know, that's family, right? That's, that's what we're talking about here. And just to see the way that, that this family has been affected and those ripple effects. Because then she also talked to me about a lovely Baptist couple, neighbors of hers that are 81 and 82 years old and didn't have kids of their own. And, and her and her husband were like kids to them. And he was showing, the husband had a garden and, and they just love the son. And she told me the wife has cried since she found out that they're having to leave. So, you know, again, just the way that these policies affect real people and those ripples that are now pulling in American US Citizens as well.
Andrew Egger
I did want to ask also, just kind of from the opposite side of it maybe, I don't know if you'd call it devil's advocate or what, but when I, when I'm reading this story and I'm looking at, you know, that we're talking about a guy who has had, you know, a deportation order from a jud since, you know, long before Donald Trump got in, since, since the first Trump term really, and that, that has been just kind of like deferred. I'm just kind of like, as, as a layman, I see that. I'm like, well, that doesn't seem like a particularly sustainable or stable situation either. Right? I mean, to have this, the kind of preexisting system where, where the courts are kind of churning through these people and a lot of people are in kind of limbo and they're like, I guess it's fine for now. And I guess, you know, nobody's, nobody's deporting me yet. And I can continue to live my life and I can even, you know, continue to put down roots and things here. I, I don't know what to really ask about that, but it doesn't seem like the pre existing situation was exactly ideal either, right?
Adrian Carrasquillo
No. I mean, there's a reason that Democrats and Republicans have agreed for a generation that the immigration system is broken. And when I speak to immigration lawyers about this stuff. They say there's a way to do this. You bring a lot of resources to immigration judges and to immigration courts, and then you're able to do the work that's supposed to be done for these incredible backlogs and things like that. I mean, it's like we always know this about Donald Trump. It's always just sort of like black and white, everybody's out. Well, these are these complex matters. And, you know, what he's done with immigration is just sort of like, chip away and destroy the foundations of things like asylum and legal immigration and different programs, refugee programs that he has just sort of decided that he wants to get rid of. And so, of course, you're right. There is the other way of doing this and following the law and sort of being smarter with an immigration system that perhaps is not as permissive and is about law and order. And then that's going to be hard, and that's going to. And then maybe the flip side of that will be that some Americans won't like the way that that's being done. But I think it's pretty clear that the sort of, you know, way that Donald Trump is doing everything with mass deportation has all of these unintended consequences as well.
Andrew Egger
You don't really get into this in the piece, but it's the thing I've been noodling on with the, with the big, beautiful bill, you know, that. That has this massive expansion for, for border enforcement money in terms of hiring more ICE agents and creating more detention centers, and just a very small kind of marginal increase for the exact. What you're talking about right now, the backlog, the immigration judges to work through all of that. I want to get back, though, to the family, because obviously that's the main focus of this particular story is just kind of the human plight that these people are going through. And I guess just what's happening. What's next? I mean, like, like, they've. So they've decided that they're going to follow him to Colombia, as you said, logistically, what does that look like? I mean, I assume she is. She will still be. She and their, their son will still be US Citizens. Is it. Are there any obstacles on the other end for establishing residency there?
Adrian Carrasquillo
Or.
Andrew Egger
I mean, what's. What, what does their family kind of need to do in order to be reunited here?
Adrian Carrasquillo
I think that Diego has been working on his side on the, you know, getting a job, getting a license. If the US had let him keep his license, it would have been easier in Colombia to get his license. He's going through six weeks of driver's ed. He got a motorcycle license. She got him a motorcycle so he can get around. She's getting a passport for her son. And so they're going to head there in June. So they're going to head there very soon. And you know, I will say that like I also have, you know, a part two of this Love in the Time of self deportation story coming out. Another family, a different they're going somewhere else. And it's not, you know, a Latino family. It's not a Latino immigrant. So, you know, again, it's like when you bring up the stuff of everything that's going on with this big, beautiful bill and how that's going to increase the detention resources and surge all these resources for mass deportation efforts, we know that everything that's going on is only going to get worse intent in terms of some of those unintended consequences. So on Friday, we'll have another family as well and what they're dealing with.
Andrew Egger
Well, thank you for continuing to follow this story. Thank you for continuing to surface all of these, all of these stories of these people that we would. I mean, I feel like I write about national politics and if I didn't write about it, a million other people would write about it. And the stuff that you don't write about, if you weren't writing about it, who knows if we'd ever hear these stories at all. So thanks for doing it, Adrian, and thanks for coming on to talk about it.
Adrian Carrasquillo
Thanks so much, Andrew. I appreciate you.
Andrew Egger
Thanks as well to all of you guys out there for listening, for following along. We hope you subscribe to the Bulwark Feed, head over to the bulwark.com to get Adrian's huddled Masses newsletter. Thank you all and we'll see you next time.
Bulwark Takes: Episode Summary – "ICE Tore Their Family Apart. But It Didn't Kill Their Love"
Release Date: June 5, 2025
Introduction
In this heartfelt episode of Bulwark Takes, host Andrew Egger engages in a profound conversation with Adrian Carrasquillo, the author behind the insightful newsletter Huddled Masses. They delve into the harrowing story of a family torn apart by Immigration and Customs Enforcement (ICE) actions, exploring the human costs of stringent immigration policies in the United States.
