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Why It Matters: Cuban’s relationship with Trump has been a rollercoaster ride. He previously saw Trump as a disruptor who could shake up the status quo, a trait he admired.

“I actually started off supporting Donald and then I got to know him better. I was like, ‘He’s great, he’s not a typical Stepford candidate.’ I thought that was a positive, and then I got to know him,” Cuban said in an interview with Vivek Ramaswamy last month.

The billionaire investor’s political stance has since evolved. He has been publicly endorsing Vice President Kamala Harris, the Democratic presidential nominee for the 2024 election.

Cuban has previously also labeled Trump as a “lousy president” and stated his preference for President Joe Biden over Trump. “I truly don’t hate him at all. I just think he was and would be a lousy president.”

 Earlier this month, Cuban also publicly questioned Trump’s track record of investing in startups outside his family businesses.

Cuban’s question went beyond finances, pointing to Trump’s character. When another user challenged the basis of his claim, Cuban highlighted that Trump, as a presidential candidate, must file financial disclosures with the FEC.

He added that he couldn’t find any evidence of Trump investing in businesses outside his family.

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Disclaimer: This content was partially produced with the help of AI tools and was reviewed and published by Benzinga editors.

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