Eleven months after President Trump launched an all-out political war on Rep. Thomas Massie, the Tuesday, May 19 Kentucky GOP primary is almost here. With polls showing the race going down to the wire, the anti-Massie forces — whose animus is largely driven by Massie’s refusal to vote in accordance with the Israel lobby’s wishes — have been throwing everything they can at him, from vague 11th-hour allegations of inappropriate conduct with a woman, to AI ads showing Massie entering a hotel room with progressive congresswomen, to a new round of Trump social media rants and enough money to make the contest the most expensive House primary in US history. Massie’s challenger is former Navy SEAL Ed Gallrein.
In just the past few days, various anti-Massie PACs have filed disclosures indicating another huge load of cash showering down on the race. The Republican Jewish Coalition is spending another $470,000. The misleadingly-named United Democracy Project, which is a PAC affiliated with the formidable American Israel Public Affairs Committee (AIPAC) revealed more than $950,000 in additional spending. The MAGA Kentucky PAC — which was created solely to oust Massie and funded by non-Kentuckian Jewish billionaires Miriam Adelson, Paul Singer and John Paulsen — disclosed more than $1.6 million since May 7.
UPDATE: AIPAC and the Israel lobby have now spent >$15 MILLION boosting Ed Gallrein and attacking Rep. Thomas Massie in #KY04. pic.twitter.com/Znmtc4GEXz
— AIPAC Tracker (@TrackAIPAC) May 16, 2026
As large as those sums sound, they’re just a fresh coating atop a mountain of money: The race has now seen more than $20 million dollars in “outside spending” — that is, money spent by PACs and other entities that are not part of the candidates’ campaigns or political parties. Not coincidentally, the next two most-expensive-ever primary races also featured quests by pro-Israel PACs and individuals to oust incumbents who failed to heed the Israel lobby’s voting directives. In 2024, AIPAC alone spent $14.5 million and $9 million, respectively, to successfully dislodge New York Democrat Jamaal Bowman and Missouri Democrat Cori Bush.
On Tuesday — exactly one week before the primary — Massie was hit by oddly-vague allegations of wrongdoing by an ex-girlfriend, Cynthia West, who said Massie paid her $5,000 in “hush money” after the two had dated following Massie becoming a widower in 2024. Massie denies the characterization of the money, saying he gave it to her to help her move to Washington, and that she even repaid some of the money. What’s more, he said she’s never been under any restriction from him about speaking about anything. Among others, the sensationalist, pro-Israel attack-dog Laura Loomer has been running wild with the non-story on X, with characteristic long posts heavy on innuendo and light on details or evidence. (For a deep dive, check out Robby Soave’s thorough dissection of the fuzzy allegations at Reason.)
There’s more where that came from. Earlier this month, the Adelson-Singer-Paulsen-funded MAGA KY PAC rolled out an anti-Massie ad that used AI video showing him cavorting on the town with Democratic Representatives Alexandria Ocasio-Cortez and Ilhan Omar. The ad starts by displaying “Thomas Massie caught in a throuple!” on the screen. It concludes by showing the three holding hands and checking into a hotel room together:
#KYPol: “Thomas Massie, caught in a throuple in Washington. He’s cheating with the Squad on the America First movement…it’s a complete and total betrayal of President Trump.”
MAGA KY is up with a new #KY04 ad featuring AI-generated content. pic.twitter.com/MEUmsPdH5W
— AdImpact Politics (@AdImpact_Pol) May 4, 2026
While the video has a brief, smaller-print disclosure calling it a “satirical ad created with artificial intelligence,” some people, including Massie, say that notification may go overlooked, particularly by those in the older crowd where Gallrein draws the most support. “Older voters who don’t know that AI exists [are] going to look at that and think that’s actually me going on a date with AOC and Ilhan Omar and checking into a hotel together. It’s so ridiculous,” said Massie at a “debate” that, along with all the other debates, Gallrein refused to participate in. Gallrein has skipped eight debate opportunities, which is an extraordinary choice for someone challenging an incumbent who’s spent most of the race leading the polls, albeit by decreasing margins.
In one of the most eyebrow-raising ads on Massie’s behalf, Restore Freedom PAC recently launched this one that attacks Gallrein over this sponsorship by billionaire Paul Singer, who has donated to LGBT causes, imploring voters to “say ‘no’ to Woke Eddie Gallrein and his billionaire club of LGBT weirdos.”
