The TV personality claims people trust him to make the deal, but a poll found only a small minority of Canadians interested ...

"Wake me from this nightmare!" one social media user posted after the Fox News host leaned into Trump's idea to annex Canada.

Whether you land a 'Shark Tank' deal or not, Kevin O’Leary will definitely show you how to handle business and rejection ...

Now, MAGA fans are supporting the idea of O’Leary stepping up into a leadership role—even if it means Canada remains a sovereign state—as the latest way to stick it to liberals up north, particularly ...

Trump’s ravings about Canada began as a joke in response to Canadian Prime Minister Justin Trudeau’s warning that Trump’s ...

In an unexpected twist to international relations, Shark Tank star Kevin O'Leary has stepped forward as a potential dealmaker ...

In a bold move that's captivated both Wall Street and social media, Shark Tank's very own Kevin O'Leary has launched an ...

Donald Trump drew blowback on social media Monday after he shared a report on his Truth Social platform about Canadian “Shark Tank” star Kevin O’Leary’s wish to push forward with the idea of merging ...

The investor pointed out a significant issue with how the World Trade Organization (WTO) designates China as a developing ...

Canadian businessman Kevin O'Leary on FOX News discussed the advantages of combining the United States with Canada and its strategic natural resources, which would make the United States the most ...

Shark Tank's 'Mr. Wonderful' Kevin O'Leary thinks that President-elect Donald J. Trump's idea to add Canada to the U.S. is a winner.