Mark Cuban, Net worth: $4 Billion – Gulfstream V, Estimated $40 Million

Mark Cuban is a very successful businessman who is used to making a ton of money on a regular basis. Cuban always flies in style in his Gulfstream V, which is said to be worth around $40 million. Aside from this, he can also opt to rent a Boeing 767. Cuban owns the NBA team, the Dallas Mavericks. And when the team needs to travel, he makes them use a Boeing 757. A commercial plane is probably the last place you would see Cuban in. Cuban mentioned in March 2019 that he’s actually open to run as an independent candidate in the upcoming presidential elections.