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Barchart
Caleb Naysmith

Billionaire Mark Cuban Says He Got Rich And Drunkenly Bought A $125K American Airlines Lifetime Pass —‘I Called Them Up And Just Slurred My Words’

For many new millionaires, the first splurge is easy to predict: a sports car, a waterfront mansion, or a watch with more diamonds than common sense. Mark Cuban had something else in mind. He wanted to make airports feel a lot smaller.

The billionaire entrepreneur has long said time is life’s most valuable asset, and one of his earliest millionaire purchases reflected that philosophy. Speaking on the “Club Shay Shay” podcast in 2024, Cuban recalled how celebrating the $6 million sale of his software company, MicroSolutions, led to one of the most memorable investments he ever made.

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