Kevin O’Leary’s countrymen are fed up with his supposed dealmaking to merge the U.S. and Canada. Canadians have come out en ...

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

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

O'Leary Ventures chairman Kevin O'Leary joins 'America's Newsroom' to discuss President-elect Trump's push for Canada to be ...

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.

Kevin O'Leary told Fox News' Bill Hemmer that President-elect Donald Trump had not heeded his advice to "stand down" on trolling Canada Tuesday.

US President-elect Donald Trump on Friday posted a media article on his Truth Social platform highlighting a suggestion by Kevin O’Leary, the Canadian investor and Shark Tank star, advocating for a ...

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

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

Kevin O'Leary confirmed Donald Trump is hosting discussions at Mar-a-Lago about integrating Canada into the United States as ...

It's no secret that a lot can change in a year. Here's what The Peak team thinks we should prepare ourselves for in 2025.