Kevin O'Leary clashes with liberal commentator over explosive ICE agent accusations during CNN debate

Kevin O'Leary clashed with former MSNBC host Tiffany Cross on Tuesday after she claimed ICE agents are "White supremacists" ...

'Wait Wait' for January 24, 2026: With Not My Job guest Kevin O'Leary

This week, Wait Wait is live in Chicago with host Peter Sagal, special guest Kevin O'Leary and panelists Adam Burke, Shantira ...

‘Whoa!’ Kevin O’Leary Stunned When Tiffany Cross Hits Him With Personal Attack in CNN Brawl

Tiffany Cross stunned prominent Trump fan Kevin O’Leary with a jab that made anchor Abby Phillip step in to say "Let's not ...
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Kevin O’Leary was cast in “Shark Tank ”and “Marty Supreme” for the same reason

Kevin O'Leary says Marty Supreme director Josh Safdie approached him for the role of Milton Rockwell in a remarkably similar fashion to how he was cast on Shark Tank nearly 20 years ago. O'Leary says ...

Woke CNN guest scolded for vicious personal attack on co-panelist Kevin O'Leary

Former MSNBC star Tiffany Cross was sparring with O'Leary about newly enlisted Department of Homeland Security agents and ...

Kevin O’Leary predicts US and Canada will ‘unite’ economies despite Trump’s tariff threat

O'Leary Ventures Chairman Kevin O'Leary joins 'America's Newsroom' to analyze President Donald Trump's threat of tariffs on ...