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

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 ...

Kevin O'Leary says he has a $20 billion cash bid out on TikTok in order to save the Chinese-owned app from the Supreme ...

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

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 ...

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 ...

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

"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 ...

Alberta Premier Danielle Smith says while she doesn't want to assume anything after her meeting with U.S. president-elect ...