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"The biggest lie I've been telling myself lately is that I've made it. I got to a point where I felt like I've kind of made it... but age is a number and I have more capital than I've ever had. I think I can still do it again." - Robert Herjavec

Here's a man worth hundreds of millions, with private jets and luxury beyond most people's wildest dreams, sitting across from Lewis and admitting he's been living a lie. At 62, Robert Herjavec thought he could coast – that success meant he'd earned the right to slow down. But something shifted. He realized that all those material markers he'd chased, from the Corvette to the G4 to the G6 jet, were just distractions from the real question: Had he truly reached his potential? The vulnerability in his voice when he talks about wanting to feel on his deathbed that "I couldn't have done more" hits different when it comes from someone who seemingly has everything.

What Robert reveals about redefining success will challenge everything you think you know about achievement. This isn't about accumulating more stuff or hitting bigger numbers – it's about the brutal honesty required to keep growing when the world tells you you've already won. His approach to handling criticism, leaving ego at the door, and finding fulfillment in the chaos of raising twins while still pursuing new ventures offers a masterclass in what it really means to live fully. If you've ever caught yourself thinking you've "arrived" or that your best days are behind you, this conversation will shake you awake.

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