Canadian businessman Kevin O’Leary proposed on Thursday that the United States and Canada eliminate the border between them ...

Kevin O’Leary volunteered to head to Mar-a-Lago and negotiate an “economic union” with Canada instead of Canadian Prime ...

O'Leary Ventures Chairman Kevin O'Leary weighs in on President-elect Donald Trump's proposal to have Canada join the United ...

Kevin O’Leary talks up the country that ‘took the best from all around the world,' claiming it's 'where the money is' ...

Kevin O'Leary supports Trump's vision of Canada as the 51st U.S. state, citing potential economic benefits and public backing ...

Kevin O'Leary reveals that many Canadians are intrigued by Donald Trump's proposal to merge the U.S. and Canada, expressing a ...

O’Leary’s interest in unifying the US and Canada comes after Trump, 78, has repeatedly suggested in recent weeks that Canada ...

Kevin O’Leary is a tough nut to crack on Shark Tank. He didn’t earn the name Mr. Wonderful for his charm, he has built a reputation for being blunt, tough, and nearly impossible to impress. While most ...

Kevin O'Leary from Shark Tank said half of Canadians are interested in becoming a part of the United States but they do not ...

Shark Tank investor Kevin OLeary has stirred controversy with his latest comments advocating for a bold proposal: merging ...

Kevin O'Leary told Fox Business he is going down to Mar-a-Lago to pitch President-elect Donald Trump on joining the U.S. in ...

O'Leary proposed an idea wherein Canada and the US would essentially merge and said he believed as many as half of Canadians would support the union.