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

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

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 ...

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.

Celebrity investor Kevin OLeary said Trump idea to annex Canada provides opportunities for both countries Read Full Article ...

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 ...

Kevin O’Leary has volunteered to lead the charge in making Canada the 51st state of the U.S., but many Canadians aren’t standing with him.

Kevin O'Leary proposed for the U.S. and Canada join like the European Union, but would Donald "Mr. Brexit" Trump go for it?

Because if you figured out a way to put these two countries together, it would be the most powerful country on earth,” Kevin O’Leary declared on Fox News.