All-In E198: In conversation with Mark Cuban

Key Discussion Points

Political Discussion & Views

• Cuban discussed his support for Kamala Harris, stating he's an independent who has voted for both parties historically
• Detailed his history with Donald Trump, including early business interactions and eventual political disagreements
• Criticized Trump's management style and communication approach while acknowledging his ability as a campaigner
• Discussed the border crisis and Harris's evolution on immigration policy

Business Ventures & Investments

• Explained his decision to sell 75% of the Dallas Mavericks, citing succession planning for his children and changing revenue requirements in sports ownership
• Detailed his work with Cost Plus Drugs, a venture aimed at reducing prescription drug prices by offering transparent pricing and eliminating PBM middlemen
• Discussed early entrepreneurial experiences, including working with Ross Perot and taking acting classes in LA

Technology & AI Views

• Expressed skepticism about current AI agent companies, believing agents will become features rather than standalone products
• Predicted widespread proliferation of AI models but uncertainty about which platforms will dominate
• Discussed Twitter/X under Elon Musk's ownership, debating whether free speech or business considerations were primary motivators

Healthcare Industry Reform

• Detailed how Cost Plus Drugs is disrupting traditional pharmacy benefit managers (PBMs)
• Explained their transparent pricing model and how they're passing savings directly to consumers
• Discussed building their own robotics-driven factory for manufacturing generic drugs

Notable Quotes

On his mission with Cost Plus Drugs: "When I'm gone, I want them to say 'Mother—, he did it. It was expensive when we were sick. It ain't expensive no more.' That's the ultimate mission."

On political parties: "Parties don't exist anymore. They're fundraising vehicles, and they have procedures in place... There are no political parties anymore."

Interesting Moments

• Cuban shared a story about meeting Ross Perot and almost knocking over his original Magna Carta
• Discussion of his early interactions with Trump at Mar-a-Lago and Trump Tower
• Explanation of why he won't run for president, citing family considerations