Mark Cuban drunkenly bought lifetime American Airlines flight pass for $125,000 — ‘and then I upgraded it’

Mark Cuban impulsively purchased a lifetime flight pass from American Airlines for six figures while intoxicated and celebrating his first major deal in 1990. After selling his software startup MicroSolutions to CompuServe for $6 million, the billionaire wasted no time indulging in the extravagant purchase. Cuban shared this anecdote during an interview on the “Club Shay Shay” podcast with host Shannon Sharpe.

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