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 ...

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

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

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 ...

"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 ...

Kevin O'Leary is upset by former First Lady Michelle Obama's decision to skip President-elect Donald Trump's inauguration on ...

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

“Shark Tank” star Kevin O’Leary declared Sunday that President-elect Donald Trump shot a 68 in golf while the celebrity investor visited him in Florida. But skeptics pushed back at the claim ...