Mark Cuban's $125,000 Drunken Purchase: An American Airlines Lifetime Pass

After selling his first company, Mark Cuban celebrated by buying a lifetime flight pass, a decision made during a night out with friends.

In 1990, Mark Cuban purchased an American Airlines lifetime flight pass for $125,000 after selling his company MicroSolutions for $6 million.
Cuban made the purchase during a night of celebration and drinking with friends, where he impulsively called American Airlines to inquire about the pass.
The lifetime pass, known as AAirpass, offered unlimited first-class travel and was discontinued for new members in 2022, with the program ending in 2024.
Cuban later transferred the pass to his father and, after his father's passing, to a friend.
Despite his wealth, Cuban advises living modestly and is known for his significant purchase of a $40 million Gulfstream G5 jet.