A history of Donald Trump and Mark Cuban’s ‘love-hate relationship’

Ahead of the 2024 election, Cuban has shared more on what changed his mind about supporting Trump.

Speaking with former Republican presidential candidate Vivek Ramaswamy in August, Cuban said he initially thought Trump was “great” until he “got to know him.”

“He’s not a typical Stepford candidate,” Cuban said. “I thought that was a positive.”

He added, “He was unethical then, and he’s still unethical.”

In an August appearance on “The Daily Show” hosted by Jon Stewart, Cuban shared the interaction with Trump that caused him to revoke his support.

“We were talking about this one debate for CNBC that he wasn’t going to be at — I’m like, Donald, why don’t you go to a local small business and sit there at the table and show off your business chops and show people you’re a businessman,” Cuban said. “He goes, ‘Mark, Donald Trump and Mark Cuban don’t go to people’s houses and have dinner, are you kidding me?’ That’s who he is.”

Cuban also told Stewart that when he asked Trump about his “ground game,” Trump replied, “Well, I got all these religious people who are going to do the work for me.”

In September, Cuban wrote on X that he thought Trump “was and would be a lousy president,” but that he doesn’t hate him personally.

“If he wasn’t running, I would be happy to take up his dinner invitation from when he was in office,” he wrote.

Cuban has also gone after Trump’s policies. In September, Cuban called Trump’s proposed 200% tariff on John Deere agriculture equipment produced in Mexico “insane” and a “good way to destroy a legendary American company.”