Kevin O’Leary simply walked away with a $2.8 million courtroom win. The Shark Tank investor secured a default judgment in opposition to former crypto influencer Ben Armstrong, higher generally 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 known 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 relating to a 2019 boat crash.
The Feud Behind Kevin O’Leary Lawsuit
This complete battle traces again to a tragic 2019 boat crash involving O’Leary’s spouse, Linda, the place two folks misplaced their lives. She was totally 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 lined it up.” Then it escalated. He shared O’Leary’s non-public 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 obtained his reply in court docket.
Breaking Down the $2.8 Million Judgment
The ruling included $78,000 for reputational harm and $750,000 for emotional misery.
O’Leary even pointed to elevated safety measures and adjustments to studio entry due to fears tied to Armstrong’s on-line following.
Then got here the actual 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 gazing critical monetary fallout.
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