“ Shark Tank ” star Kevin O’Leary declared Sunday that President-elect Donald Trump shot a 68 in golf while the celebrity ...

One of Canada's "Dragons' Den" stars is breathing fire at a former co-star over Canada's approach to the Donald Trump White ...

O’Leary Ventures chairman Kevin O’Leary joins Fox News’ Inauguration Day coverage with his perspective on President Donald ...

Canadian businessman and investor, Kevin O'Leary, has proposed the idea of a 'uni-passport' to enable easier movement between ...

O'Leary, who has been a familiar face at Mar-a-Lago since Trump's November election win, posted an image on his X page of him ...

The CNN commentator reminded the "Shark Tank" investor about his ties to the president-elect in a tense on-air exchange.

Shark Tank” investor Kevin O’Leary said in a new interview conversations and other activities at President-elect Trump’s ...

O’Leary tells On The Money he’s teaming up with billionaire Frank McCourt and has enough money to both build out their own app and buy the name and business from the Chinese — if they are ...

The man hoping Canada would become part of the USA because Trump spewed the idea, Kevin O'Leary, is a dumbass. Appearing on CNN, O'Leary criticized Sen. Adam Schiff for questioning Pam Bondi during ...

Kevin O'Leary, who said a U.S.-Canada merger might make some sense, visits Trump in Palm Beach at Mara-a-Lago with Alberta ...

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