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 declared Sunday that President-elect Donald Trump shot a 68 in golf while the celebrity ...

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 ...

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 sellers.

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 ...

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

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 ...

"Shark Tank" star Kevin O'Leary, who publicly backed Donald Trump's presidential bid and celebrated the president-elect's win in November, visited Trump over the weekend of Jan. 10, with a number ...