The CNN commentator reminded the "Shark Tank" investor about his ties to the president-elect in a tense on-air exchange.

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 ...

Shark Tank investor, Kevin O'Leary, has proposed a deal to TikTok to buy the algorithm at $20 billion. He is calling this the ...

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

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 ...

Sturgeon Lake Cree Nation is raising concerns about a proposed AI data centre in their traditional territory. Celebrity ...

The Canadian Dream has been a nightmare for the past nine years, Kevin agrees, and except for some legacy businesses, he hasn ...

On their own these imply a massive surrender of national sovereignty: that, indeed, was the intent of the EU’s founders. But ...

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 ...

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

Shark Tank” investor Kevin O’Leary said in a new interview conversations and other activities at President-elect Trump’s ...