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The End Of Milo Yiannopoulos

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The End Of Milo Yiannopoulos

Milo-Yanopolis emerged as a central figure in the 2010s alt-right movement, leveraging his flamboyant, self-deprecating persona to gain attention and influence. Born into an abusive household and raised with anti-gay and anti-immigrant views, he positioned himself as a loyal ally to Donald Trump, whom he called “daddy.” His career flourished through conservative media outlets like Breitbart, where he championed hyperbolic, extremist ideologies—such as the idea that feminism is “cancer”—and actively participated in online harassment campaigns, including GamerGate and attacks on marginalized individuals like Leslie Jones. While his rise was fueled by outrage and cultural backlash, mainstream media often portrayed him with irony and glamour, treating him as a joke rather than a dangerous figure, despite the harm his rhetoric and actions caused. The *Out Magazine* cover story, which framed him as a "clown" and highlighted his extravagant style, exemplifies this normalization of hate figures. Ultimately, Milo’s story reveals how toxic online culture, media manipulation, and the exploitation of trauma enable the rise of figures who thrive on division and outrage. His eventual deportation underscores a growing societal reckoning with the influence and consequences of such ideologies in public life.

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I woke up one day and I looked over, and I was like, "Oh no, I don't want to do this anymore." Like, hell is real. I don't want to go there. Baby, you're in hell right now. You're in the realest hell you're ever going to experience right this second. I have a very sex in the city intro. I was like just like tip-top typing away like I couldn't help but wonder. Hello, hello, and welcome back to a bit fruity. I'm at Bernstein. I'm so happy that you're here. I'm wearing this sort of fishnet top today, which context appropriate. I was going to say it's partially because I'm at the BHN just have a very limited wardrobe, but it also feels very much like something Milo would have worn in the mid-2010s. I agree. I moved to New York City at kind of a weird time. It was the summer of 2017, some months into Donald Trump's first term as president of the United States, and while most of the country was grappling with the realization that much of the country's white working class was willing to elect an openly racist rapist, many in New York were having a community reckoning of their own. While it's true that a vanishingly small number of New Yorkers supported Donald Trump in 2016, there were some intentionally provocative countercultural figures who embraced the aesthetics of fascism because they thought contrarianism at any cost was cool. One such figure was an artist and troll named Lucian Windrich, an openly racist white gay man then in his late 20s. Lucian went viral for a series of photographs called Twinks for Trump, wherein he had a number of young, slender, mostly naked gay men pose in Trump merch in his East Village apartment. Those photos were displayed at the Republican National Convention. Times have changed. Lucian has since faded into obscurity. You can only survive on a stupid-ass bit like that for so long, especially when the audience you need to support your artwork is in the process of purging queer people from their coalition. One of Lucian's last big moments was in late 2016 when he curated a pro-Trump art exhibition called #DaddyWillSaveUs. Among the pieces on display were paintings of figures like George Washington and Martin Luther King Jr. wearing Trump hats and a single pill with a $20,000 price tag on it by none other than Martin Scrowley. But perhaps the most notable piece was a live performance of a British gay man wearing a MAGA hat and smoking a cigarette while bathing in a tub of pig's blood. That man was named Milo-Yanopolis. I really just wanted to introduce him in the tub of pig's blood. That was important to me. It's a fitting image. It's what we call for shadowing. The bloody Milo-Yanopolis, as it turned out, would last a lot longer in the culture than Lucian Wintrich did. For years, he's been an alternative right-fire brand, a blogger, a manager to Kanye West, all while bouncing in and out of the closet so as to placate his fascist colleagues. But the fun could only go on for so long. Milo-Yanopolis was deported by ice last week, allegedly after his colleague and one time friend in Islamophobia, Laura Loomer, had enough of him. Today, we're going to tell the story of Milo-Yanopolis, which I could naively call his rise and fall. But the truth is, he's risen and fell so many times it's hard to keep track. There are articles from ten years ago called the rise and fall of Milo-Yanopolis. Being a homosexual fascist requires an immense savviness and ability to pivot. Milo might have been one of the savviest, and it still was not enough. So let's get into some of the worst gay lore there is. And to do that today, I am so excited to be joined by Friend of the Show, burgeoning YouTube star herself, Kat Tenbarch. Welcome back. Thank you so much for having me. And new Friend of the Show, Matthew Sitman, who you may know from the Know Your Enemies podcast. I know we have a big overlap and many of you are probably excited to be hearing from him. Yes. Yeah, I'm a little offended. This is my first invite, but despite all that overlap you're talking about, but I'm glad you thought we're talking about this terrible person. Who's the perfect guest? I was one of them. So that's an ambiguous compliment, but I'll take it, I guess. I mean, I needed a gay guy to back me up on this one. I have been talking to each of you over the last few days since Milo's deportation back to the UK. And perhaps what's more interesting about Milo in the end is what he came to represent more so than what he actually did. But I'd love to hear your top line thoughts about everything that we are about to talk about. It's interesting listeners to know your enemy know I love poetry. And I don't know if you caught a couple days ago, the great Kentucky farmer and writer Wendell Barry died at age 92. And one of the poems of his that I love is titled Enemies. And I'll just read the first line from it to you. He writes, if you are not to become a monster, you must care what they think. If you care what they think, how will you not hate them? And so become a monster of the opposite kind. And that poem has been reigned in my ears, so to speak, preparing for this because it is a kind of, you know, on the left, my politics are universalist, right? Or I strive for them to be that way. And so my top line comment might be something like when I got the news that Milo was deported, you know, believe it or not, a lot of friends sent that news story or Twitter post to me. My first thought was, I do want to resist the shade and Freud, a seen a terrible person if something terrible happened to him because my politics, there's actually not like an asshole carve out for what I think how I think people deserve to be treated. Or there's not even like a wicked homosexual who takes out his shame and pain on vulnerable minorities himself, including other queer people. There's not even a carve out for that in my politics. So I guess I want to say that at the start that we will be very critical of Milo. I'm sure all of us will be, but I don't relish this. And in some ways, I resent having to talk about him 10 years after Donald Trump was first elected. And it was really the 2016 campaign when I first, you know, I'd probably heard of him. He's been Catholic media too, which I was formerly an editor of Catholic magazine. So I've known about him for a long time, but it really was 2016 when I paid attention to him the most. And in some ways, it's like 2026, the year of our Lord 2026, and Milo, you know, Fles, we're still recording podcast episodes about him. And for good reason, you know, this was a very revealing story in some ways. The person at the heart of it, I kind of hate that he's giving renewed attention. But in this case, I think it's worth it. No, I should not have let you go on first and follow the politics. Oh, that was really good. I did, I did really pour it on Thip, didn't I? Really pour it on. Where's your poem? I can't follow that. Well, what I will say, I completely agree with you on your point about not relishing it. I think that that is the instinct of so many people and understandably so. I think even my first thought when I saw the news was like, well, I hope he suffers. But I think that that is, in fact, the instinct that the Trump administration itself is channeling too, which is why they are creating so much social media content around this arrest and deportation and why they are enjoying and relishing it so much as well. I will also say my first time really encountering Milo Unopolis in December 2016. I was a student at Ohio University and Milo came to our campus. And it was a big deal. Protests? Protests? Yes, it was a bad time. Trump had just one. And I was working at one of our student outlets covering campus politics. So I had sent a reporter to the event to cover it. And what sticks out to me the most about Milo's presentation is that he was like putting up all of the pictures of people who worked in our women's and gender studies department and just like mocking their appearances, their pronouns. It was so grotesque to witness. And the feeling of like, oh my gosh, like these people have won the culture was like something I really remember like feeling that like, oh my gosh, like we're in such a bad, bad cultural moment right now. And of course, that was true. But I also think that in sort of watching what happened to Milo on a personal level since then. And also seeing the ways that our culture has responded. And in some cases gotten better and in some cases gotten worse and then gotten better again. It's a reminder that like that real depth of depravity was not the end neither of like where we were at as a society and also where even Milo himself was at. Okay, that was gorgeous. So don't sell yourself short. Should we talk about Milo Enopolis? Let's do it. Yeah. Milo Enopolis listeners of this podcast, no, I give context was born in Kent, England on October 18th, 1984. days after my birthday. - What I don't know is he a scorp-- - He's a Libra. Milo and I are-- - One of your many commonalities. - Yes. (laughing) - These core traits don't apply to him at all. It says Libras are fair-minded and diplomatic. - Well, he might be after all this. - I get it now, and I wouldn't wish it on anyone. - Another similarity I have with Milo is that he is, according to Jewish law, a Jew. Milo's maternal grandmother was Jewish. He started his career out identifying as a gay Jew, same. But also says that he was baptized and raised Roman Catholic, which he continues to practice. - You know that joke on Seinfeld, where Tim Watley converts to Judaism the dentist, but he like formally was Catholic, and Jerry says, "If he gets published, "it doesn't ship "who of total, like, "saying offensive jokes immunity." (laughing) That's what I was thinking about when you were describing, he kind of claims this in some moments, and it's claimed this in others, and when it serves as purposes, a theme I'm sure will return to in this conversation. - Milo's parents divorced when he was six, and it seems like his father was pretty much gone with the wind. He grew up mostly with his mom, who was not accepting of Milo's homosexuality, and his stepfather, who was physically abusive. Milo very open about his daddy issues. Of course, Trump would become his real daddy, as he would proudly boast. - And this is one of the things that I do like about Trump. People have traditionally-- - Love about Trump. (laughing) - Daddy. - Don't be saying like-- - No, I do, I do, I do, I do, I do, I do, I do, I love Trump, but I do love him. - Milo, I think you have a keen sense of Trump's appeal, because you call him daddy. - I do. - Milo hates talking about his childhood. It is one of the few things that seems to genuinely make him uncomfortable. In a 2016 interview, he said, quote, "Someone want to give British accent their best shot, I could do it." - Yeah, you do it. - "Everybody has bad, see it's bad, I can't do it." - No, that's good, do it, it's good. - "Everybody has bad shit happen to them, and you either use it to turn yourself into-- - See, it's so bad, I can't do it. All right. - I thought it was good. - I'm gonna try one more time. - "Everybody has bad shit happen to them, and you either use it to turn yourself into a star or you become a victim, and I don't have time for victims. If you allow the bad things to define your life, you will only ever be a parasite." I sound like Julia Garner doing Anadelvi. (both laughing) - That's good. I want your take on that quote, though. - It's pretty ironic. I think that like so many people on the right who have built these really bombastic personalities or not, so much of this is just like projection. Like the way that he talks about victimhood is a self-own as we will get into more and more throughout this episode. And like, this is exactly what happened to him. He has become like the parasite, and that is how he is defined in so much of the public consciousness. - Abuse and the way he handles it will be a theme throughout this episode. He repeatedly just always refuses to identify with a victim because he says that if you identify as a victim, like it'll take over your life. But I'm like refusing to identify as a victim in anything ever did take over your life. - Yes, yes, and that's a really common mentality that I think a lot of people who are abused or go through otherwise traumatic experiences have, which is like, if I accept the label of victimhood, then I'm letting them win and I'm degrading myself. But I think the reality around it is that accepting that you were victimized is not a bad thing. And in fact, it's one of the only pathways toward processing what actually happened to you and having any sort of positive outcome from that. - Yeah, that's interesting, Kat. And I just would add, you know, that quote you that was read in that lovely British accent. It's kind of almost amusing now, not just because of Milo's story and what we'll get into, but like, what is the right now? But just like all they do is talk about their grievances. Like they might not always call themselves victims in a certain way, but it is just the culture of the right. It's just nothing but grievance. There's little else these days, right? They're unfairness of them, the witch hunts, the unfair persecutions, the beer I like. Now there's a trans person selling it to me and like, you know, what is that but grievance and a claim in its own way of victimhood? Over the decades since that quote, he said that, like it's only become more kind of ironical and absurd because that is all the right is. - It's like they can only really see victimhood where it isn't. - That's so spot on, Kat. I mean, think about the way now, someone like Elon Musk and others on