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

Tech Insider : Politics
Mark Cuban and Donald Trump sit at a table.
Mark Cuban and Donald Trump are old frenemies.

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Mark Cuban says he's glad he never hung out with Diddy

Tech Insider
Mark Cuban attending a basketball game in Boston, Massachusetts; Sean
"I'm sure glad that I didn't hang out with him," Mark Cuban told Theo Von when the comedian asked him about his relationship with Sean "Diddy" Combs.

Brian Fluharty via Getty Images; Dave Benett/Getty Images

Mark Cuban tells 'faithful soldier' Elon Musk that Trump will eventually turn on him

Tech Insider : Politics
Mark Cuban (left) and Elon Musk (right).
Mark Cuban warned Elon Musk on X that Donald Trump is only loyal to himself.

Christopher Willard/ABC via Getty Images; Alain Jocard/AFP via Getty Images

Mark Cuban says Trump has turned the GOP into his family business

Tech Insider : Politics
A composite image of Mark Cuban and Donald Trump with straight faces.
Mark Cuban and Donald Trump

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Mark Cuban is worth $5.7 billion. Here's how the 'Shark Tank' investor makes and spends his fortune.

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Mark Cuban
Mark Cuban.

Michael Cohen/Getty Images for The New York Times

Mark Cuban wants Trump supporters to tell him what startups their man has backed that didn't involve a member of the Trump family

Tech Insider : Politics
Mark Cuban attending a basketball game in Los Angeles, California; Donald Trump speaking at a campaign event in Potterville, Michigan.
"For all Trump supporters. A question. Which startups has Donald Trump ever invested in that didn't involve a family member?" billionaire investor Mark Cuban said in an X post on Sunday.

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Mark Cuban says he's still going to use X even if Elon Musk calls him a racist

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Mark Cuban at the Crypto.com Arena in Los Angeles, California; Elon Musk attending the annual Breakthrough Prize ceremony in Los Angeles, California.
"The signal to noise is far better on Threads. But the breadth of content is far better here. So here I am," Mark Cuban said of X, formerly Twitter.

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Mark Cuban says Elon Musk's 'biggest power play' on X is letting users think they have free speech

Tech Insider
Mark Cuban at the Paley Museum; Elon Musk speaking at Parrish Art Museum.
"He is the ultimate arbiter of everything on here. And the biggest power play is him making everyone think their speech is free speech," Mark Cuban said of Elon Musk's ownership of X.

John Lamparski via Getty Images; Jared Siskin/Patrick McMullan via Getty Images

Mark Cuban is asking Elon Musk to post X's algorithm source code

Tech Insider
Mark Cuban attending a basketball game in Boston, Massachusetts; Elon Musk speaking at the Milken Institute's Global Conference in Beverly Hills, California.
"Can you post the expected algorithm source code, before you implement them? So users can give feedback?" Mark Cuban wrote in an X post to Elon Musk on Sunday.

Brian Fluharty via Getty Images; Apu Gomes via Getty Images

Mark Cuban sees a new Democratic Party under Kamala Harris

Tech Insider : Politics
Mark Cuban, Kamala Harris
Billionaire Mark Cuban expressed further support for Kamala Harris after the Democratic National Convention, arguing that she is redefining the Democratic Party.

Kevork Djansezian/Getty Images, Jacek Boczarski/Anadolu via Getty Images

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