The CNN commentator reminded the "Shark Tank" investor about his ties to the president-elect in a tense on-air exchange.

Kevin O’Leary almost passed on Shark Tank, calling it a "failure" before the show skyrocketed to success. Now he's the 3rd ...

Davos, Switzerland used to be one of the world's top hotspots for the wealthy elite to hobnob with global heads of state. But ...

In a recent video posted on Kevin O'Leary's Instagram account, the investor shared his opinion on the swirling rumor about ...

Thanks to his friendship with Mar-a-Lago member Bill Pulte, O’Leary has had the chance to hang around with the likes of ...

After Kevin O'Leary tried to paint Trump as good in his legal troubles, beloved comic and icon Jon Stewart roasted him for ...

Shark Tank investor, Kevin O'Leary, is known for his love of watches. He has often shared posts on his social media about various brands that he finds unique, both luxury and nonluxury.