the right, talk about the quote, what suicidal empathy? That's basically just acknowledging someone's been abused or hurt or mistreated in some way. AKA just like basically what they're saying is, I object to having to think about someone not me or in my immediate circle or in my political team, suffering in any way, I refuse to. So when someone calls themselves a victim, they're asking to be almost saying, can you have a little empathy for me? Can you understand my situation? And that is the one thing the right absolutely refuses now to do. I mean, the idea that empathy is like poisonous and suicidal to a culture is just absurd and ridiculous, but that's there one of their mantras these days. - And it has eaten Milo from the inside out. From the beginning, in fact, Milo was kicked out of his high school for what he later called absolutely outrageous behavior. And then he was able to attend Wolfson College in Cambridge, but was expelled there too for repeatedly missing class and work assignments. So in the early 2010s, Milo enters the world as a freshly aggrieved openly gay, flamboyant, angry adult with no credentials or skills to boast of. And what kind of job gators specifically to such a person? Conservative media, baby. - The ultimate welfare state. The ultimate welfare state is conservative media. It's jobs for losers. - You know who this reminds me of? And I'm so sorry. I know we're only 20 minutes into the episode, but I just have to say it. He reminds me so much like this backstory and where he's about to do with his life of Jeffrey Starr. - Oh, cat. - I know, I'm sorry. I know. - I think we're having a cultural divide, Matthew. Do you know who Jeffrey Starr is? - Yes, but only because my boyfriend, Max, I know the reference, but I won't be able to add much beyond. - Just said, that's okay. - But I don't really know his backstory, actually. - I'll send you a link to the favorite of his. - When we're done recording, I'll go down, have dinner with Max and ask him, can you tell me Jeffrey Starr's backstory? - I think you should consider what kind of dinner you want to have before you do that, okay. (laughing) - The only reason why I think it's worth bringing up is that it is not an unusual experience for a young queer person to experience childhood abuse and then sort of exhibit these behaviors that are very common in people who have been abused, like getting kicked out of school, disciplinary issues, outbursts, things of that degree, and then pivot that into a lot of anger and bigotry toward the world around them. And you see this in the internet age, in the form of, I think, a lot of people's viral careers. - 100%. Good parallel. Deborah Messing, you're up next. (laughing) - One of Milo's first jobs was at the conservative British newspaper, The Daily Telegraph, where he wrote a tech column, but his real star began to rise. In 2014, when a 28-year-old Milo was picked up by Steve Bannon at his outlet, Bright Bart News, at just the right time. Steve Bannon scouted Milo, seeing in him his ability to champion online outrage politics. And Bright Bart has less than a million monthly readers nowadays and doesn't have nearly the same cultural sway it once did, but in the years leading up to Trump's first election in 2016, Bright Bart became the primary outfit of the burgeoning alt-right. And this was in large part because of the work of Milo Yanopoulos, who from 2014 to 2017, helped shape Bright Bart's brand. Helped shape Bright Bart's brand. Helped shape Bright Bart of white supremacist in neo-Nazi media. - Do you think you're as well boss, Steve Bannon, chairman of Bright Bart and now Trump's chief strategist? Do you think he has horribly regressive attitudes? Inspired by some liberals and anti-semito, white nationalists? Have they got that wrong? - Well, Bright Bart is a company staffed almost entirely by Jews. I am a gay Jew and he made me into a star. This stuff is ridiculous. What a lot of Brits don't always understand is how ugly and terrifying American politics can be. The name calling can be absolutely extraordinary. And lots of Brits don't. - And name calling by Bright Bart. I mean, that is ugly. Look at his headline. Would you rather your child had feminism or cancer? - Well, that's not true. My ring bias against women in tech, they just suck at interviews. - That's absolutely. - That's extreme, that's ugly. - No, it's not extreme. They're my headlines, they're not Steve's. - Do you guys just want to paint a brief portrait of Bright Bart and the mid-2010s alt-right for people who weren't there or need to be transported back there for some reason? Because I think now the alt-right is sort of like a catch-all for anyone who's like on the far right or has like wacky beliefs or something. but it came to be in a specific context. - Yeah, it was just like a totally wild. Well first of all, the presidential campaign in 2016 was absolutely wild. Like, remember, like Trump brought out Bill Clinton's accusers, right, they had a press conference, then he sat them in the audience, right, while debating Hillary. Hillary passed out on the 9/11 anniversary event and had to be like dragged in the back of a white van by her handlers. Like, it was crazy, crazy things are happening. There was crazy people everywhere too. But it mattered because Breitbart was, you mentioned it was Steve Bannon that recruited Milo. And then Steve Bannon became Trump's campaign manager. So like, reading Breitbart, if you were in, if you cared about politics or you were covering politics, you were following it a certain way, like, you kind of had to read Breitbart in a way because it was an insight into Trump's campaign managers thinking. And it was very much like, you mentioned like, we say that all right now means X, Y, or Z. But really, like, I think the distinction, like the way the reason alt-right has fallen out of usage in a certain way and a certain descriptive values because the alt-right has won, right? Like, it kind of just is the right now. Yes, yeah, because think about in 2016, there were all the never-Trump conservative intellectuals that eventually did bend the knee or came on border, at least became very, very anti-anti-Trump. Right, there was Republicans who resisted and remember, Ted Cruz was booed at the 2016 RNC. They kind of had trouble-filling spots, I think, like Peter Teal spoke. It was all very odd, but it was because you had the mainstream conservative think tanks, institutions, magazines, intellectuals, you had the mainstream Republicans who were iffy toward Trump, right? Trump took over the Republican Party. But now, like, we don't think of those terms exactly at all, do we? It's kind of like, back when Trump took over the Republican Party, won the primary and then somehow won the presidency, it was a shock because of people like Milo, right? All around him, like, these were, it was like whoever Trump could get to kind of speak on his behalf in public, do events, spread the mega message, like, however, it was a real island of the misfit toys in 2016, and so that's kind of what I recollect when I think back, it was just like such a carnival, so many things that were like shocking, but now seen, not quite exactly, but it's almost like, there were these like outside thing that was like, wow, this isn't normal, but now it's just totally, look who the Secretary of War is, look who's like doing comms for the Trump administration, look who, you know, is being elected to Congress in some cases, like, Milo himself has risen and fallen many times, but people like him have kind of triumphed in terms of who's running the Republican Party, which is, say, running the country right now. - Totally, totally agree. I think back, like, the alt-right initially came to be, meaning like, oh, these are Republican identifying people who aren't afraid to say things that are just like brazenly racist or antisemitic. And I remember a lot of the objection to him at the time from people like Ted Cruz and Ben Shapiro. I mean, Ben Shapiro has always had a sensitivity towards antisemitism or at least anything he perceives as antisemitism, which is funny because he's not to, like, make this about Ben Shapiro, but he's always been very willing to be bigoted towards literally every other group of people, but when it comes to Jewish people, but in a way, I feel like the Republican Party before this 2016 era really fashioned itself as, like, high-minded people that, like, weren't racist, that weren't antisemitic, that actually had an aversion to these things, and maybe it was just about tax policy and, like, being anti-abortion. But I do think that the alt-right and interestingly now mag is the establishment, but the mag of party that it gave way to was a more honest look at what these people were doing with their policy and the way that it affected people. I view, like, this era of Breitbart and, sort of, like, the media project of Breitbart News, they explicitly positioned themselves as the opposite of the Huffington Post. I also see them as, sort of, like, the counter-force to, like, Tumblr, which is where I was as a teenager in the '20, early to mid-2010s, like, reading about social justice and, like, learning about all of these concepts, like, feminism. On that side of the internet, there was just so much, like, progressive discourse happening, like, bringing in a lot of young people, especially a lot of, like, women and queer people, and associating it a lot of the time with, like, fandom and, like, cultural properties that were more diverse and that people were, like, really, leaning on at that time. And, like, sort of, coming out of that era, Breitbart is doing it, but the exact opposite way. I've taken some time out of my busy schedule being fabulous in doing my hair to prepare a speech for you. - Well, a few remarks, really. Feminism is cancer, thank you very much. - And Steve Bannon's sort of ideology around this was, like, culture is the gateway to bringing people into these political moments that they would otherwise shy away from. Like, they were, of course, extremely Islamophobic. They were, of course, extremely anti-immigrant and xenophobic. They were, of course, overtly misogynistic, aligned with white supremacists, aligned with anti-Semitism. But I think that what Breitbart did really, really well is that they got people's attention with more, like, cultural stories and more, like, shocking and salacious stories, which is exactly the model that you see all of these now. Now, the right-wing media ecosystem has splintered in so many different directions and you have your Candace Owens's and you have your, like, daily wires, which is already kind of itself on the way out. Like, you have all of these different people and podcasters, but that style of being, like, boom, Hollywood story, boom. You should support banning immigration. Like, that's what Breitbart did and it did it so well as a backlash to what more progressive places, like Buzzfeed and Huff Post and Tumblr were doing. - And a backlash to kind of insufficient baseness in other parts of the right, you know. It's like, we're not reading National Review and Valorizing Ronald Reagan anymore. Someone like Bannon's, like, I'm a Leninist. Oh, right. Claim like a kind of radical. Like, this was an insurgency, an ideological insurgency, not just against wokeness and progressives and kind of, like, the establishment in that sense, but against the establishment on the right, as I was mentioning earlier. And Breitbart was founded by Andrew Breitbart. I forget what year he died, but it was, you know, one reason Bannon took over was the founder of Breitbart, like, dropped out of a heart attack, like, on a sidewalk in LA. He was very friendly with, like, a lot of mainstream conservatives. People at National Review, they still speak highly of him. And it's almost like if Andrew Breitbart hadn't died, you know, dot, dot, maybe we could have avoided all this, but it was a critique of the existing right, too. And because the existing right was anti-Trump for the most part, especially at this start. And it was the Breit, like, Bannon had this magazine, this publication that he could, you know, kind of wield as a mega weapon. Now, Milo was also openly gay the whole time. And very much not in a, if you know, you know kind of way, like how someone like Douglas Murray remains today. Milo was openly gay in a bombastic, hypersexual way. He would often have heartedly reject accusations of his own racism by saying to crowds of people that he, quote, loves sucking black dick. Well, I'm not just that. I'm a gay Jew with a black fiance. So attempting to crown me queen of this white supremacist movement is a bit of a stretch. I think, you know, his 2015 and 2016 speaking tour was called The Dangerous Faggot Tour. Not a bad name. Not a bad name. Catchy. But I mean, what do you, what do you guys make of this type of character appealing to the right? And in a social and professional circle populated by notorious homophobes? And I don't know. I think there's something here about how the 2010s alt right, but certainly not the traditional right, created a space for eccentric figures like this to survive if they were sort of loud and bombastic enough about their racism and sort of finger pointing towards other minorities. But I'm curious for your take. I do think that a lot of people in Milo's audience thought that he was really funny. Because I think a lot of this is like, oh, well, you're owning it, but you're also making fun of it and you're degrading yourself and you're degrading like your sexuality and what you do and you're doing it for our entertainment while also aligning with our worst and more serious racist impulses. So therefore, we think you're funny and we think you're entertaining. And we're gonna just kind of support what you're doing without actually supporting anything, of course, meaningful for your community. I don't even think they look at it like that. They just look at it as like, oh, Milo, he's hilarious. And he says stuff that I agree with like 75% of the time. - That's very good, I mean, Matt, this gets to the dangerous baguette title of his tour. Like the self-deprecating or self-insulting, I should really say nature of that, right? It's almost like saying, don't, like you can laugh at me and that makes it okay at some level. But I think it's really the idea that the kind of alt-right, bright part, et cetera, kind of spaces made space for these people is true. And it gets back to the island of the misfit toys. It's kind of like you could be black, you could be gay, you could be like some, a member of some group that the right doesn't like. But if you were kind of absurd enough and kind of almost self-deprecating the way we were describing Milo being, Like, that was fine. And it served the purpose of, you know, you can say as a gay man, right, you kind of vouch for, the right always does this, right? There's women, black people, gay people, right? There's always whatever kind of minority, any group that the right, you think, why would someone who is this be so supportive of these kinds of politics and policies? Well, I mean, that's very lucrative to be one of those. If you're