Shark Tank” star Kevin O’Leary said Monday that the concept of the U.S. and Canada merging into one country is “very ...

O'Leary Ventures chairman Kevin O’Leary reacts to the resignation of Canadian Prime Minister Justin Trudeau and his efforts ...

Kevin O'Leary plans to acquire TikTok with the help of President-elect Donald Trump ahead of a potential ban in the U.S. He ...

Canadian businessman Kevin O'Leary said Monday that he told U.S. President-elect Donald Trump that he was wasting his time meeting with Canadian Prime Minister Justin Trudeau.

Charlie Angus, a member of Canada's Parliament, ripped O'Leary for claiming that he could help cut a deal for an "economic ...

Television personality Kevin O'Leary says he wants to "start the narrative" with U.S. President-elect Donald Trump to ...

Shark Tank' co-host Kevin O’Leary — who once ran for Conservative Party leader in Canada — said he's personally spoken Trump ...

O’Leary’s interest in unifying the US and Canada comes after Trump, 78, has repeatedly suggested in recent weeks that Canada ...

Shark Tank investor Kevin OLeary has stirred controversy with his latest comments advocating for a bold proposal: merging ...

Now, MAGA fans are supporting the idea of O’Leary stepping up into a leadership role—even if it means Canada remains a ...

Canadian businessman Kevin O’Leary proposed on Thursday that the United States and Canada eliminate the border between them ...