#7 Kimbo Slice gets cannoned by Sean Gannon
His MMA career might have never taken off, but Sean Gannon can boast what no other man can, at least not officially. In 2004, the hollering crowd at Mat Santos Fight Academy in Cranston, Rhode Island was shocked into silence when the Boston police officer was the last man standing after a bare-knuckle brawl with Kimbo Slice.
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The “King of the Web Brawlers” couldn’t answer a count of thirty after being punched, kneed and choked by Gannon. The fight took place after Kimbo decided to put to the test Gannon’s theory that a trained martial artist could defeat a street fighter.
When videos of the fight surfaced, Gannon’s extracurriculars were investigated by the Boston Police, but on the other hand, it opened the cage doors of the UFC. Gannon would lose his lone fight in the company and retire from professional competition. He now works for the Boston Regional Intelligence Center, an elite anti-drug and gang information hub that also handles Homeland Security issues.