the X, Y, or Z that the right chooses, that's always a lucrative job. There's a lot of money on the right. But I think especially in this 2016 kind of early moment, the bright part moment, it really wasn't island of the misfit toys. And in some ways, it was only going to be those kinds of people, right? If you were more sober and kind of normal or mainstream, however you want to describe it, right? You would not have gotten any traction or attention. It was partly just the whole absurdity, just kind of like the spectacular nature of it all that was part of the, like we like to say on our podcast, MAGA is the mess, right? Like think about Trump rallies, all the people, they're like a carnival, almost circus, like sometimes even revival, like atmosphere, right? But it's that sense of chaos, crazy people, stuff's going to happen. I don't know, that's all in the mix. And I feel like someone like Milo, his particular brand, the bombacity and the self-deprecating nature of it too, I think that's that's very like of the moment and it, it's not exactly shocking in some ways when you think about how the right operates in the ways I was just describing. I think people also sometimes forget that Trump won, tolerated certain types of gay people, like rather openly. Peter Teal, someone I mentioned a few moments ago. Peter Teal, I mean, Milo spoke at like I mentioned, the 2016 Republican National Conventions Gays for Trump Rally, which existed back then. You think there's a Gays for Trump Rally in the upcoming 2028 RNC? Absolutely not. I mean, there was still a room for like earnest advocacy for gay people within the Republican party and many of us back then were saying, well, that's going to go away though. If you pursue this to its logical endpoint, that's going to go away. And what's interesting is that Milo says in many interviews at the time of the height of his fame that discrimination against gay people was a thing of the past, like he would acknowledge that gay people were discriminated against. And he said, well, that's over now. I'm going to put in clips here. And it's crazy because it's not. Yeah, but identity politics also comes from understanding people have been marginalized in the past and didn't need protection. The perhaps still demand for sure. I think as to whether or not they still do. Gays, I think we're doing fine. Gays people are doing fine. Matt, I have a question for you. Like, I remember the Twinks for Trump art exhibition gallery showing that you mentioned earlier, but I feel like as a gay guy, like I definitely knew about that. My friends knew about it, even if they would text me the link in kind of ironical or joking about it or even critical ways. But I feel like there was a way in which as a PR campaign, it succeeded in some way in breaking through or at least kind of success might not be the right word. But as with all these, it might be self-defeating ultimately, but in terms of just the attention right away, what was your sense of that? So yes, because Milo spoke at the RNC in front of huge prints of these Twinks for Trump naked boys wearing Trump hat photos, which is just so ridiculous to think about now. My memory of the Twinks for Trump thing was I had just moved to New York. I was 18 years old. I thought that moving to New York City from a suburb in New Jersey was going to be this moment where I'm like, I go to love his love paradise. And it's like all the gay people here are like cool and everyone's amazing and politically sound and everyone hugs each other goodnight or something. And urban metropolis is with a big gay population. There is that. There is that. But I remember one of the first things I heard about was this controversy where a bunch of like downtown gays in the art scene had participated in this Twinks for Trump photo shoot. I think I thought then what I still think now, which is just like what a bunch of losers seeking attention. Like what a bunch of fucking losers seeking attention. You're not good artists. The only currency that you have that you can work with is outrage. And what a fleeting way to exist as exemplified by the man we're talking about today. Like I yeah, I don't think it worked in producing any sort of meaningful Republican gay cohort. I just think it like it's like there's always this like downtown dirt bag culture in New York that I don't respect that does everything like ironically. And it's like, are we really Trump supporters? Are we just pretending to be Trump supporters and taking sexy photos? Who cares? Get a life. Make better art. Yeah. And the only other thing I want to add to this is I feel like in a certain sense, Matt, for just the reasons you described. But I feel like it kind of all held together too because Trump is kind of the first gay president. Yeah, dancing to YMCA. Like there really was a thing where like well, Trump, he's not going to be that bad for gay people because he's from New York. He loves Broadway show tunes. He's not he's not like this visceral homophobe. And do you remember the incredible moment where the Gays for Trump, like the homemade Gays for Trump when one of the daughters spoke? Yeah, Tiff, oh my god, Tiffany Trump wasted off her ass gave like the keynote speech. So let me just say how excited I am to be here in this room, with probably so many of my friends that I see a few of you already in here. It's such an honor. I love you. It's truly, it's such an honor to be able to be here and speak truthfully, honestly, and from my heart. I know what my father believes in. Prior to politics, he supported Gays Lesbians, the LGBTQIA+ community, okay? And people knew unfortunately, you see social media, you see these fabricated lies. It saddens me. I have friends of mine who reach out and they say how they make up stories. How would you support your father? We know you. We know your best friends are gay. We know your best friends are this, this, this, this, I say it's because my father has always supported all of you. He's not doing it. He's never done it for politics and he's not doing it for politics. And unfortunately, I think there's a lot of people out there and other politicians who do, okay? When my father decided to run as for the Republican nomination, I can say I was, you know, I was a little bit worried just based on previous, you know, the past, the past Republican establishment and how, you know, their views maybe were towards this community, towards Gays Lesbians. But guess what? My dad cannot be bought off. He's not going to let anyone change his views and he's done that. And I pray that you all see that. And my mom's here in the audience, okay? She flew down! I've been some of her best friends when she was on Broadway. Like unfortunately, one of her best friends passed away from AIDS. And he said, my mom had so many friends in New York who were gay actors who all died of AIDS. And she came on to like upbeat pop music and then she was like all my mom's friends died of AIDS and everyone was like, oh. Yeah, because I do have a gay sense of humor, there's something like darkly funny about that. Like that particular like statement in that context, but it's darker in a worse way to like, it's kind of like speaks to that, like no matter how far you go with these people, they'll always remind you of the dark, dark kind of underbelly. I would like to take a quick break from the show to give a shout out to the sponsor of today's episode factor. I present as coolcom and collected on this show. 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From Milo's perch at Breitbart News he became one of the primary aggressors of gamer gate, a massive online harassment event that allowed Milo to ride the wave of the culture war all the way into the heart of the United States. Kat could you explain what gamer gate was and the precedent that it created for online harassment campaigns? TLDR on gamer gate. So gamer gate established the modern playbook for smear campaigns and harassment and the phrase gamer gate is everything has come to describe so much of our culture in particularly like the 2020s but where it started was it started with this harassment campaign against women in the video games industry, women game developers, women who made youtube videos about pop culture. What this came from was it was a backlash against feminism and there were these like lies and there were these smear campaigns built around the idea that female game developers could sleep with men who covered video games as journalists to gain favorable coverage. That's where the phrase like it's about ethics in gaming journalism comes from but of course this wasn't true like of course this was completely rooted in nothing like the woman who was targeted at the beginning and the man who she was accused of being in this relationship with for clicks like there wasn't even any real coverage that was happening like they just they just invented it there's a lot it goes into a lot more detail that we don't really have time for today. What is important about gamer gate is that I think it combined a lot of the key elements of like these types of campaigns which is like disinformation online coordination which at that time was like bright bar and specific online forums an onslaught that these days is conducted through like algorithm driven social media feeds which were new and emerging at that time it's like if you post enough about something it'll start being put on to every single person's feeds and it creates this like cascading network effect. So that's a big part of what gamer gate was and Milo and bright part were really bolstering and allowing this campaign to get as big as it did by covering it for bright bar. And I mean I feel like gamer gate set the playbook for like online harassment to drive people out of public life particularly like minorities people through doxing yes through death threats through all of that stuff. And the gamer gate playbook has really been almost industrialized by things like canary mission which targets anyone who is pro-Palestinian and public by libs of tiktok who targets anyone who's LGBT and public in the same places children. What's interesting is one year prior to gamer gate Milo mocked gamers as quote unemployed saddles living in their parents basements. But of course that did not matter if joining their cause positioned him as having the upper hand against online feminists and social justice warriors and women in general then that's what he was going to do. From the guardian quote gamer gates activists and opponents both agreed that without Milo's advocacy the movement would have fizzled out. I want to tell you guys Milo's core political tenants as I see them this is this is how I summarize them. One, Trump is daddy. Two, feminism is cancer. Even saying those three words it brings me it's like a shot of 2016 right into my system. Yeah feminism is cancer. His big thing is like that he would literally say on speaking tours was like would you rather have a child with cancer or a child who's a feminist. It's classic. Three, feminists and people of color and liberals are society's real oppressors and political correctness is the sword they wield to crush free speech. Four, Islam is bad because it's caused oppression for women and gay people but Christianity is good despite having done the exact same thing and also women and gay people are bad anyway but it's not racism I promise. Five, Muslims are an inherent threat to Western society. Thus their immigration into the US must be stopped. Okay these tenants exactly as you have written them are what Elon Musk fed into the Twitter algorithm to create X as it exists today like to your earlier point Matt about how like this is just what the whole right is now like this is if you could distill Elon Musk the world's richest man who controls so many of our communications platforms like this is this is him now this is what Elon is now. I want to make one more point that follows from gamer gate specifically and Matt it goes to a number of the you know distilled my low beliefs you mentioned which is I kind of think the sequence of the misogyny and anti-feminism at the heart of gamer gate. What years would you say the height of gamer gate would have been? 2014 2015. Okay and do you remember Trump one way he broke through the very first Republican debate remember his attack on Megan Kelly. She gets out and she started asking me all sorts of ridiculous questions and you know you could see there was blood coming out of her eyes blood coming out of her way or ever making those comments going after Rosie O'Donnell. You've called women you don't like fat pigs dogs slabs and disgusting animals your Twitter account only Rosie O'Donnell. Very dated reference although she's back on TV everything old is new again apparently but like the misogyny at the heart of the Trump campaign I think in some ways the the gamer gate the misogyny anti-feminism at the heart of that was a way of like priming the pump for someone like Trump who very first debate before we knew his opponent even would be Hillary right was talking about the mod debate moderators menstrual cycles right and making fun of Rosie O'Donnell and it turns out this is the man who wins the nomination and then defeats the first women candidate for you know of a major party like I don't I think though that kind of trajectory and linkage is not accidental Trump was riding a wave that was maybe not started by Milo but that Milo was instrumental in kind of turning up that's exactly right and that's why you saw so much of the same gamer gate architecture around deputy heard in 2022 which then paved the pathway for Trump to come back into power of riding the wave of denying you know abuse allegations and and using cultural Darvo on this massive scale following the success of gamer gate in not only bullying a number of women into years long solitude but also turning Milo Genopolis into a folk hero of the online right Milo thought why stop there and so with his celebrity on the rise in 2016 when a ghost busters remake was released featuring an all female cast which included Leslie Jones online alt right wingers levied a misogynistic and racist harassment campaign against the film and its cast specifically targeting Leslie Jones for being a black woman Milo led his hundreds of thousands of followers on twitter to dog pile on her and posted a barrage of tweets himself calling her quote barely litter it a black caricature and a black dude this led to Leslie Jones leaving twitter which of course the goals of campaigns like this which by the way are the real cancel culture might I add Milo's own account was then suspended by twitter for violating rules around harassment back when twitter still had those lol lol throughout 2016 and 2017 Milo spouted his beliefs in the most incendiary possible way at anyone who would give him a microphone and accused anyone who did not give him a microphone of being insufficiently devoted to the call of free speech. If you don't let me speak on your campus and give me money, you are against free speech. I think it's relevant to discuss here something that I feel very passionately about, which is that Milo's fame was not