The serial entrepreneur picked up his competitive streak from the late Steve Jobs—and says the mindset has also helped him ...

Serial investor Kevin O’Leary says great entrepreneurs like Steve Jobs and Elon Musk shared one quality: being able to drown ...

CEO Elon Musk may not agree on everything these days, except, perhaps, the potential for a viable third political party. But ...

Shark Tank investor Kevin O’Leary voiced concerns about several aspects of the Big Beautiful Bill touted by US President Donald Trump on Thursday — echoing comments made by Elon Musk amidst a ...

Kevin O'Leary says Elon Musk’s criticism of President Donald Trump’s spending bill was triggered by rising federal deficits and soaring post-pandemic government debt.

Kevin O'Leary says Trump and Musk's feud is a good thing, as they need each other for their respective agendas. Trump's allies urged them to reconcile.

Entrepreneurs sign up for sacrifice—just ask Elon Musk, who said 2008 was "the worst year of my life" and that on the Sunday before Christmas, he thought he was on the verge of a nervous breakdown, ...

Shark Tank investor and entrepreneur Kevin O’Leary addressed recent headlines surrounding the public tension between Elon Musk and U.S. President Donald Trump by emphasizing that it has no ...

Shark Tank investor Kevin O’Leary uploaded a video on Instagram on June 9, 2025, commenting on the feud between Donald Trump and Elon Musk, following Musk's departure from DOGE.

Kevin O’Leary said Tesla shareholders are "used to the chaos" after the company's stock price dropped as much as 17% amid Elon Musk's feud with President Donald Trump.

In a heated debate on Piers Morgan Uncensored, Scott Galloway criticized Elon Musk's personal behavior while Kevin O'Leary defended his technological achievements, with Galloway saying, "I think ...

Kevin O’Leary's weighing in on the Trump vs. Elon feud -- and he’s not holding back. Mr. Wonderful’s dropping truth bombs, no filter, no fluff.