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Shark Tank investor Kevin O'Leary often shares his philosophies. A firm believer in separating emotions from his financial decisions, Kevin recently shared a video from an interview on his X account (formerly Twitter).
In the video, O'Leary candidly recounts how he once lost a staggering $750,000—a loss he attributes to letting his emotions "cloud his judgment." His story serves as a reminder of the importance of keeping your head clear when making financial decisions.
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The post was shared on February 22, 2025. In the video, Mr. Wonderful can be seen recalling the time when he lent a sum of money to a friend in need, and how it all went down the drain. Citing that he did not say no to the person when he asked for the money a second time, he admitted that he has now learned his lesson and would never do that again.
X users quickly responded to O'Leary's tweet and shared their own experiences.
A person on X wrote:
"Lol oh yeah, I lost 750k on a good idea once. Gawd That hurt. Some lessons scare more than others."
"It's true, emotional decisions can lead to major pitfalls. Keeping a level head is vital," commented an X user.
"Learn the lesson and move on. Next time, I’ll do research if the idea has the potential to ‘realistically’ not ‘in theory’ work in the given amount of time before committing," wrote another person.
"I had a situation where the family business lost $300,000 on a project. I spent six months correcting the issue with no income, and it has taken me three years to recover. It taught me a strong lesson in perseverance, commented another X user.
"Sorry but friends and business just don't mix. My experience is not on that scale, yet the same, commented another person.
"Yes Reflect on those losses Asking yourself, where did I go wrong? And what can I do different or better next time ... That's it Don't beat yourself up Don't cower from future risk Just learn those lessons that need to be learned, and keep pushing forward," wrote a person.
Here is how the Shark Tank investor Kevin O'Leary lost $750,000 because of his emotional response
Sharing a lesson that he learned the hard way, Shark Tank investor Kevin O'Leary recalled how he lost $750,000 because he trusted a friend and allowed his personal bias to come in between his business acumen. The caption of the post on X reads:
"Lesson learned! What would you do if you lost $750,000? Never let emotions cloud your judgement."
The Shark Tank mentor did not point out his friend's mistake but rather took accountability for himself, admitting that he should have known better. He recalled that once a friend asked him for $250k to start a company, and he happily helped. However, after 60 days his friend requested another $500k to make things work at his company, and Kevin helped him again.
Kevin revealed that his friend's company failed and he also lost his $750k. Citing this event as an example, Kevin said:
"I will never ever, ever do that again. So, I don't let emotion get in the way."
Shark Tank Season 16 is available on ABC Network to watch.
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