inevitable, but in my opinion, manufactured by a media apparatus that simultaneously treated him like a mean gay joke and like a serious person who represented free speech itself. Similar to other previously obscure figures like Barry Weiss or Dasha Necrosova in the later 2010s, working on a bonus episode about Dasha right now. Subscribe to the Patreon if you want a mainstream media outlets profiled Milo endlessly, thereby conveying to the rest of us that this is someone worth taking seriously. And one of the reasons why mainstream media outlets were so obsessed with Milo and comparable figures is because he was there waluigi, but he was the he was the anti-huffington post, therefore you can create this ecosystem where it's like they're playing off of each other. It's like oh Milo says all the naughty bad things that were not allowed to, so we're going to profile him and give him more ammo to use because there's this like mutual effect to that. That's why like the media ecosystem why Milo became such a darling because it was like at the end of the day, all of it was run off of this same desire to get clicks and to get attention online. And because he was so good at that and specifically in a genre that mainstream media was very responsive to, which was politics, that in my opinion is one of the reasons why Milo became this like little media darling for that period. I also think as someone who has a whole podcast thinking about right-wing politics, intellectuals and so on, I've noticed that for sheer like content creation purposes, more mainstream outlets have to find some right-wing figure to profile inevitably in a way that it might not be overtly sympathetic, but it's it always ends up being kind of a win for them at some level because we all know the right-wing like it's kind of priced in some of the nastiness. So what they're gaining is wider exposure. Their ideas are being, you know, for every person like us who reads a profile of Milo in year whatever and is horrified, there's people who say, "Oh wait, I never heard of this guy. This is kind of interesting." And it's kind of a tricky problem because it feels wrong somehow to ignore people like Milo because they are spreading vicious, hateful things, their politics are notches. But if you cover them too much, it's kind of a win for them because it's it's kind of in kind contribution to their PR campaign. I just think if you are going to cover these figures as I do, as both of you do, on our respective, very established media properties. But like if you're going to cover these figures, you have a responsibility to do it honestly, to weigh the harm that they're causing, to not treat it like a joke or I think perhaps even worse, something like serious and fashionable. And that brings me to one particular profile of Milo Yanopolis. He was put on the cover of Out Magazine in 2016. Out Magazine is probably the biggest LGBT media property. And it wasn't like how horrible is this person. It was like this is a relevant gay guy. So we're going to do a fashion photo shoot with him. And I want to look at some of those photos. The article, the accompanying article was titled, send in the clown, internet supervillain Milo doesn't care that you hate him. It's so annoying. Internet supervillain itself is a bullshit term. No, or descriptor. Like that makes it seem a little cool or at least like something you don't have to take that seriously. Yeah. Right? Yes. Yeah. Super villain. Could you just describe the photos that we're looking at? And if you're watching the video version, I'll throw it on the screen. I mean, I literally gasped when I saw these pictures because I was just like you have got to be fucking kidding me. They are like glamour shots. Like they have put him in these elaborate costumes. In the first one, he's just as a clown. And he has like the classic like clown makeup with like the blue diamond face paint on his eyes, like little red hat and like retro clown suit on. But even in this photo, it's like, they're shooting it like he's a movie The Heartthrob. They're shooting it like he's like a sexy like clown. I hadn't I hadn't even either didn't see or didn't remember that photo shoot. And Matt, when he sent them around beforehand, like I was like, what the hell is this even? Like it's bizarre in a way that I words are failing me. Like it's just very strange. The clown, but it does have the effect. Whatever else you think about these bizarre photos, the clown get up is a way of saying, yeah, this isn't that serious. It's so annoying to me. And also for Patreon, Kat and I did an episode about Barry Weiss. And it was like New York magazine or like one of these like very fashionable trendy publications did a similar piece and a similar photo shoot of Barry Weiss where I'm like, this photo shoot and all of the people you paid to create it and the makeup artists and the set designers and everything cost thousands of dollars. They look on top of the world like someone you would want to be and interestingly attached to this article about Milo Unopolis out magazine put a disclaimer that was like, just because we're covering someone does not mean we endorse everything that they've ever said. And I'm like, well, based on how you've presented the material, it sure looks like it. The fact that they had to say that someone felt compelled to insert that is kind of like the tell, right? That's their conscience or something peeking through. I have included a passage from the article. I want someone to read it. Enter Milo Unopolis, a 32 year old shamelessly gay British Catholic of Jewish descent who now lives in Los Angeles. He stands over six feet tall and has a lengthy soft build. When he's not dressed in tailored English suits, he's usually sporting tank tops, flowy textiles, straight leg jeans, and a thousand dollar Nike basketball shoes. Quote, I wear these because the guys I want to fuck know what they are but can't afford them. Dark sunglasses, his signature strings of Bahamian pearls around his wrist and a pair of gold crucifixes about his neck. He has poor eyesight and is constantly reaching for his glasses. When he speaks, he lowers his chin and leans in intently, fixing a gaze with dark eyes that are at once dough-like and cutting. Shut up! They're all like he's at the airport. Someone screams at him but he doesn't care and flicks through Instagram on his phone. I'm just like, shut up. These people aren't that cool or interesting, but you're telling us that they are. Oh, he reaches for his glasses? Yeah, he reaches for his glasses. He's just like me. I remember in the Barry Weiss profile, they were like, she couldn't believe that she had accidentally gotten pen on her shirt. Oh my god, she told me, I have pen on my shirt. Who cares? That's incredible. It gives the game a way that they like him. It really is revealing that they think he's cool and sophisticated and interesting and intriguing. And it's like they don't care. They wrote this piece. I find it very difficult to believe would actually care about Leslie Jones getting harassed off of the internet as a result of this man. Which by the way, this was published two months after the Leslie Jones harassment campaign where Milo called her a man. This was two months after that. Wow. That's incredible. How much of this? I do not intend to derail us with this. But Americans falling for anyone with a semi-charming British accent remains undefeated. It seems like. Well, actually, that's a good segue into the next round to talk about because in his earliest days, despite all of the abhorrent shit he was saying, he was charming. And he could charm the pants off of a live studio audience. And he did that very thing when he was invited to speak, of course, on Bill Maher's show. A few months after this out magazine profile, Bill Maher was one of many people who gave him a sort of primetime interview. I think that that interview is instructive for a few reasons. And I want to play a couple brief clips. The first clip is just an excuse for me to lay into Bill Maher. I'm for it. You look like Bruno. You know, I told her to doll down the contouring. She didn't listen. Your makeup lady was just crazy. All right. About here ago, people started to tell me, are you going to get this guy, Milo, you know, on your show? And I started to look into, you know, what you're saying. And look, I think you're colossally wrong on a number of things. But if exactly, if I, if I band down to my show, who I thought was colossally wrong, I would be talking to myself. Bill Maher is like, I need to talk to people who I disagree with. Otherwise, I wouldn't have a show. Bill Maher, when's last time you talked to a leftist? Bill Maher, when's last time you talked to about a talk to a Palestinian about Israel, Palestine. It's so fucking, again, this is This is nothing to do with my Lionopolis, it's just so fucking bullshit. because Bill Maher loves to create an aesthetic of like, I'll talk to anyone, but I'm like, no, you won't. You will only talk to people at least as right wing or more to the right than you are, 'cause that's who you're most comfortable talking to, and he does this thing with the specific Milo Unopolis interview, where he sort of creates the aesthetic that like, they have nothing in common and they are so different, but not five minutes into the interview, they're bonding over how much they hate Muslim people. - No, I like to think of myself as a virtuous troll. - But if somebody gets hurt and because of truth needs to be said, like, religion, I've always attacked religion. - Yes, well, your sound on Islam unlike most of the people on your side. - Yes, you're right, that's true. - Milo is like grinning from ear to ear during this televised interview, because this gives him everything he needs. Matt, you I think made this point earlier where it was like, if you are giving these people a platform, then they can sway non-believers, even if the people who are watching think they disagree with them from the outset, he's doing his whole charming, funny stick in the beginning, and then he's like, it's okay if you disagree with me, it's okay if you disagree with me, he's manipulating the audience and Bill Maher is giving him a massive platform to do it, and by the end of this appearance, many people watching are going to be like, "You know, I may not agree with Milo Uniaplas on everything, but what a charming little man." Like, what an interesting guy. Maybe I actually do agree with him on some stuff, and maybe the media's wrong for saying all these things about him. - Yeah, Matt, I like to say, I really love your Bill Maher hate. You know these words. (laughing) - I fucking hate him. - I know, I know. There was an old writer for The Nation magazine who every summer when he did, you get a new intern. You know, he would ask them, like, "Young man, young woman, is your hate pure?" (laughing) And that your hate for Bill Maher is pure. (laughing) I'm glad you played that clip, because Milo is very charming in that clip, that this is part of the why he's such a dangerous baguette. (laughing) - He lives up to the name, he lives up to the name. And I want to play another one for you. - So let's start with the contradictions about you, which is pretty crazy, because you're gay and you're (laughing) - Smiler alert. (laughing) - Oh, come on. - You can do better than that. (laughing) - What tipped you off? - I've been reading about you. I mean, your mother's Jewish. You have a black Muslim boyfriend. - No, but I have a one now. - You did. - Still black, no Muslim. - Not Muslim, but he was Muslim? - There was somebody once. - Okay. (laughing) - Wait, you were spoken-- - We're not talking about it? - You're spoken out against all these people, like you say you don't hire gay people. - Oh no, you can't trust them to shop to work on time. (laughing) - Too much drugs, too much sex. They never shop to work, always making excuses. - No, no, no. - I mean, not as bad as women, but no, I don't hire kids. - But you know, that's not, I mean, oh, there we go. (laughing) - But you know, that's just-- - Just kidding, you're easy. You're very easy, very easily triggered, it's pathetic. - I mean, it's the same thing. It's like, he's funny, and then he'll like, push it a little too far, and then he'll be like, oh, but I'm just joking. You guys are so triggered. He's not joking. It's not funny. His actions and rhetoric that he spread, we can now see with the benefit of 10 years in the future, how many horrific consequences they had for actual people's lives. But this studio audience is just like eating it up. - I know, that was, I got just as mad at them. It's like, look at, listen to those pigs eating up the slop. Oh, terrible. Again, this just circles back to how much I hate Bill Mar. - Yeah. - Most things do, in fact. - That's what it should. (laughing) - Milo's having fun, right? He knows what he's doing. He's very good at it. Like I said, he's charming this audience, which if he just came out and said, you can't hire women or gay people because they'll never show up for work or do the job. That's horrifying, but Milo's presentation is very convincing. So he knows what he's there to do. And so does Bill Mar, and it's good TV. And this video got seven million views on YouTube. And this is how people worm their way into the culture. And Bill and Milo, despite Bill going great lengths to define their aesthetic differences, do have a shared goal, which is getting attention. And this is also after Leslie Jones incident. Like, man, shout out to Leslie Jones. And just all of the people who were overlooked during the rise to this man's fame, as just people like who were worthy of being sacrificed at the altar of, like, but he's so cute and funny. - Yep, viewed as completely disposable. And then people like Bill Mar get to act like they're so different from Milo, you're not bliss. Like get to play in this whole thing. It's like, I really disagree with you. And we're on opposite sides of the issue. What, what, what sides of the issue do you not agree on? What is he saying that you disagree with? - That's such a, that's such a great point. It is like, it ends up being this weird way in which Bill Mar, like having Milo on is proof of his principles in virtue. - Yes. - Or something actually, like in his telling, like that actually is what that proves. It's not that you're platforming this odious bigot. It's that, no, see, I, Bill Mar, I talk to people I disagree with in this age of, you know, polarization. Look at us having conversations across the divide. Fuck off. Sorry. - It's such fucking bullshit. No, no, get into it. Get into it. This is where we yell. - Yeah. - Yeah. - It all comes back to the imaginary victimhood versus real victimhood that we talked about at the beginning. - So as Milo's star continues to rise, he does sort of become a Maga darling. Milo was good at generating press about himself and his movement, speaking at campuses across the country and working to legitimize the alt-right within what was becoming mainstream Maga culture. One such speaking event at Berkeley College in California famously drew 1500 protesters and became violent with many people