Mark Cuban forced to play nice with President Trump after agreeing to be business partners

Billionaire Mark Cuban stood on the White House stage on Monday next to the man he tried to avoid from the Oval Office last year.
The former “Shark Tank” star and outspoken Kamala Harris surrogate appeared alongside President Donald Trump during the launch of TrumpRx.gov, a new initiative aimed at lowering the cost of 600 generic prescription drugs.
A year after trying to stop Trump from winning, Mark Cuban is now helping Trump sell cheaper prescription drugs to America. ((Photo: Chip Somodevilla/Getty Images))
The program partners the Trump administration with major private sector companies including Amazon, GoodRx and Mark Cuban Cost Plus Drugs, officially making Trump and his Cuban business partners after a history of heated political attacks.
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Throughout much of the campaign cycle, Cuban repeatedly criticized Trump’s economic policies while campaigning for Harris.
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Mark Cuban speaks onstage during the “Can Media Survive AI? The Fight for Public Trust” session of the 2026 SXSW Conference and Festival on March 14, 2026 in Austin, Texas. (Nicola Gell/Getty Images)
Monday’s appearance was a dramatic one, based on their collective criticism.
The strange alliance came shortly after Cuban admitted he regretted selling a majority stake in the Dallas Mavericks to the Adelson family, led by billionaire Miriam Adelson, one of Trump’s biggest donors.
“I regret who I sold to,” Cuban said on a podcast recently after the franchise traded for superstar Luka Dončić.
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When a reporter pointed out how “remarkable” it was to see two former rivals share the stage, Trump quickly hit out at the billionaire.
“Well, he made a mistake. It was a big mistake,” Trump said, causing the crowd, even Cuban, to burst into laughter.
After the press conference, Cuban was mobbed by reporters who asked if he regretted his support for Harris during the election.
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Cuban dismissed the question and said, “I don’t get into my own politics at all.”
Instead, the minority owner of the Dallas Mavericks framed the partnership as a bipartisan effort focused on lowering health care costs.
“Democrats want cheaper drugs, too. When all is said and done, the goal is the goal. How do we make drugs and health care cheaper? That’s all I care about,” Cuban said.

Politics aside, Mark Cuban walked away from the White House on Monday in a way few could have predicted a year ago: He became one of Trump’s business partners. (Photographer: Jim Lo Scalzo/EPA/Bloomberg via Getty Images)
When reporters pressed him again about Trump, Cuban urged people to put politics aside and focus on the bottom line.
“The way I always look at politics and any politician is, all I care about is can they reduce the stress of the American people?” Cuba said.
“This, TrumpRx and Cost Plus Pharmaceuticals working together, is a step towards reducing your stress. To me, that’s the ultimate goal,” Cuban added.
As a billionaire who spent months campaigning against Trump, Cuban now finds himself helping to promote one of the president’s biggest healthcare initiatives.
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They’re… best friends now.
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