President Trump couldn’t resist taking a victory lap Monday when billionaire loudmouth Mark Cuban showed up at the White House to help tout cheaper prescription drugs through TrumpRx — and, naturally, the president made sure everyone remembered Cuban backed Kamala Harris in 2024.
“Well, he made a mistake,” Trump joked from the stage, grinning as reporters pressed him about teaming up with one of Harris’ loudest billionaire cheerleaders. “It was a big mistake.”
Cuban, to his credit, didn’t melt down or storm off to MSNBC. Instead, the former Dallas Mavericks owner chuckled and waved it away afterward.
“He was playing,” Cuban told reporters. “I’m not going to go there; it doesn’t matter.”
That’s probably because the political temperature in Washington suddenly changes when Trump starts delivering on an issue voters actually care about — like sky-high drug prices.
The White House event showcased the strange-but-effective alliance between Trump and Cuban, two billionaire showmen who’ve spent years trading jabs in public while quietly maintaining a decades-long relationship behind the scenes. Cuban has called it a “love-hate” friendship. Monday looked a lot more like the honeymoon phase.
🚨 LMFAO!! Funniest president ever 😂
REPORTER: It’s pretty remarkable seeing you and Mark Cuban up there, he endorsed Kamala Harris back in 2024
TRUMP: Well, he made a mistake!
CUBAN: 🤣🤣🤣
How the tables have turned! pic.twitter.com/qLwOXvkKJb
— Eric Daugherty (@EricLDaugh) May 18, 2026
Trump even complimented Cuban’s appearance before dropping what sounded like the setup to a campaign slogan. “We have the same thing — one thing — in common,” Trump said. “We want to make people better and keep them wealthy.”
Cuban insisted he wasn’t at the White House to relitigate the 2024 election or play partisan games. Unlike half the celebrity class that treated Trump voters like medieval peasants for the last decade, Cuban sounded almost refreshingly practical.
🚨 WOW! Mark Cuban — who opposed Trump in 2024 — just gave a GLOWING ENDORSEMENT of 47 and TrumpRx
“This is a SPECIAL partnership. 559 [of 600] of the new drugs are OURS!”
“Together, we’re gonna make something special.”
“Other than you, I’ve been the biggest proponent of… pic.twitter.com/gxv5kncdrm
— Eric Daugherty (@EricLDaugh) May 18, 2026
“My politics don’t matter to this at all,” he said. “The goal is to reduce the cost of healthcare, and we’re 100% aligned.”
The event centered around a major expansion of TrumpRx, the administration-backed prescription platform that will now offer more than 600 generic medications. Cuban’s Cost Plus Drugs — the company he launched in 2022 to expose inflated pharmaceutical pricing — is partnering with the program alongside Amazon Pharmacy and GoodRx.
Trump pitched the move as a direct shot at the bloated healthcare middlemen Americans love to hate almost as much as Congress. “Consumers will now have one source to ensure that they’re getting the lowest possible cost on their prescription,” Trump said. “So they have a real option now.”
And for once, this wasn’t one of those Washington “solutions” where taxpayers get soaked while consultants collect bonuses. Cuban’s company famously skips traditional insurance markups, selling drugs at cost plus a flat markup and shipping fee while publicly posting what it pays manufacturers.
Cuban repeatedly hammered home that healthcare costs aren’t a Republican or Democrat problem. “I’ll align with anyone,” he said. “If you’re going to make healthcare cheaper, you’re my new best friend.”
That line alone probably ruined brunch for half the resistance crowd in Brooklyn.
— Rapid Response 47 (@RapidResponse47) May 18, 2026
“I have a lot of respect for Mark, frankly, and I always have,” added the president.
Cuban similarly tried to keep partisanship out of the conversation as he was asked repeatedly about his leanings outside the White House.
When specifically asked about his support for Harris, he remarked, “I’m not going into my politics at all.”
Q: Do you regret supporting former Vice President Kamala Harris?
MARK CUBAN: I’m not going into my politics at all pic.twitter.com/2AZC5aVVqC
— Aaron Rupar (@atrupar) May 18, 2026
For years the blowhard practically made a second career out of sneering at Trump, cheerleading Harris and lecturing Middle America about politics from the safety of his billionaire bubble. But the second Cuban dared share a stage with Trump to talk cheaper prescription drugs, the left turned on him like a pack of caffeinated MSNBC panelists.
And suddenly, Mr. “Country Over Party” didn’t seem thrilled about being on the receiving end of the online mob he usually runs with. The “Shark Tank” star found himself getting roasted across social media by progressives furious that he’d even breathe the same air as Trump, let alone help advance one of his policy rollouts. Apparently, lowering drug prices is only noble when Democrats are doing the press conference.
Cuban initially fired back with both barrels in a profanity-laced X post aimed directly at his critics.
“If anyone thinks I’m going to put politics ahead of helping Americans reduce their cost of healthcare and pharmaceuticals, they are f***ing idiot,” Cuban wrote, before launching into a rant about runaway healthcare costs and Americans’ fears over affording medicine and treatment.
“Tell me one person who thinks that healthcare economics are well run in this country,” he added. “It’s the biggest affordability issue, and the greatest fear of most families is that they won’t be able to afford a significant healthcare or medication cost. The goal is the goal. And that goal is to change healthcare.” Not exactly the language of a man calmly ignoring the haters.
But in classic social-media-age fashion, the billionaire quickly hit reverse. The post vanished almost as fast as left-wing outrage cycles spin up. Cuban later returned with a softer follow-up, insisting the profanity distracted from his point.
“Deleted the last post because I decided cursing didn’t make my point,” he wrote. “It hurt it. And I rarely care about cursing.”
And in perhaps the biggest irony of all, Cuban ended up sounding a lot like the people conservatives have been warning about for years: exhausted by performative political outrage getting in the way of practical solutions.
Welcome to the club, Mark.