getting beat up and injured. But this was good for Milo because his fashioning himself into a warrior for free speech absolutism earned him credibility within members of Trump 1.0 and a speaking opportunity at CPAC 2017. This was, you know, of course, during the era when Republicans claimed to be the party of free speech in opposition to the cancel culture obsessed liberals. Nowadays those rules have decidedly been reversed. His invitation to CPAC was supremely controversial from the outset regardless. Traditional Republicans like Ted Cruz tried to issue Milo from the movement, finding him cruel and obscene. But the movement was decidedly gravitating towards the brashness and outward racism of figures like Trump and Milo. So they failed to stop him. I want to give a content warning now because we are about to talk in some detail about child sexual abuse. In 2017, Miley and Opless was preparing to speak at CPAC when video surfaced of YouTube interviews from the year prior where Milo had argued that some 13-year-old boys could consent to sex with adult men because some of them are emotionally mature enough to consent to sex with adults. The law is probably about right. That's probably roughly the right age. I think it's probably about okay. But there are certainly people who are capable of giving consent to the younger age. I certainly consider myself to be one of them. People who are sexually active younger. This is one of the reasons I hate the left here, you know. There's sort of two people, you know. One size fits all policing of culture. There's sort of this arbitrary and oppressive idea of consent, which totally destroys, you know. You know, understanding that many of us have the complexities and softleties and complicated nature of many relationships. You know, people are messy and complex. And actually, in a homosexual world, particularly some of those relationships between younger boys and older men. Some of those relationships are some of the most. It sounds like the most. It sounds like, you know what? It sounds like Catholic. Pre-smallestation to me. And you know what? I'm grateful for Father Michael. I wouldn't give nearly such good head if it wasn't for him. Oh my God. This was a bridge too far. Simon and Schuster canceled plans to publish his autobiography called Dangerous, which he had previously received a $250,000 advance for. He resigned from Breitbart under pressure and CPAC canceled his speech. In the wake of all of this, yet another 2015 interview clip emerged where Milo told Gavin McIns, the co-founder of Alternative Media Outlet Vice, who himself turned out to be a neo-nazi. The 2010s are crazy. That child sexual abuse is, quote, really not that big a deal. You can't let it ruin your life. But as far as I can tell, it did ruin his life. I want to play you guys the apology. The rare, the exceedingly rare apology that Milo made in the wake of these clips resurfacing. And here's what he said. Between the ages of 13 and 16, two men touched me in ways they should not have. One of those men was a priest. My relationship with my abuse is as complicated by the fact that at the time, I didn't perceive what was happening as abusive. But I can look back now and see that it was. I still don't view myself as a victim, but clearly I am one. My experiences as a victim led me to believe that I could say almost anything on this subject. No matter how outrageous, but I understand that my usual blend of sassy gay, British sarcasm, provocation and gallows humour might have come across as flippancy, a lack of care for other victims, or even worse, as seems to have been the case in reports advocacy. I'm horrified by that impression. I would like to restate my disgust at adults who sexually abuse minors. I regret the things that I said. I don't think I've been a sorry about anything my whole life, and this isn't how I wanted my parents to find out about this either. But let's be clear about what's happening here. This is a cynical media at which hunt from people who do not care about children. They care about destroying me in my career and my extension, my allies. They know that although I made some outrageous statements, I've never actually done anything wrong. They held this story back, they held the footage back, footage has been out there in the wild for over a year, because they don't care about victims, they don't care about children, they only care about bringing me down. Additionally, Milo told the New Yorker, quote, "I don't believe sex with a 13-year-old is okay." When I mentioned the number 13, I was talking about myself. I was talking about the age that I lost my virginity. I think anyone who is tuned into politics or was watching the news a lot at this time, remembers that Milo defended pedophilia. And that was the story. I did not know until I went back and looked at all of this for this episode that he later explained it this way. And I think it colors in so much of what we know about his life. My first thought when I hear him talk about this and sort of his rationale behind it is that it's not super uncommon and in fact, over the past couple of years in my reporting, something that I've gotten really interested in is this phenomenon where people who are victims of abuse, whether it's childhood sexual abuse like the type that Milo is describing here, or whether it's intimate partner violence, domestic abuse, I've noticed that a lot of times people will come out of these situations and they will develop really, really victim blaming attitudes in response to being victims. And I was like, where does that come from? Because I see it all the time. And the refrain usually is not as horrific as Milo's commentary on children. It's usually something like, oh well, I'm a victim of abuse and I don't believe her or him or them. Because I don't think what they went through is that bad or that's not how I would have acted or yada, yada, yada. And I actually spoke to a sociologist about this last year who told me that one of the reasons she thinks this is is because when you are a victim of something, very rarely do you get anything even resembling justice. Like that rarely ever happens. We've been a very backwards world when it comes to abuse. Typically abusers don't really base any consequences and sometimes they even assume benefits as a result of them abusing others. And so as a victim, and I think particularly as a child victim, how do you internalize that? And how do you grow from that? And what does that do to your mindset? I think a lot of times in order to cope, people do flip it and say like, well, I'm not a victim. And actually what happened to me wasn't even bad. And that's exactly the way that Milo was describing these incidences. It's just that that doesn't justify or make it okay for you to spread that type of victim blaming language further. But I think that that internal sort of psychology around this is really, really, really common. And the sociologist I spoke to found in her research that it happens more often than not. So that was kind of my first impulse here. I also suspect that at the time he was making this press conference, there's no way that he would have actually been able to like heal and reprocess all of this stuff from the time that the podcast resurfaced and he got fired and the time that he was making those statements. Like, it's not that he was being coerced into saying like, actually, I am a victim and actually like what I said was wrong. But I doubt that he actually believed it, which I think helps provide color as to what will happen next in this timeline. The last thing I'll say is when he mentions that people bringing this up and actually care about children and it's all a very cynical like media ploy, there is some truth to that. I literally wrote down in my outline. That is true. That is true. There's definitely some truth to that. Like some of the people who were outraged about this online and I remember this happening. And to your point Matt, I don't really remember like all of this. But I remember him making these comments. A lot of people were justifiably outraged about it. But you think about him getting pushed out of Breitbart. Steve Bannon's operation. And just recently it was revealed that Steve Bannon had a very close relationship with Jeffrey Epstein throughout all of this. And he was working behind the scenes to help try to like allow Epstein to have a comeback into polite society. So it's like, yeah, what Milo said in that podcast, the language he used and the framing he used was notable. It was something that you don't hear every day. But the attitude he's espousing is not that abnormal. And it is deeply interwoven into the conservative movement and beyond. Yeah. And held deeply by many of the people who sought to push him out. And so much of this was about aggrieved conservative media figures who thought that Milo's brand of conservatism was going to make them irrelevant. Kat, could you say what when someone like Milo says, I am not a victim. What does that do for them? Or what is that compensating for? Yeah, obviously, you know, I can't speak for him directly or for every person. But the sociologist all excited, the person who's researched into this, I find really helpful. It's a what called on the wrong side. And the sociologist in question is Nicole Baderra. And she did these interviews with people going through the Title IX process where she would interview them before they started the process. Like after they had just been assaulted or abused. And then they would go through the whole Title IX process. Every single one of them unanimously in the entire school system that she studied over the course of a year. Every single one of them was filled by the system, which is striking on its own. And then she would interview them again at the end of it. And a lot of them, what happened to their thought process was they kind of determined that they weren't victims. Because the alternative to saying like, like if you say like, I am a victim and I was filled by the system, that is really haunting and difficult to carry with you. And victims who internalize that they are, in fact, victims, which is true, often suffer more consequences than victims who slip it around. Because the people who went through this system and were failed and who knew that and continued to believe that. A lot of times they would drop out of school. They would struggle to complete their degrees. And they would just struggle to be able to move on because they knew they had been failed. But victims who decided that actually it was their fault and actually they weren't victims at all. And the school was correct to fail them in this way. Those are the people who would be able to stay in school and like complete their degrees. So it's almost like a survival mechanism. Yeah, I was going to say that that's exactly where I was going to go. It's like there is something almost empowering about saying I'm not a victim and moving forward. But the problem then is the actual stuff is not dealt with. And that's not being critical. It's hard. It's obviously just beyond difficult to handle those things. But it does mean like someone like Milo as he was going through his life. It was all kinds of undoubt with traumas and difficulties that we can sympathize with. But also kind of saying I'm not a victim. It means it's kind of like the you're you're moving forward but without healing at all. And that's yes. It's probably going to lead into what Matt you might want to say next or where this tale is going to some degree. I mean, I want to provide compassion with the caveat that a lot of people do experience things similar to what he experienced and don't end up doing this. But at the same time, like the compassionate part of me is like, well, maybe if he wasn't abused by a priest when he was 13, maybe he wouldn't have flunked out of school twice. You know, and maybe he would have gotten a normal job instead of filtering into this like shock, jock conservative media persona thing. And if that had all happened, maybe he would have had space to deal with this in a healthy way that could actually allow him to heal. But he didn't have any of those things and perhaps because he was already down this right wing media persona career path. And this is all he could do and perhaps also as a genuine coping mechanism that felt good to him at the time in 2018 the following year when Milo is decidedly out of work, he self publishes another book called diabolical how Pope Francis has betrayed clerical abuse victims like me. Wherein he attempts to assert the discredited link between homosexuality and pedophilia Milo blames systemic child abuse in the Catholic church not on closed rank power structures or a culture of Christian sexual shame. But on a pope he views as overly friendly to gay people and progressive bishops he refers to as the lavender mafia, which is another good name. This comes up again in 2024 when he still sees to just be really upset about the things that he said and I think specifically what they did to his career. He tweeted, "At 13, I was raped by a priest. "His name was Father Michael, he died years ago. "I said some stupid shit trying to make sense of it "which was used against me in 2017. "The idea that this translates to Milo as a peto "is so warped and dark that anyone who says it "is dead to me forever." - Well, I mean, to me, when Milo said that these people in the media don't actually care about abuse victims, what is he doing there? So I can honestly say, when I was an editor at Catholic magazine, and the summer of 2018 is when the sex abuse crisis really re-emerged in the news because Cardinal McCarrick, right, who was the archbishop and Cardinal of Washington, D.C., very major figure in the American church. His decades long abuse, especially of like young seminarians or like priests in training, came to light. And Francis happened to be Pope, who did not make Cardinal McCarrick a bishop or an archbishop or a Cardinal, right? He was, Cardinal McCarrick was retired basically by the time Pope Francis was time period we're talking about. But I can honestly say, no experience of mine in media has made me more depressed, despairing, just almost sick to my stomach, than using priests abusing children to try to do a coup against Pope Francis because you didn't like the direction Pope Francis was leading the church. Like that to me is just unfathomably evil, to try to take out a pope who has flaws and when it comes to handling of sexual abuse by Catholic priests, I've written about that. I've written editorials about that. I'm not letting Pope Francis off the hook, but he was not the heart of this problem. Nothing that happened to Milo had anything to do with Pope Francis. Pope Francis was a normal straight guy, which is why he didn't give a shit about, when he said, who am I to judge, he was almost like a straight guy saying, I don't get the big deal, 'cause he's not neurologic about it, right? That's why Pope Francis was able to be somewhat normal toward gay people compared to many other popes because I think he just, it didn't trigger any kind of his own neurosis or repression. Like it might have