Fellow Brit Raheem Kassam Admits to Inserting Milo into Conservative Circles
Before the 2016 election, The Gateway Pundit created a list of 30 Reasons in 30 Days why President Trump would win the election. One of the reasons identified was that Trump had won over New Media. Outlets like Breitbart and TGP were noted, and individuals such as Paul Joseph Watson of InfoWars, Tomi Lahren of The Blaze, and Milo Yiannopoulos of Breitbart were highlighted.
Milo Yiannopoulos came out of nowhere in 2016 to back candidate Trump in his run for President. Unfortunately, Milo was then caught up in seedy stories.
Milo took credit later for sneaking white nationalist Nick Fuentes to a dinner table with President Trump.
That time Milo purposely set up Trump to eat dinner with Nick Fuentes to in order to inflict damage. Which, by the way, made national headlines and talking points for the democrats, “Trump is racist” garbage.@RaheemKassam shared this four years ago.
Imagine a casual dinner at…
— Bad Kitty Unleashed 🦁 💪🏻 (@pepesgrandma) April 25, 2026
Fellow Brit Raheem Kassam admitted over the weekend to being the one who brought Milo into conservative circles.
I blame myself for this whole debacle.
Back in 2014, Milo reached out and begged me for a job, right as we were starting up Breitbart London. I made the mistake of giving him a chance. That’s where his entire life on the right began.
His “Kernel Mag” (a tech blog in east London) had just gone tits up, but he had a flair for the acerbic and for noticing.
Also, I was desperate for columnists.
But within WEEKS, he was emailing the U.S. bosses demanding MY job, and claiming he could do it better. He was rebuffed, of course. I remember one email he got from Bannon calling him “marginalia” and saying he wishes he could edit like me. Bannon forwarded it on to me for a chuckle. He could be cruel like that. But I enjoyed the banter.
Milo went on to insert himself in every room and relationship in the company until he finally got what he wanted: his own staff and his own “Tech” vertical on the site. As a senior editor, however, I could see what this was really all about. He wasn’t writing his own columns. He had staff draft them and leave “[INSERT MILOISM]” prompts for him to come in and top and tail the articles.
I could see it all live in the site’s back end.
Then came the money, as Rebekah Mercer and others shelled out MILLIONS to tour him around the U.S. as some kind of conservative firebrand, which I knew he wasn’t.
I felt so ashamed of everything to do with him that when the story about his excuses for priestly pederasty finally got aired in 2017, I was the first to tell the company bosses: he has to go.
And so he went, and I hoped that would be the last of him. But once again he minced into the arms of the unsuspecting: first Laura Loomer, then Marjorie Taylor Greene, and finally, Kanye West.
Some time last year he began tweeting about me again, making all kinds of lurid and false accusations, just months after he had dined at my DC restaurant Butterworth’s, and lauded its beauty on his X account.
But as he was needlessly abusing me again, his own fate was being sealed. A friend at the Department for Homeland Security (DHS) reached out and let me know: “Milo has been living in the US illegally.”
I was shocked, though I suppose I ought not to have been. A source at the State Department confirmed it, when I enquired, and so began his deportation saga.
For those who haven’t followed along: it appears that not only was he publicly lying about his immigration status in the United States, but that he even missed court proceedings on the matter.
Finally, I got word last month, that he was about to be deported. On Thursday night, I got a call. As overly dramatic as it may seem.
“We got him. In Louisiana.”
And yet, of course, he’s certain to resurface in Britain shortly. Perhaps as an advisor to Rupert Lowe, or perhaps as a contestant on some third tier reality TV show.
So in advance I say to Britain: my apologies. For all of it.
Milo recently made accusations that Charlie Kirk was after him, was gay, and was ruthless.
On Tim Pool’s show, Milo Yiannopoulos alleged that Charlie Kirk was “gay” and about to divorce Erika Kirk before his untimely assassination.
Yiannopoulos also said that Kirk spread false rumors that he slept with underage boys on college campuses and had him excommunicated from… pic.twitter.com/hJjbcnTrps
— AF Post (@AFpost) December 6, 2025
Yiannopoulos overstayed his visa and was arrested by ICE agents over the weekend. ICE reported:
On August 27, ICE arrested Milo Yiannopoulos, an illegal alien from the United Kingdom, at the Louis Armstrong New Orleans International Airport (MSY) in Kenner, Louisiana. Yiannopoulos legally entered the country on May 14, 2019, through New York City, New York. He chose to overstay his welcome in violation of our nation’s laws.
Yiannopoulos was issued a final order of removal by an Immigration Judge on July 22, after failing to show up for his immigration hearing. He will remain in ICE custody pending removal.
Being in detention is a choice. We encourage all illegal aliens to take control of their departure with the CBP Home App. The United States is offering illegal aliens $3,000 and a free flight to self-deport now. We encourage every person here illegally to take advantage of this offer and reserve the chance to come back to the U.S. the right legal way to live the American dream. If not, you will be arrested and deported without a chance to return.
On August 27, ICE arrested Milo Yiannopoulos, an illegal alien from the United Kingdom, at the Louis Armstrong New Orleans International Airport (MSY) in Kenner, Louisiana. Yiannopoulos legally entered the country on May 14, 2019, through New York City, New York. He chose to… https://t.co/Hk6QBUmGDI pic.twitter.com/DbIhv8Z6PI
— Homeland Security (@DHSgov) August 28, 2026
Wheels on a shopping cart be like pic.twitter.com/ztmFcWKc8T
— Dr. Richard Harambe (@Richard_Harambe) August 29, 2026
On Saturday, it was reported that Yiannopoulos was on his way home. The 41-year-old Yiannopoulos was arrested by ICE agents in New Orleans on Thursday for allegedly remaining in the United States after his visa ran out. He was transferred to a holding facility in Louisiana in anticipation of his deportation.