Kevin O’Leary simply walked away with a $2.8 million courtroom win. The Shark Tank investor secured a default judgment towards former crypto influencer Ben Armstrong, higher often known as BitBoy Crypto.

The humorous factor? Armstrong didn’t even correctly defend himself. A federal choose in Florida stepped in and awarded heavy punitive damages after claims surfaced that Armstrong publicly referred to as O’Leary a “assassin.”

• Choose Beth Bloom awarded O’Leary $2 million in punitive damages plus $750,000 for emotional misery.
• The court docket rejected Armstrong’s try to blame the default on psychological well being struggles and incarceration.
• Armstrong beforehand taunted O’Leary on-line, posting his private telephone quantity and alleging a cover-up concerning a 2019 boat crash.

The Feud Behind Kevin O’Leary Lawsuit

This entire battle traces again to a tragic 2019 boat crash involving O’Leary’s spouse, Linda, the place two folks misplaced their lives. She was absolutely acquitted in 2021. Case closed.

Years later, Armstrong went on-line and ignored that consequence fully. He posted claims saying O’Leary and his spouse “murdered a pair and coated it up.” Then it escalated. He shared O’Leary’s personal telephone quantity and urged followers to name him, throwing out strains like he was a “rabid canine” going after him.

At one level, Armstrong even mocked critics by asking, “What are you gonna do, sue me?”

Seems, that’s precisely what occurred. And on March 26, 2025, he acquired his reply in court docket.

Breaking Down the $2.8 Million Judgment

The ruling included $78,000 for reputational injury and $750,000 for emotional misery.

O’Leary even pointed to elevated safety measures and modifications to studio entry due to fears tied to Armstrong’s on-line following.

Then got here the true blow. An additional $2 million in punitive damages, meant to ship a message. Armstrong had already defaulted after failing to answer the lawsuit in 2025. He later tried to undo that default in early 2026, arguing incarceration and psychological well being struggles stored him from defending himself.

The court docket didn’t purchase it.

This judgment provides to what has already been a brutal stretch for Armstrong, who was pushed out of the HIT Community and is now looking at critical monetary fallout.

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