Shark Tank investor Kevin O’Leary lamented that the Canadian government that will replace Prime Minister Justin Trudeau ...

O'Leary Ventures Chairman Kevin O'Leary comments on Canada's trade relationship with the U.S. and the Democratic Party's ...

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.

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

Kevin O’Leary, the billionaire star of Shark Tank who previously mounted a bid to serve as the prime minister of Canada, told Fox News’ Bill Hemmer that President-elect Donald Trump had not ...

Arlene Dickinson, an investor who appears on the popular reality TV show, says former Dragon Kevin O’Leary’s recent comments ...

Arlene Dickinson, an investor who appears on the popular reality TV show, says former “Dragon” Kevin O’Leary ‘s recent ...

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.

“Shark Tank” star Kevin O’Leary said Monday that the concept of the U.S. and Canada merging into one country is “very interesting.” “I went to Palm Beach for a couple of days.

"Shark Tank" star Kevin O'Leary, who publicly backed Donald Trump's presidential bid and celebrated the president-elect's win in November, visited Trump over the weekend of Jan. 10, with a number of ...

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

President Donald Trump has never been shy about his love for tariffs – he once called them "the most beautiful word in the dictionary." While experts debate their effectiveness, "Shark Tank" star ...