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Is Mark Cuban the world’s most eccentric billionaire? 5 surprising moves from the Shark Tank tycoon, from offering US$1 million for Donald Trump to shave his head to buying a private jet online

Mark Cuban is a billionaire, philanthropist and a cast member of Shark Tank. Photo: @mcuban/Instagram
Mark Cuban is a billionaire, philanthropist and a cast member of Shark Tank. Photo: @mcuban/Instagram

  • The NBA Dallas Mavericks owner may be one of the world’s most fearless billionaires, making news for his investments and antics alike – like when he offered US$1 million for Trump to shave his head
  • He’s been fined millions for making controversial comments at the NBA, once worked a day at Dairy Queen, and splashed out US$250,000 for an American Airlines AAirpass

Mark Cuban, the 64-year-old American businessman, investor, philanthropist and TV personality, has achieved, experimented with and enjoyed a lot of things.

One may call his humble parenting style a sham or his investments outlandish. (By May 2015, this shark invested in 85 deals across 111 Shark Tank episodes for a total of US$19.9 million.) But it doesn’t take a genius to guess that Cuban is simply a man who does as he pleases.

“There’s no one more competitive than me. Business is a sport,” the billionaire once said. But all work and no play is not the Cuban way. He worked hard to make his millions – and knows how to spend it too, often with results just as out-there as his business sense.

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Here’s a closer look at the crazy and unpredictable antics of this fearless entrepreneur.

1. He offered US$1 million for Donald Trump to shave his head

Mark Cuban is a multibillionaire. Photo: @marc_oconnell/Twitter
Mark Cuban is a multibillionaire. Photo: @marc_oconnell/Twitter
Nearly a decade ago, the Dallas Mavericks basketball team owner put his sense of humour to good use. Donald Trump offered to give US$5 million to charity if then-President Barack Obama produced university transcripts and passport applications.

Former US president and republican presidential candidate Donald Trump attends the Oakland County Republican Party Lincoln Day Dinner in Novi, Michigan, US on June 25. Photo: Reuters
Former US president and republican presidential candidate Donald Trump attends the Oakland County Republican Party Lincoln Day Dinner in Novi, Michigan, US on June 25. Photo: Reuters

Cuban clapped back at the unreasonable request by announcing he’ll pay US$1 million toward a charity of his choice – if Trump shaves his head, per Forbes.

2. He has been fined millions for badmouthing refs