with Pope Benedict XVI and his red proto-loafers and such, right? So that's one thing I just wanted to say that the very thing Milo was criticizing in that statement. He was doing, he was using survivors of abuse to try to take out a pope who his ideological allies hated. No one more than Steve Bannon. Like Steve Bannon hated Pope Francis with a passion. He viewed him as like the urglobalist enemy of whatever he was trying to achieve politically. And so I find, I just wanted to say that. Like I have no tolerance when it comes to sexual abuse in the Catholic church, but I find leveraging the suffering of victims and survivors that way, really disgusting. And of course Matt, as you pointed out, the link between pedophilia and homosexuality is discredited. The link between gay priests and abuse is not real. None of these things are real that he's claiming. There are problems in the Catholic church, including with gay priests and the kind of culture and secrecy around that. But that's like an institutional structural problem, not a gay problem. And so I just want to say, someone who has thought about and read about these things far too much, please do not take anything Milo says seriously. If I can convey one point on the Catholic question, he's almost every single point. It's just the opposite of the truth, in fact. And I do think like the Milo Catholic mediator, kind of this phase of his career, which seems very connected to Catholic matters. I remember, I mean, again, going back to the 2016 era, when I started as an editor to Catholic magazine, I became aware of this gentleman named Michael Voris, who I always thought he very gay. And it turns out like as his story came along, he was like formerly lived the gay lifestyle, or the homosexual lifestyle, but then stopped. And he ran a media operation called Church Militant, which the SPL Southern Poverty Law Center describes as an ultra-orthodox Catholic propaganda ministry that pushes an anti-LGBT agenda on the episode entitled, The Pope, and the homomorphia. The two, meaning this guy, Michael Voris, and myelianopolis, discussed the book you mentioned at Diabolical. And it's just one of those moments where like as a gay Catholic, I've made a promise to myself, to be honest, when like I've told cardinals, important ones that I'm gay, like at a cocktail hour, like I take every opportunity that I have, every priest I meet, every kind of Catholic, you know, pre-late people in the hierarchy, I try never to hide it. And so I found it especially appalling that these two gay men, right? We're sitting there talking about how they're not really gay, or they've stopped being gay, and how you gays are the problem with the Catholic church. It was just like a distinctly Catholic form of absurdity, actually. Like probably you're only really gonna get that these days with any regularity in religious contexts, where the guys who are white-nuckling it, saying, I'm not gay, I pray it away the gay, whatever it might be, right, they're continuing to build the cage that they're trapped in, you know? And it's just, it's both kind of comical and absurd, but also deeply sad, because they're lying about themselves, and they're lying about the church. And when you're building your life on lies, it crashes out in the way it has with Milo among others. - Speaking of, the 2017 pedophilia scandal was the effective end of Milo's short-lived relationship with the mainstream right. Since then, he's bounced around looking for work, working underneath figures, including Kanye West, who he served as chief of staff for in Kanye's short-lived 2024 political career, and for Marjorie Taylor Greene. - Unpaid intern, correct? - Was Milo unpaid under Marjorie? - I read that in preparation, he was in, like, 2022, he was an unpaid intern for some amount of time with Marjorie Taylor Greene. - Wow. - What I do know is that he lived in her house. - Crazy. - Oh, man. - Boom and board was included in some no-pigment. (laughing) - This is a great premise for a sitcom. - Yeah. - It's a Milo-like character in a Marjorie Taylor Greene like character, you know, the two's company. - I'm a fascist woman and here's my gay live-in intern. It's awesome. - Yeah, yeah. - Milo claims that he helped orchestrate the infamous Mar-a-Lago dinner between Trump, Nick Fuentes, and Kanye West to get back at Trump or putting him in political exile, knowing correctly that the dinner would be a PR fiasco for MAGA. Milo has also traversed the podcast circuit to advertise his conversion out of homosexuality. And it's up to you to decide whether that is an attempt at sustaining relevance in pivoting the brand or a product of genuine religious psychosis. I wanna talk about his sexuality. In 2017, when things were still going well for Milo and his career, he married his husband, a black gay man. And there isn't much known about his husband and Milo posted photos from their wedding where his husband is turned around in every photo. - Wow. - Which is bizarre and also speaks to Milo's just ongoing objectification of black gay men, even on his own wedding day. But I also understand that this guy probably wanted anonymity because. - I would if I was married to my. - Right, I understand why we're doing what we're doing here. But despite his marriage and his flaming homosexuality in general, Milo insisted throughout this entire thing that homosexuality is a sin and criticized the Catholic church's loosening attitude towards it saying, quote, "I wouldn't dream of demanding that the church throw away her hard truths just to lie to me in hopes I'll feel better about myself." - And if it's no longer a sin than your whole stick is kind of blown up, isn't it Milo? - I feel like this is sort of like a progression that you see happen in conservatism where it's like not by any means all conservatives are stemming from the root of like unresolved abuse or trauma in their lives. - Hashtag not all conservatives. - But some certainly are. That is why I believe that Trump as the abusive father figure for all of America has taken on such an important like cultural symbolism in the new right. Like we're all treating Trump as our abusive father. What I feel like is kind of happening with Milo is like he really internalized this idea that he wasn't a victim. Then he was forced to confront the fact that he was a victim and take that on as an identity that he didn't actually believe or was like processing. And now we have this phase where it's like, it's so much easier to blame the Pope and gay people punching down or up like in a weird way. - Yeah. - Like tokenizing in one direction and like punching down in the other direction. And it's like that's so much easier than actually having to process and understand like rape and abuse culture, which is all around us and deeply depressing. And for Milo likely the root of a lot of unresolved issues internally. So it's like now we've entered the ex gay phase because we're just constantly moving from one form of disassociation around that childhood trauma to the next. - Yep. That is exactly why I said it's like, is this religious psychosis and dealing with trauma? Is this just where you are in your career, which you would also have to throw away if you admitted that why what happened to you happened to you was not because of gay people. It was not because of a relatively liberal Pope. It was because of all of these institutional structures of power that we are constantly criticizing on the left. Yep. In 2019, Milo was a still openly gay, but also the grand marshal for a straight pride parade in Boston, throw back to that era of the culture, or remember when they were like trying to make straight pride, a thing? Yes. In 2021, Milo declared himself ex gay. He said that he was opening a conversion therapy clinic in Florida, not sure if he ever got around to that. He said that his husband, which he still had, had been, quote, "demoted to housemate." They are currently an active divorce. I cannot imagine why. Ex gay is back. I mean, we've talked about this before, Matt. Like, we talked about this on the channel. Ex gay is back with a fervor and a passion, and it is quite frightening in the number of people. I think a reality TV star just this week came out as ex gay, or he came out, he said he was announcing being gay and now he is a girlfriend. It's happening all the time. It's making a comeback, but then also talking about people who, supposedly believe in free speech. They're making a free speech, free association argument why, perversely, you should be able to send. I don't understand how it's free speech to make sure your 14 year-old son can be stuck in therapy with some lunatic who tries to get him to pray away to gay. It is, again, hypocritical free speech arguments among other things are in this too, but they're actually winning court battles now, as Trump reshapes the judiciary, certain states, practices that had been banned or outlawed, or severely curtailed in terms of reparative therapy are back. It's really quite frankly, it's very depressing to me as a gay man, especially for the poor guys, you know, who's not job parents are going to make them, make them suffer through that. Yeah, my first, my first boyfriend when I was in high school was parents, but through conversion therapy. Mine too. Do you guys remember that Bill Mar interview I showed you and how Milo was despite all of the insane things he was saying, like charming, playing to an audience, coherent, aware of all of his camera angles? Well, in December 2025, eight months ago, Milo went on Tucker Carlson's show to discuss his turn away from homosexuality. And I'm going to add another content warning here for some graphic descriptions of modes of conversion therapy. Let's watch a clip. I just woke up one day and I was like, and I was married to a dude, to my shame. And I, who's now like the ex-wife from hell, my God, you know, look, if there's no other reason to, like, not be gay, just imagine, like, how bad a black homosexual ex-wife is. Oh, like, I'm not even going to go there. You don't even want to know, it's like, I'm sorry, it was two sports cars a year wasn't enough. Okay. All right. Don't even, but, um, when I woke up one day and I woke up one day and I looked over, I was like, oh, no, I don't want to do this anymore. I was like, hell is real. And it just hit me like, well, after, it was growing, you know, while I was just like, no, no, I really don't want to go there and I, no, what am I doing? And the way that I started to address this, I kind of stumbled upon a crude version of what the enlightened, like they don't call it conversion therapy anymore. They call it reintegrative therapy, because it's reintegrating those shots and those, broken, and those broken bits of like memory that lead to the wrong output. Well, you're talking about the detail if you want to, but, um, I, I, I stumbled upon kind of like a crude version of that. So when I was trying to stop myself from doing this stuff, I was using like hot oil on my thighs. I was like, doing things, you know, like, like, like that hurt. And I was trying to rewire my brain, because I read a lot of, you know, it's like college and college books as I play as I thought I don't know if sex urge is such a basic and powerful urge. It's got to be hard. I thought I knew what I was doing. So I was like, every time I get aroused, I'm going to go and do something that hurts. Matt, how many views does that have? 250,000. That's pretty bad. It's pretty bad. And there are thousands of comments on it being like, he's clearly like struggling. May God grant him the power to get through what he's going through, et cetera, et cetera. Matt, is that struggling what you kind of are referring to when you point it out? Kind of articulate and aware of the camera angles and kind of on point he was in the prior interview. Are you kind of like juxtaposing even his manner? Like there is a decomposition. Even if you hadn't seen the Bill Mark clip from earlier, you just watch that clip. He's not a well person, just like an, and I don't mean that in a mean way. I just mean he's, he doesn't talk the same way. His thoughts are more broken. He's clearly been going through some stuff in a way that is like that, that Milo is not nearly as compelling as the clips we saw earlier. And I say that again, just just because I think that was one of the things you're driving at. Absolutely. And it really struck me because I, you know, before planning this episode, like I haven't watched a Milo Unopolis interview probably since 2017, when he sounded a lot like how he sounded in that Bill Mar interview. And when I was watching this Tucker one from more recently, it struck me like, you know, I can't say definitively if someone's on drugs or I don't want to armchair diagnosed anyone with anything, but clearly a great deal has happened. And this person is broken. I mean, the sort of irreverent, cruel one-liner humor that many people once found charmingly offensive in the 2010s now just feels sad. I mean, even when he is clearly trying to make a joke about having a black gay ex-wife, Tucker is like not laughing. He's like, I don't even want to go there. Do you know what you have to say for Tucker Carlson to say, I don't want to go there? Yeah. Literally. Yeah. I mean, seeing this and knowing that a quarter of a million people watched it and that many of them are agreeing with this direction that he has taken is just a really disturbing reminder of one of the reasons why the ex-game movement takes on a lot of steam right and out back in the '90s, which I think was the original peak, like certainly a pre-internet was the original peak of the ex-game movement. Then it was like books and speaking tours and like mega churches and like a religious movement. But now it's an algorithm driven movement that is held aloft by like podcasters with massive platforms like Tucker Carlson, it can reach so many more people. And as depressing as this is to us, it's sending a terrible message to like closeted or gay people who are watching this or in this audience who are like, you know, seeing it as something that's being presented as like admirable and part of a struggle that is necessary. Yeah. And I actually want to amend that number because I was referring to Tucker had just posted that clip, the full episode that he did with Milo titled, why are you gay? Miloianopolis explains has 1.3 million views. Yeah. That's really bad. And I mean, like I get this stuff on my reels, my Instagram reels, I get like ex-gay and ex-trans stuff. And I'm like, why is this even being targeted to me like, I'm not ex-gay, I'm more gay than ever. And I want to add to, it's interesting how much his story of like waking up one morning, and almost an instant having a specifically religious insight, not wanting to go to hell. That is so, he may talk with the British accent, but that's so American, right? Being, in a moment, you can change your life around on your deathbed, right? You can ask Jesus into your heart, right? And especially if you ever want to get away with something in our culture, you say, I was wrong, but I found Jesus I'm forgiven and I'm moving forward. It's the Russell