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2. Mark Cuban

Mark Cuban, the owner of the Dallas Mavericks, is definitely flying in style. The entrepreneur owns a Boeing 767-277 that’s worth an estimated $144 million. He purchased the plane after chartering it on a transatlantic flight, and once he had it in his possession, he went to work refurbishing it to his standards. The jet reportedly has been redesigned on the inside to include more leg room and larger seats to accommodate the large basketball players on his team. Mark Cuban and his smaller Gulfstream jet were even featured in the HBO hit movie, Entourage.

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