Robert Herjavec Jokes About Working To Get A Bigger Jet Than Mark Cuban's. Cuban's 'Which One?' Response Hit Him 'Like A Ton Of Bricks'

Robert Herjavec, a familiar face on Shark Tank, recently returned to YouTube after a six-year break. In his new series, “Things I Learned from a Billionaire to Become a Billionaire,” Robert shares some of the most eye-opening lessons he got from his longtime Shark Tank co-star Mark Cuban. 

As Herjavec recalls, during a visit to a high school, a student asked Robert why he still worked so hard despite his success. In a playful response, Robert joked that it was so he could afford a jet bigger than Mark Cuban’s. 

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At the time, Robert says, “I had a great jet, but it wasn’t as big as Mark’s and if I’m being honest, it probably bothered me on some level.” Mark looked at Robert without missing a beat and said, “Which one?”

This was a humbling moment for Herjavec. He had focused on wanting a bigger jet than Mark – only to discover that Mark had three jets. Mark’s response made Robert think deeply about why he was working so hard.

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He realized he had lost sight of his original motivations. “When I started my company, I didn’t do it for a bigger paycheck. I simply did it to pay my mortgage – that was it – my entire goal in life.” 

He admits that he became sidetracked by the need to reach the next big, showy milestone and by comparing himself to others.

Mark Cuban's comment made Robert realize that the drive for more – more jets, more toys – wasn't what truly mattered to him. After a few days of introspection and refocusing, he concluded that creating something meaningful and pursuing his business passion was more important than acquiring more material possessions.

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Herjavec also acknowledges that despite the title of his new series, he isn’t quite a billionaire. He jokes about being a “billionaire in Australia,” which is “why he moved there,” but clarifies that he’s still on his journey to create more wealth and value for himself and others.

In the video, Robert also touched on several lessons from Mark Cuban over the years, such as the importance of expecting to win every time you step into a room or valuing time more than money. 

He also mentioned how Cuban’s level of confidence “shook” him. According to Robert, meeting Mark took his confidence to a whole other level and “has probably made me worth hundreds of millions of dollars more.”

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