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

Shark Tank investor Kevin O'Leary is known for staying at the top of industrial and market trends and he is doing the same ...

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

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

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 ...

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 ...

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.

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

O’Leary Ventures, Kevin’s venture capital ... is a friggin’ hero and she is going to bring capital back to Canada.” Kevin has been working on this project day-in and day-out, meeting ...