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

O’Leary Ventures chairman Kevin O’Leary describes attending President Donald Trump’s inauguration and reacts to Trump’s quick ...

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” star Kevin O’Leary said Monday that the concept of the U.S. and Canada merging into one country is “very ...

Entrepreneur and “Shark Tank” investor Kevin O’Leary said Wednesday that the ceasefire-hostage agreement between Israel and ...

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 ...

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 ...

Canadian businessman Kevin O'Leary said Monday that he told U.S. President-elect Donald Trump that he was wasting his time meeting with Canadian Prime Minister Justin Trudeau.

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