Kevin O’Leary wins $2.8 million defamation judgment against BitBoy Crypto

Kevin O’leary Wins $2.8M In Court After Bitboy Crypto Defaults—Inside The Defamation Fight That Spiraled Into Heavy Damages.


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Ahmed Balaha

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Author

Ahmed BalahaConfirmed

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Since part of the group

August 2025

About the author

Ahmed Balaha is a journalist and copywriter based in Georgia with a growing focus on blockchain technology, DeFi, AI, privacy, digital assets and fintech innovation.

Last Updated:

February 14, 2026

Kevin O'Leary walked away with a $2.8 million courtroom win. A Shark Tank investor has filed a lawsuit against former crypto influencer Ben Armstrong, better known as Bitboy Crypto.

Funny thing? Armstrong didn't even defend himself properly. After it was revealed that Armstrong publicly called O'Leary a “murderer,” a federal judge in Florida stepped in and handed down a harsh sentence.

Judge Beth Bloom awarded O'Leary $2 million in punitive damages and $750,000 for emotional distress. The court rejected Armstrong's attempt to blame the problem on his mental health struggles and incarceration. Armstrong previously mocked O'Leary online, posting his personal phone number and covering the 2019 boating accident.

The feud behind Kevin O'Leary's lawsuit

All this fighting comes in the wake of the tragic 2019 boating accident in which O'Leary's wife, Linda, lost two lives. In the year By 2021, she is fully independent. Case closed.

Years later, Armstrong went online and completely ignored that score. He released claims that O'Leary and his wife “killed a couple and hid it.” Then it got worse. He shared O'Leary's personal phone number and urged his followers to call him, dropping lines like he was a “rabid dog” going after him.

Image 175
Source: ALM

At one point, Armstrong asked critics, “What are you going to do, sue me?” He mocked them.

Turns out, that's exactly what happened. And on March 26, 2025, he got the answer in court.

2.8 million dollar judgment

The verdict includes $78,000 for reputational damages and $750,000 for emotional distress.

O'Leary suggested security measures and changes to studio access due to fears about Armstrong's online presence.

Then came the real disaster. An additional $2 million fine intended to send a message. Armstrong In 2025, he failed to respond to the lawsuit and has already dismissed it. Later in the year In early 2026, he tried to reverse that offense, only to find that prison and mental health struggles left him unable to defend himself.

The court did not buy it.

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Source: Kids theme for Bitboy

The verdict adds to the brutality of Armstrong, who was ousted from the HIT network and is now facing a serious financial collapse.

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