For Mark Cuban, the gloves have been off when it comes to Donald Trump for years. Cuban has gone after the Republican presidential candidate quite often, even referred to Trump as “that friend that you just shake your head at.”
Back in 2012, Cuban pledged $1 million to the charity of Trump’s choice if he shaved his head. The dare was in response to Trump’s challenge to President Barack Obama to release his college transcripts and Donald would give $5 million to charity.
A year ago, Cuban questioned Trump’s claims that he’s worth $10 billion and called the real estate mogul a “paper tiger.” Bloomberg evaluates Trump’s current net worth to be $3 billion.
About Trump’s overbranding from everything from steaks to vodka to board games, Cubes asked the Donald, “Are you that desperate for money?”
In May, the Shark Tank entrepreneur said Trump is “that guy who’ll walk into the bar and say anything to get laid.”
However in July of last year, the frigid relations seemed to be thawing. Cuban said Trump was “probably the best thing to happen to politics in a long long time.”
“I don’t care what his actual positions are,” Cuban wrote last summer. “I don’t care if he says the wrong thing. He says what’s on his mind. He gives honest answers rather than prepared answers. This is more important than anything any candidate has done in years.”
To which Trump responded by saying:
Thank you @mcuban for your nice words. I am rapidly becoming a @dallasmavs fan!
https://t.co/sLXkCh9qfg— Donald J. Trump (@realDonaldTrump) July 28, 2015
On Wednesday night’s Late Show With Stephen Colbert, Cuban had a much, much different view of Trump.
“I mean he had a really good chance to be different and really have a chance to change things, but he doesn’t do the work. He’s lazy.”
This week Cuban said he was “so wrong” about Donald and pledged to the #NeverTrump movement.
https://twitter.com/mcuban/status/755594505672200194
https://twitter.com/mcuban/status/755595649245061120
https://twitter.com/mcuban/status/755599496445210624
The Dallas Mavericks owner launched a no holds barred attack on Trump.
Cuban slammed Trump with a roast battle-like atmosphere, with Colbert as his hype man.
“When you’re going through customs and they ask if you’ve got anything to declare, try not to blurt out ‘bankruptcy,’” Cuban mocked Trump. “Oh, that’s a billionaire bitch slap,” Colbert said.
Cuban kept the insults coming.
“Donald, do you know that to be a billionaire, you have to have the billion part in your bank account. Not just the air.”
Then Cubes ended with the mic drop insult.
“Donald, the only way you’re worth $10 billion, is if I paid you $9.5 million to wash my balls!”
Tonight's Gloves Off segment with @mcuban and @StephenAtHome, in one GIF. (Thank you, @giphy.) pic.twitter.com/0q2PpbrQ4j
— The Late Show (@colbertlateshow) July 21, 2016