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" ...

‘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 ...

Shark Tank's Kevin O’Leary thinks crypto bill is closer than Washington admits

O’Leary says crypto regulation is stalled, but not for long.

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 ...

Kevin O’Leary Loves Why His Companies Will Never Force a Return to the Office

People learned they don’t need to follow tradition to be productive, O’Leary said, and once that realization set in, “you’re ...

'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 ...

Trump uses Nicki Minaj and Kevin O’Leary to tout baby savings accounts

Trump brings out his ‘No. 1 fan’ Nicki Minaj and Kevin O’Leary to help him tout his baby savings accounts - The bizarre ...

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 ...
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Kevin O'Leary on fraud: "I want my money back!"

Kevin O'Leary On Fraud: "I Want My Money Back!" ...

Trump touts investment accounts for kids alongside billionaires, celebrities

President Trump on Wednesday touted his administration’s new investment accounts for children, which have been dubbed “Trump ...

Kevin O' Leary Says 'Game Is More Than Half Over' By The Time You're 45, So You Better Make Sure All Your Debt Is Paid Off

Turning 45 used to mean a nice dinner and maybe a few gray hairs. Now it might mean wondering why you're still buried in ...

Kevin O'Leary Says True Validation Comes From Paying Customers: 'You Do Not Start A Business Until…'

Investor and “Shark Tank” star Kevin O’Leary urged aspiring entrepreneurs to stop launching businesses out of pressure or obligation, saying success only comes when “strangers” are willing to pay for ...