Brand move, right? It's the Russell Brand move. Like, and it's if you, it's the late Christopher Hitchens 15 years ago in December will be when he died of it. He, after Jerry Falwell died, he had the great line, he said, if you can just get yourself called Reverend in this country, you can say stuff that no one else could get away with. I thought of that line when Milo basically, you know, it's the ex gay and the religious conversions, they're kind of like two sides of the same coin or often they go together, right? Or whatever your sin might be, but it's, I found Jesus, I'm a new man, so quit complaining about me and let me continue to sell you now religious artifacts or whatever that Russell Brand, you know, the Russell Brand Bible or his necklaces with pendants, it's all kinds of, you know, it's the. Beef Talos. Yeah, yeah, yeah. All of it. It's also like with him being like, I don't want to go to hell. Hell is real. I'm like, baby, you're in hell right now. Yeah. It's very Dante, right? The people in hell who don't realize they could leave. Yep. Exactly. Well, one thing about leopards, they stay hungry throughout all of this Milo's support for banning immigration has never ever ever, ever, ever wavered. This has been one of the tenets of his politics from the very beginning. And, you know, I should say, not banning immigration in general, but banning immigration of brown people. That's what it's always been. In, I believe, 2017, he gave one of his many campus speeches at Boulder, Colorado, where he held up a sign that said, "Dear Trump, please deport fat people." But then more recently, in 2025, he tweeted, "California needs ice checkpoints at supermarket entrances, gas stations, strip malls, intersections, and government buildings, with on-the-spot deportation for anyone who can't prove they are in the US legally." And then in September of 2025, total legal immunity for ice agents when they're on duty. Milo-Yanopolis, an immigrant, was arrested by ICE on August 27th, 2026 at the Louis Armstrong, New Orleans International Airport, where he was arriving ahead of a scheduled Kanye West concert because I believe he is still working for Kanye West. I mean, you do what you gotta do. - Wow. - Never before heard sentence. (laughing) - The Department of Homeland Security announced his arrest over Twitter and shared his mug shot, where he doesn't look like the Milo you remembered. - I'm recognizable. Now, almost immediately, fellow right-wing provocateur, islamaphob, pro-Israel sycophant, and friend of the president, Laura Lumer, claimed responsibility, writing on Twitter. - Breaking, illegal alien Milo-Yanopolis has been detained by ICE. I was the first person to report on the fact that Milo was in the US illegally, where he incited violence against President Trump and worked for Marjorie Trader Green. Recently, Candace Owens invited this illegal alien into her home. When Milo called for me to be assassinated, I reported him to ICE and the FBI. I told you all that Milo was an illegal alien. He was detained in Louisiana by @icegov. Milo is going to be deported back to the UK, where he can live among the Muslims he has recently chosen to embrace. Today is a great day for America. Now, it's worth noting that Milo and Laura Lumer used to be great friends. But in recent years, that relationship has soured, both politically, as I said, Milo became an ally to Marjorie Trader Green and the burgeoning anti-Maga America first, right, which is critical of Israel. Israel is something that Laura Lumer has hit herself to, but they also seem to have had a personal rift. Milo claimed on a podcast that Laura Lumer wasn't really Jewish, that she was just claiming to be. He claimed that Laura told her friends that she had performed a sex act on the president. And he claimed that Laura had been 5150, which is involuntary psychiatric hold when she was younger by her father, which is the real reason she can't own a gun. Why any of this is anyone's business God only knows. And so it's just like these are all pitiful, spiteful, shameful people with entirely too much power. I mean, I just, people were like, you know, this is the one time I can support ICE, I guess. And it's just like Laura Lumer has the power to get him deported because she's personally had it with him. That's crazy. Yes, can I read from my great friend, John Gaines, who did his great sub-stack, unpopular front. Great, great name. But he summarized it this way, which I think is really important to underscore, here's where the rise smile of Shaden Freud must give way to the furrowed brow. On its social media sites, ICE publicized its deportation with a mug shot of Milo. Think about it. The security state is being used to settle factional disputes in the ruling party. And apparently, at the behest of a person who makes the screeching gobbles seem like a paragon of steadiness, manifestly insane and idiotic people are running our government. They're using its tools to punish and humiliate their enemies. What country are we living in? I could not have put that better myself. I think that's the key point. The ruling party is using the security states to settle its factional disputes, which is what arresting and deporting Milo, what it's kind of substantial meaning is. And I would just add, he's still getting special treatment. Why was he not in some Honduran jail? Why was he sent back to the country? He's actually from, right? Which is not something most people advice is arresting something we can say they're doing. Oh, no. Oh, no. Oh, we lost Matt. He'll be back. I hope his laptop is OK. I'm going to text him. I'm going to say, OK, oh, there he is. My laptop fell off of the pasta box and closed. Fuck me, like I-- anyway, upon returning to the UK, Milo gave Piers Morgan a TV interview where he said, quote, I wouldn't wish this on anyone. I didn't really understand the physical reality of how institutionalized the brutality is in America. The man in which they arrest you, they put your manacles, your hands, your feet, chain it together. I mean, everybody is arrested. It's like an MS-13 gang member. And it hurts a lot more than it looks like on television. I was put from detention facility to correction facility. Every three hours, they were sort of trying to keep ahead of my lawyers so I couldn't-- But no one would tell me anything. I mean, I know it's designed to be like that, but it was-- sure, it was humiliating, and it was disorientating the rest of it. It was physically degrading. It was frightening. It was frightening. I don't think I've ever been frightened like that before. How emotional have you been through this period? I've never been like this before. I tripped and kind of tumbled downstairs a night or two ago, and I'm a clumsy person so that it's not the rarest thing in the world. But it set something off from when I'd been kind of shoved down a couple of steps. And I was weeping like an old woman for an hour. And I was like, oh, I really have to go to get this out of my system. I think maybe in the past, I've been a little bit blasey when people talked about their trauma, a little bit kind of cavalier when people talked about stuff kind of lingering with them, but I get it now. And I wouldn't wish it on anyone. I mean, what is there to say? Yeah. What is there even to say? You spent 15 years making as much money as you could by specifically wishing this on everyone you thought was beneath you. You did wish this on people. And like, I don't think that Milo Yanopolis should have been deported because of a personal tiff with a colleague who has entirely too much power. But the situation you have here is one where the machine that you very happily helped construct has set its sights on you. I mean, how many times can we say the leopard ate my face? I think for me, part of this is going back to the question of like, at the very beginning of this episode, it was like, why are conservatives like so comfortable with this guy who was so flamboyantly gay, even though they don't like that? And I think part of the alert is the idea that you can be conservative, and you can benefit from these power structures, even if you can't. Like, that is why you have people from minority groups who are targeted by this ideology, throwing their full support behind it, profiting from it, and pushing it further than it's ever gone before, out of the hopes that they, too, can be a part of the ruling authoritarian class and crush everyone beneath their boot and that they won't be crushed. Like, they want that domination. And I think that appeals to people on a very intrinsic level, where it's like, oh, well, if this flamboyant gay guy can be a part of the right wing ruling class, then maybe I can be, too. But the end of this story is that you can't. You can't be a flamboyant gay man who is so messy. You can't even renounce that and be a part of the winner's table. There is no winner's table. Like, that's what people in the Trump administration tend to find out at the end of it. Is there like, oh, it's not real. This fantasy that I've built by wanting to crush all of my enemies. Maybe it's real for Trump himself. But it was never going to be what Milo pretended it was. And even the consequences that he's living with now, to your point, Matthew, are still nothing compared to the hell and the torture that he has put thousands of other people through. Either of you heard this great definition of conservatism by Frank Wilhoetz, called Wilhoetz Law. Let me read it to you. Conservatism consists of exactly one proposition to wit. There must be in groups whom the law protects, but does not bind alongside out groups whom the law binds, but does not protect. But as Milo's finding out, unless the law does protect everyone, no one is bound. Unless it's universal, both in terms of the binding and the protecting, it will eventually turn on you. That screw will turn. That worm will turn, right? This is the universal politics we started the conversation talking about, right? Someone like Milo really thought there is so-- Some people who in the law should basically fuck over, bind, control, dominate, and those who should be free permitted to do the dominating, and punishing, basically. And he just found out, and once you start making exceptions, you will eventually be that exception yourself. It's like Lincoln's line, and his letter to Joshua's speed, right? You start out by saying, "Oh, men are created, created equal, except black people." Then it's all people are created equal, except Catholics and Jews. That's all, you know, you just, once you go down that slope, it just keeps sliding. They don't stop because I said, "Oh, Milo's one of the good ones, so we're going to give him a pass." No, the machine he built chewed him up to. As I mentioned, I read so many of those, like, glossy profiles they made of him in 2016, 2017. And one of them, from Bloomberg, they talked about how much money he was making and how he would drop $12,000 in a single day on bespoke suits. And Miloianopolis is now allegedly more than $2 million in debt. He owes hundreds of thousands of dollars in unpaid legal fees. He owes even more than that to investors at his various media properties that didn't work out. And he is in further debt to Cartier, the luxury jewelry company. It's bad for her. That's what I have left to say about this. It's bad for her. I don't know. I just kind of think, you know, there's the macro political picture, which you two so eloquently described. And then there's sort of the micro picture of what was Miloianopolis, past tense, like what was Miloianopolis? To me, I don't see him as someone who ever really planned this out in a long game sort of way. I suppose if he had, he would just be doing something entirely different. But even someone like Candace Owens, who I find to be very strategic, very savvy, always getting ahead of the next thing, whereas Milo strikes me as someone who from the beginning was just always trying to string along one controversy to the next to sort of juice out one or two more years of relevance. And eventually, it just gave out under the weight of its own ridiculousness and sort of political stupidity. It was not sustainable. No. No. No. I don't think he ever really had like a grand plan for where it was all going to go. And I don't know if Candace Owens has a grand plan. I'm almost too scared to ask, but Milo, the story is like depressing on an individual level at a systemic level. It's just really dystopian. Also depressing. Yeah. Matt, I think like in the next day or two, I'm just going to send you like a wellness check DM to say, after, after imbibing all this glossy photo essays and profiles of Milo, are you holding up or is your brain just totally, you know, are you in a dark place yourself now from convening this, convening this conversation. I think I might lean into like these like loose fishnet tops and I'm like, I don't know. I might throw a couple crucifixes in there. Why not? Kat and Matt, thank you so much for going down this road with me. What a journey we've been on. There's that saying of like Milo, Unopolis was a Harvard study that it has concluded. Thank you for participating. I do feel like, I do feel like Milo, Unopolis has decidedly ended. Whatever that was feels over and with it, in era of US politics by gone and so I like to cover these things almost like historically because I don't know, I think there's lessons to learn from it. If you're a gay guy, don't do this. That is a really good takeaway, honestly, it's true to do this. Matt, I just want to say how honored I was by the invitation because I have an enormous respect for you over your recognition of the humanity of Palestinians and the atrocities in Gaza and I know you've taken some flak for it and so I was very chuffed to be invited on this particular podcast. So thank you. Oh, that's kind of you and no, as far as I'm aware, everyone is only nice to me on the internet. Same, same. And I'd like to keep my very limited knowledge of what people say about me there, but you both do excellent work, where can people find more of it? Well, I mentioned the podcast I go host, Know Your Enemy. You can listen to that wherever you listen to podcasts and if you really were stirred by this, my contributions, this conversation, you can subscribe on our Patreon, patreon.com/KnowYourEnemy and I'm on Twitter @MatthewSitman and that's probably the best ways to follow what I'm doing. I recently started my own YouTube channel. You can find it at Cat Timberge. It is going well. I am very grateful to all who have listened and subscribed. You can also read my newsletter, spitfirenews.com and you can find me on Instagram, Blue Sky and a few other places at Cat Timberge. Thank you so much for listening to this episode. It's a long one. I don't even know why I say that anymore. They're all long ones. I know. I feel you, man. You either enjoy it or you don't listen to this podcast anymore. I don't know what to say. But I'm so appreciative, you know, I like dipping my toes into gay hell and this is gay hell. I'm glad that you take trips into it with me. I so appreciate you, I love you so much and until next time, stay fruity.

