Dallas Mavericks owner and Shark Tank judge Mark Cuban enjoys spending his billions. Like many celebrities, he’s charismatic, driven, and business-savvy. But sports teams and a Texas mansion aren’t his only notable acquisitions. Cuban also boasts an impressive collection of private aircraft in his hangar.

In fact, he holds a Guinness World Record for purchasing a private jet online in the ’90s.

How Mark Cuban made his billions

Cuban has a hefty net worth of upward of $4 billion. He made several smart and fruitful business choices that helped propel his wealth. His first big break came after he sold his software company in the 1980s, MicroSolutions. That deal made him $6 million.

But what really jettisoned him into billionaire status was when Yahoo purchased his internet radio company, Broadstream.com (formerly Audionet). In 1999, the company sold for $5.7 billion, and Cuban earned a cool $1 billion when he sold his shares.

Owning the NBA team, the Dallas Mavericks, is also a big part of his wealth and celebrity. Although he hasn’t sold the team, he bought it in 2000 for $285 million. Today, it’s estimated to be worth around $2 billion, making for a hefty potential return on his initial investment.

His world record-setting online purchase

In 1999, Cuban bought a Gulfstream V jet online for $40 million without even setting foot on the aircraft, Business Jet Traveler reports. But that’s not the only impressive part and not what made the news. What earned him the Guinness World Record was that the purchase was the largest single e-commerce transaction.

In fact, even with the rise of online buying and selling of all kinds of products, Cuban still holds that record to this day, Guinness World Records reports. 

The jet matches Cuban’s fast-paced lifestyle and allows him to zoom back and forth to his business and personal engagements. He told Business Jet Traveler that he fell in love with Gulfstream jets after he flew on a Gulfstream II in 1998. After that, he was hooked. He also took the advice of several pilots on what they thought would be the best private jet.

Owning private airplanes allows Cuban to be more connected to his businesses and his family because he never has to waste time waiting for and flying with commercial passenger airlines. It also saves him the additional cost of flying the Mavs around to their games.

Mark Cuban’s other private jets

After he bought the Gulfstream G550 in 1999, Cuban continued to build his airplane collection. His following purchase was a Boeing 757-200, which he still uses to transport himself and the entire Dallas Mavericks team. The 757 has a weight room, meeting areas, and spaces for medical treatments, Simple Flying reports. 

Cuban enjoys being close to the team and connected to their every move and game. He also defrays some operating costs by renting the aircraft out as a charter in the off-season. The 757 is the only plane Cuban rents out. His other aircraft are for his exclusive use.

Cuban also bought a Boeing 767-200 after that. The 98-seater was even more expensive and also used to ferry the Mavericks. It seems Cuban no longer owns the 767, though. Simple Flying notes the jet was sold to a company that deals in scrapping and breaking down airplanes for parts. Still, in the midst of the hyper-rich being so interested in space travel, Cuban’s airplanes are practical in comparison.