Canadian investor and “Shark Tank” star Kevin O’Leary said Thursday that he wants to help broker a deal with President-elect Donald Trump that would create some sort of “economic union ...

"You sacrifice everything, you do anything you possibly can — including firing your mother if you have to — to make that ...

Shark Tank star says there’s ‘something great’ about Trump wanting to make Canada the 51st state - “Because if you figured out a way to put these two countries together, it would be the ...

Shark Tank star says there’s ‘something great’ about Trump wanting to make Canada the 51st state “Because if you figured out a way to put these two countries together, it would be the most ...

Shark Tank investor Kevin O’Leary uploaded a video on Instagram on April 29, 2025, where he discussed the immediate next step for Canada now that Mark Carney's Liberal Party is back in power.

Shark Tank investor Kevin O'Leary says only 1 in 3 people have the determination to succeed as an entrepreneur and taste true freedom. He also praises Steve Jobs and Elon Musk for their high signal-to ...

Shark Tank star Kevin O’Leary realizes not everyone is a fan of President-elect Donald Trump’s idea of making Canada the 51st state—so he proposed an “economic union” similar to the European Union.

"Shark Tank” star Kevin O’Leary says the concept of the U.S. and Canada merging into one country is "very interesting," and said he discussed the idea with President-elect Trump.

Trump Skewered After His Wildest Canada Post Yet Donald Trump’s newest threat against Canada features a “Shark Tank” star.

Canadian businessman and Shark Tank television personality 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 an economic ...

Shark Tank star Kevin O’Leary praised President-elect Donald Trump’s continued fascination with annexing Canada as an American state, saying there was “something great” about it because it ...