Podcast Summary

Key Points:

  1. Milo-Yanopolis, a prominent figure in the 2010s alt-right movement, rose to fame through his bombastic, self-deprecating persona and alignment with extremist ideologies.
  2. He was openly gay, raised in an abusive household, and later claimed Trump as his "daddy," reflecting a deep personal and political connection to right-wing authoritarianism.
  3. His early career at Breitbart News helped shape the alt-right’s narrative, promoting online harassment campaigns like GamerGate and targeting marginalized groups, including women, LGBTQ+ people, and minorities.
  4. Milo’s rhetoric—such as calling feminism “cancer” and Islam “inherently dangerous”—represents core tenets of far-right ideology now mirrored in platforms like Elon Musk’s X.
  5. Despite his offensive and harmful actions, mainstream media, including *Out Magazine*, treated him with glamour and irony, often framing him as a "clown" or "super villain" to downplay his seriousness, thus normalizing his presence.
  6. His actions, including the online harassment of Leslie Jones and participation in the *Twinks for Trump* art exhibit, were widely criticized as exploitative and deeply offensive.
  7. Milo’s story exemplifies how toxic online culture, media manipulation, and the politics of outrage can elevate individuals who exploit vulnerability and trauma for attention.
  8. His eventual deportation reflects a broader reckoning with the persistence and consequences of such ideological figures within political discourse.

Summary:

Milo-Yanopolis emerged as a central figure in the 2010s alt-right movement, leveraging his flamboyant, self-deprecating persona to gain attention and influence. ” His career flourished through conservative media outlets like Breitbart, where he championed hyperbolic, extremist ideologies—such as the idea that feminism is “cancer”—and actively participated in online harassment campaigns, including GamerGate and attacks on marginalized individuals like Leslie Jones. While his rise was fueled by outrage and cultural backlash, mainstream media often portrayed him with irony and glamour, treating him as a joke rather than a dangerous figure, despite the harm his rhetoric and actions caused.

The *Out Magazine* cover story, which framed him as a "clown" and highlighted his extravagant style, exemplifies this normalization of hate figures. Ultimately, Milo’s story reveals how toxic online culture, media manipulation, and the exploitation of trauma enable the rise of figures who thrive on division and outrage. His eventual deportation underscores a growing societal reckoning with the influence and consequences of such ideologies in public life.

FAQs

Milo-Yanopolis is a British-born individual, born in Kent in 1984, who identifies as gay and of Jewish descent through his maternal grandmother. He was raised in a Catholic household and had a troubled childhood marked by physical abuse from his stepfather and emotional neglect. He later became a prominent figure in conservative media and the alt-right movement.

Milo-Yanopolis gained prominence through his work at Breitbart News, where he helped shape its brand during the early 2010s. He was a key figure in promoting online outrage and xenophobic rhetoric, notably through campaigns targeting women, minorities, and LGBTQ+ individuals, aligning with the alt-right's anti-feminist and anti-immigrant ideologies.

His core beliefs include Trump as 'daddy,' feminism being 'cancer,' the oppression of women and minorities by liberals, and the threat posed by Islam. He also claims Christianity is superior despite its historical treatment of marginalized groups, and supports strict immigration policies.

He played a central role in campaigns like GamerGate and the harassment of Leslie Jones, a Black woman in the film industry, by mobilizing followers to post degrading and racist content, which led to her leaving Twitter and exemplifying the broader pattern of online abuse targeting marginalized groups.

Out Magazine featured him in a fashion shoot to present him as a 'relevant gay guy,' despite his controversial views. The piece used glamorized, clown-like imagery, and included a disclaimer that covered him does not mean endorsement of his views, which many found ironic given the context of his harmful rhetoric.

Mainstream outlets portrayed him both as a controversial figure and a 'serious' voice of free speech, often treating him with a tone that minimized the severity of his rhetoric. This portrayal helped amplify his visibility while simultaneously normalizing his extremist views.

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