On Monday, we witnessed something many thought we’d never see: a team-up involving President Donald Trump and Mark Cuban. The Shark Tank billionaire supported Democrat Kamala Harris for President in 2024 (more on that in a bit). Trump even reminded him of his ‘mistake’ while announcing the addition of 600 generic drugs from Cuban's Cost Plug Drugs coupon website to TrumpRx.
Here’s Trump poking fun at Cuban. (WATCH)
🚨 LMFAO!! Funniest president ever 😂
— Eric Daugherty (@EricLDaugh) May 18, 2026
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
Meltdowns incoming on BlueCry!
— Andrew 🇺🇸🍊 (@_AndrewMaga) May 18, 2026
just looked
— MikeWinovich (@MikeWinovich) May 18, 2026
apoplectic at bluesky over Cuban 😂
they're mean spirited to say the least
angry
They've lost Mark Cuban!
— Eric Daugherty (@EricLDaugh) May 18, 2026
That’s probably not entirely true, but Democrats on Bluesky see any friendly nod or outstretched hand to Trump as a total betrayal.
After the meeting, a reporter pressed Cuban on his past endorsement of Harris. Here’s his reaction. (WATCH)
🚨 NOW: Mark Cuban REFUSES to answer about if he regrets endorsing Kamala Harris back in 2024, after he joined forces with President Trump to lower drug prices
— Eric Daugherty (@EricLDaugh) May 18, 2026
Q: Do you regret supporting Harris?
CUBAN: I'm not going into my politics at all.
He's embarrassed, 2024 was a… https://t.co/uhptwW6xfX pic.twitter.com/5BjP0kvvG2
I dont blame him for being embarrassed for being a white dude for Kamala
— Cash Loren (@Cashloren) May 18, 2026
It’s highly doubtful Cuban is suddenly MAGA, but just saw a great business opportunity and took it.
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Commenters appreciate him not getting political and keeping his mouth shut.
That’s probably the smartest thing that I have heard come out of his mouth in quite sometime. Stay out of politics, nobody wants to be lectured by you just because you have money.
— Geo (@grs1925) May 18, 2026
— Asclepius 🇺🇸🦅 (@DepswaAsclepius) May 18, 2026
Harris belongs in the past. If Democrats are smart (and that’s a big ‘if’), they’ll bury her for good in the presidential primary when she runs again.
Some posters have a different theory to explain Cuban working with Trump. Others say any changes in Cuban are merely on the surface.
I think the Rachel Maddow comparison hurt his feelings.
— Putin Sock Puppet (@Me8441867930647) May 18, 2026
— MontyMan (@AorticDave) May 18, 2026
Cause he's a POS! Glad he's working with the President, but doesn't change his gaslighting views during the election!
— JustSoYouKnow✝️🇺🇸🦅 (@JSYKRobert) May 18, 2026
He blows with the wind. When it comes time to vote, he votes letter D "straight ticket." Zero research: all lefties are the same, no matter their tax bracket.
— The Magic Answer (@TheMagicAnswer) May 18, 2026
We expect that, come election time, Cuban will be back to being vocal in his support of Democrats.