The Family's Story
Adrian begins by introducing listeners to Emily and Diego, a couple whose lives have been dramatically affected by ICE's enforcement measures. Emily, a U.S. citizen from California residing in Tennessee, and Diego, an immigrant from Colombia with a deportation order dating back to 2019, exemplify the complexities faced by many families caught in the immigration system.
Adrian Carrasquillo [00:42]: "I was fascinated by what could happen. That would basically be your country saying, sorry, like we're deporting your husband. Which means if you want to be with your family and with your two and a half year old son, you need to leave the only country that you've known that you're a citizen of, which I thought was pretty crazy."
The couple met during the COVID-19 pandemic while Emily was struggling financially, delivering food for Grubhub and DoorDash. Their love blossomed despite the uncertainties surrounding Diego's immigration status. In January 2023, with the support of Emily's father—a Vietnam veteran and staunch Trump supporter—Diego officiated their wedding.
However, Diego's annual ICE check-in in February took an unexpected turn. Despite having complied with all requirements over the past 12 years, he was detained and deported to Louisiana within weeks, leaving Emily and their young son devastated.
Impact of ICE Policies
The sudden deportation of Diego highlights the unpredictable and often harsh realities of ICE enforcement. Adrian discusses how immigrants in a "penumbral state" find themselves vulnerable as policies expand beyond targeting criminals to include individuals who have long-term residency and established lives in the U.S.
Adrian Carrasquillo [01:33]: "She is a US citizen, she's from California. They live in Tennessee now. And so I was fascinated by what could happen. That would basically be your country saying, sorry, like we're deporting your husband."
Emily now faces the agonizing decision to leave the only country she knows with her child or attempt to reunite the family in Colombia. This situation underscores the emotional and logistical turmoil families endure when immigration policies are enforced without consideration for individual circumstances.
Community Responses and Personal Connections
The episode sheds light on the broader community impact of deportations. Emily's father, despite his firm Trump-supporting stance on immigration, found common ground with Diego, officiating their wedding and supporting the family during a personal tragedy—the passing of Emily's father due to a brain tumor.
Andrew Egger [05:27]: "Emily's father, a Vietnam veteran and a die hard Trump fan, got along well with Diego so well that he officiated at their wedding in January 2023."
Additionally, the couple's relationship with their elderly Baptist neighbors exemplifies the ripple effects of immigration enforcement. These neighbors, who viewed Emily and Diego as surrogate grandchildren, are deeply affected by the family's separation.
Adrian Carrasquillo [07:48]: "He was showing, the husband had a garden and, and they just love the son. And she told me the wife has cried since she found out that they're having to leave."
Broader Immigration Policy Context
The conversation transitions to a critical analysis of current immigration policies under the Trump administration. Adrian critiques the administration's approach, noting that while intentions may focus on law and order, the execution leads to unintended and often detrimental consequences for families and communities.
Adrian Carrasquillo [08:42]: "I mean, there's a reason that Democrats and Republicans have agreed for a generation that the immigration system is broken."
He emphasizes the need for comprehensive reform, including increased resources for immigration judges and the modernization of immigration courts to address existing backlogs. The current strategy of mass deportation, without addressing systemic inefficiencies, exacerbates the humanitarian crisis and strains community relations.
Looking Forward: Reuniting the Family
Emily and Diego have made the difficult decision to relocate to Colombia to maintain their family unit. The episode details their preparations, including Diego obtaining a motorcycle license to navigate Colombia more easily and securing a passport for their son.
Adrian Carrasquillo [10:50]: "He's going through six weeks of driver's ed. He got a motorcycle license. She got him a motorcycle so he can get around. She's getting a passport for her son. And so they're going to head there in June."
This move, while a testament to their resilience and love, also highlights the challenges faced by deported individuals in reestablishing their lives abroad.
Conclusion and Ongoing Stories
Before wrapping up, Adrian hints at a continuation of these stories, promising a part two featuring another family affected by immigration policies, further illustrating the widespread and varied impact of ICE actions across different communities.
Adrian Carrasquillo [10:50]: "I will say that like I also have a part two of this Love in the Time of self deportation story coming out. Another family, a different they're going somewhere else."
Andrew commends Adrian for bringing these personal narratives to light, emphasizing the importance of such stories in understanding the true cost of immigration policies beyond political debates.
Andrew Egger [11:47]: "Thanks for doing it, Adrian, and thanks for coming on to talk about it."
Final Thoughts
This episode of Bulwark Takes poignantly captures the intersection of personal love stories and national immigration policies, illustrating how laws intended to manage borders can deeply disrupt individual lives and communities. Through Emily and Diego's experience, listeners gain a nuanced perspective on the human side of immigration enforcement, fostering empathy and a deeper understanding of the complexities involved.
Notable Quotes
Adrian Carrasquillo [00:42]: "That would basically be your country saying, sorry, like we're deporting your husband... pretty crazy."
Adrian Carrasquillo [01:33]: "She is a US citizen... she needs to leave the only country that you've known that you're a citizen of."
Andrew Egger [05:27]: "Emily's father... a die hard Trump fan, got along well with Diego..."
Adrian Carrasquillo [07:48]: "She told me the wife has cried since she found out that they're having to leave."
Adrian Carrasquillo [08:42]: "The immigration system is broken."
Andrew Egger [11:47]: "Thanks for doing it, Adrian, and thanks for coming on to talk about it."
For more in-depth stories and analyses on immigration and other pressing issues, subscribe to the Bulwark Feed and explore Adrian Carrasquillo's Huddled Masses newsletter at bulwark.com.