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

Kevin O’Leary breaks down Trump’s tariff threats at Davos 'Shark Tank' star Kevin O'Leary breaks down President Donald Trump ...

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

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 ...

Kevin O’Leary says that he’s still interested in deal for TikTok, but that it’s no longer legally viable, even after Trump ...

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 ...

Arlene Dickinson, an investor who appears on the popular reality TV show, says former Dragon Kevin O’Leary’s recent comments ...

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

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