"Shark Tank" star Kevin O'Leary explains President Donald Trump's "tariff signal" to world economic leaders on "The Story." ...

Arlene Dickinson says says former "Dragon" Kevin O'Leary isn't speaking on behalf of Canadians and is "negotiating against ...

U.S. President-elect Donald Trump says he would use economic force to annex Canada. Canadian celebrity investor Kevin O’Leary ...

Kevin O'Leary, who said a U.S.-Canada merger might make some sense, visits Trump in Palm Beach at Mara-a-Lago with Alberta ...

Kevin O'Leary has detailed the priorities of US President Donald Trump, which include tax cuts, deregulation, tariffs, and ...

After Trump claimed on social media that Canadians could pay 60 per cent less in taxes by joining the U.S., O’Leary told Fox ...

Arlene Dickinson, a celebrity investor on the CBC show 'Dragons' Den' and a member of the Canada-U.S. Council, criticized ...

Canadian-born businessman Kevin O’Leary has been pushing the potential benefits of an ‘economic union’ with the U.S., but at ...

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

Shark Tank investor Kevin O'Leary has been vocal about his stand on the TikTok ban judgment and other political news which has the potential to affect the future of America.

Charlie Angus, a member of Canada's Parliament, ripped O'Leary for claiming that he could help cut a deal for an "economic union" between the U.S. and its northern neighbor.