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 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 ...

Shark Tank's Kevin O'Leary recently supported an idea proposed by President-elect Donald Trump on turning Canada into a state ...

Kevin O'Leary's interest in unifying the US and Canada followed Trump's repeated suggestions that Canada should become 'our ...

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.

Kevin O'Leary volunteered to negotiate an "economic union" between Canada and the United States instead of Prime Minister Justin Trudeau.

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

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

A 'Shark Tank' star and investor has claimed Canadians support Donald Trump's proposal for the country to join the US. Kevin ...

Since winning the 2024 election, Trump has warned of imposing additional tariffs on U.S. imports from China, Canada and Mexico.