NEW: Take a look at this #KY04 ad called “LGBTQ Mafia” from a PAC affiliated w/ Jan. 6 rioter Derrick Evans.
It depicts Jewish donor Paul Singer with an unexplained rainbow Star of David.
More on this insane, now record-breaking $25 million primary: https://t.co/iT3YN8wYEz pic.twitter.com/0YIRYmaJwL
— Andrew Solender (@AndrewSolender) May 11, 2026
In a Big Data poll published Friday, Massie was up by just 1.2%, leading Gallrein 50.6% to 49.4%. Like other polls, Big Data’s showed enormous differences across age groups. At the extremes, 82% of voters under age 30 support Massie, while 61% of voters over age 64 support Gallrein.
After long having Massie out in front by often-large percentages, prediction markets have shifted mightily in Gallrein’s direction in the closing weeks of the primary, to an extent that some have accused anti-Massie individuals of manipulating the markets to create headlines and optimism for Gallrein. As of Saturday night, Polymarket participants gave Gallrein a 53% chance of winning, while Kalshi’s gave him a 54% chance. Massie’s odds, meanwhile, have been… well…
With early voting ended Saturday and election happening Tuesday, various political figures have been flying into Kentucky to boost Massie or Gallrein. In an unusual move, the sitting Secretary of Defense, Pete Hegseth, will campaign with Gallrein on Monday. Over the weekend, former Congressman Matt Gaetz and current Colorado Rep. Lauren Boebert made appearances with Massie.
The latter appearance triggered Trump’s wrath, which was manifested in the latest of his dozens and dozens of Truth Social posts excoriating Massie and his supporters. Much as he did with MAGA-centric Georgia Rep. Marjorie Taylor Green (MTG), Trump is now excommunicating long-time supporter Boebert from the movement, and seeking a primary challenger for her (though he may not have realized it’s too late for this cycle.) On Saturday night, Trump let loose on the “weak-minded” and “dumb” Boebert:
It should be noted that, while Boebert has almost uniformly backed Trump’s agenda, she was one of a small handful of Republicans — including MTG, who defied Trump and joined Massie in demanding the release of the Epstein files. Trump’s vilification of Boebert was one of three Massie-centric rants Trump posted on Saturday. In them, he called Massie a “major sleazebag,” a “loser,” an “insult to our nation,” and an “disloyal, ungracious and sanctimonious FOOL.”
Massie gets high marks from right-wing evaluators of his voting record, but has refused to support several Trump undertakings. In Trump’s first term, Massie tried to thwart the $2 trillion Covid-19 “relief” package. Last May, Massie was one of only two Republicans to vote against the “Big Beautiful Bill.” The last straw was Massie’s condemnation of Trump’s June 2025 decision to join Israel in waging war on Iran, and Massie’s introduction of a war powers resolution to prohibit further military action without congressional consent. Within days, the PAC funded by three pro-Israel billionaires was launched.
Asked if he would change his party affiliation to Democrat, Thomas Massie replied:
“I vote with Republicans 91% of the time, and the 9% I don’t, they’re taking up for pedophiles, starting another war, or bankrupting our country.” 🔥 pic.twitter.com/5UOfWYSEvh
— Wide Awake Media (@wideawake_media) April 23, 2026
Massie has repeatedly put a spotlight on the fact that Gallrein’s campaign is being turbocharged by pro-Israel forces. In a “debate” on public TV that Gallrein opted out of, Massie told the audience:
“This is another reason I’m in trouble with the swamp, why they want me gone. 95% of my opponent’s donations come from the Israeli lobby. This comes from Miriam Adelson, Paul Singer, John Paulson, AIPAC. They put millions of dollars into this race for one simple reason: I’ve never voted for foreign aid, not to Ukraine, not to Egypt and not to Israel.”
The Massie campaign has countered the Israel lobby’s enormous monetary onslaught to some extent via small-dollar donations from thousands of supporters from across the country, achieving particular success with three “moneybomb” campaigns. The “Finish the Fight Moneybomb” raked in more than $2.4 million, and a “Final Countdown Moneybomb” that started on Saturday had $31,000 in the early-Sunday hours.
Tuesday will also bring primary elections in Alabama, Georgia, Idaho, Oregon and Pennsylvania. However, on both sides of the aisle, all across the country — and in Israel — none will be more closely-watched than the Kentucky 4th Congressional District race in which Trump and his pro-Israel allies have gone all-in to remove Massie.
Tyler Durden
Sun, 05/17/2026 – 22:45
