Some people send risky text messages or go sing karaoke after having a few drinks with friends. Entrepreneur and investor Mark Cuban took it a few steps further, spending six figures to buy a lifetime flight pass.
It was 1990, and Cuban — age 32 at the time — had just become a millionaire by selling his software startup MicroSolutions to CompuServe for $6 million. “My buddies and I went out and just got destroyed,” he told the “Club Shay Shay” podcast last week. “They’re like, ‘What do you think you’re going to do with all this money?’ And I’m like, ‘I don’t care about cars or houses, but boy, you know, I fly a lot for work.'”
Cuban didn’t know if lifetime flight passes even existed, he said, but he grabbed a phone and dialed up American Airlines anyway.
“I called them up and just slurred my words, ‘Do you guys sell lifetime passes?'” said Cuban, now 66. “I …