“Even the other people on Shark Tank think he is an a**hole”: Kevin O’Leary Got No Mercy From Jon Stewart When He Exposed His Nasty Moves

Kevin O’Leary’s public opinion keeps shifting. Although he has been a part of Shark Tank for a very long time, it would seem that his personality and several decisions that he has taken have caused the world to think poorly of him. One of the more interesting reasons why many have a problem with him is because of his political opinions.

The businessman has been a very public supporter of the Republican Party and Donald Trump, going as far as to voice his opinions without much filter. With this, it is only natural that he would face some backlash. However, no one expected the legendary comic, Jon Stewart, to deliver the biggest blow.

Kevin O’Leary’s controversial opinion on Donald Trump’s legal troubles

In 2024, Donald Trump faced a very public trial with the law for a civil fraud case. This was naturally a very conflicting moment for the nation. While some demanded that he pay his dues, others stated that such things are quite common in investing and his crimes were victimless, so he should not be scrutinized.

Amid all the discussion, Shark Tank host Kevin O’Leary also discussed his thoughts on the subject during an interview with CNN. He stated that the decision to use the legal system to hold Trump accountable did not go very well with the investment community, as they were worried about who would be next on their proverbial kill list.

That didn’t go over very well with the investment community because we’re all asking each other, ‘Who is next?’

Among Trump’s charges were falsification of business records in the second degree, issuing false financial statements, insurance fraud, and conspiracy. With this, many pointed out that there was no victim to his actions, so he should have been tried accordingly.

Everything that you just listed off is done by every real estate developer everywhere on Earth in every city. This has never been prosecuted.

To this, O’Leary added that these crimes are committed by every real estate developer and have never been prosecuted before. There is no denying that his logic was flawed. However, no one expected Jon Stewart to roast him for his tone-deaf comments on a very serious matter.

Jon Stewart put a mirror in front of Kevin O’Leary

After Kevin O’Leary gave his thoughts about Donald Trump’s legal troubles, he very quickly found himself going viral for the wrong reasons. Amid all the conversation around his peculiar stance on the issue, Jon Stewart also talked about the topic on the Daily Show.

There is a theory and law that if enough people commit a crime, it automatically becomes legal. You’re familiar with The Purge, are you not?

He started off strong, pointing out that the Shark Tank judge was trying to paint the investment community as some kind of marginalized group that was being subject to unfair treatment. He pointed out that the truth could not be further from the truth, and with the amount of power they hold, they need to be kept in check.

I am surprised to hear this from Kevin O’Leary, the guy who’s such an a**hole that even the other people on Shark Tank think he’s an a**hole. I’m surprised to hear that he’s so chill about overvaluing something that he thinks is victimless, because when someone tries to do that to him…

The comedian then added that he was quite shocked that these words were coming out of O’Leary’s mouth, joking that he was the most disliked judge from the beloved investment show. He even rolled a compilation of the businessman getting upset at companies “overvaluing” themselves on Shark Tank.

It is safe to say that the world was not happy with what O’Leary had to say about the matter, but it would seem that Stewart took special offense.

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