#4 Randy Couture
The Heavyweight champion at the time Dana became UFC president, Couture’s relationship with his new boss got off on the wrong foot when he refused to be included in the UFC’s earliest video game, back in 2002. Despite this, Couture became the UFC’s go-to guy for most of the decade, winning four titles along the way. But then came 2007. Couture – the reigning Heavyweight champion again – decided to walk out of the UFC, feeling his contract with them was preventing him from fighting former PRIDE champ Fedor Emelianenko, who had refused to sign with White and co.
Things got really nasty as Dana accused Couture of lying to him on numerous occasions during their time working together, and Couture responded by hitting the UFC with a lawsuit. Zuffa responded in kind – even banning Randy’s Xtreme Couture clothing line – but when it was clear he was on to a loser, Couture returned to the fold about a year after abandoning ship.
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The relationship was apparently healed, but when Couture retired for good in 2011, he once again burned his bridges with Dana: rather than take a job with the UFC and Fox as an analyst, he instead made the move to rival promotion Bellator. Dana was naturally furious and slammed Couture in the media at every opportunity.
Randy would probably still love to unleash his trademark ground-and-pound on Dana, but as it is, he’s now challenging the very system that allowed him to make his name by encouraging the US congress to impose the frankly dangerous Muhammad Ali Reform Act onto MMA. It’d be a move that would probably hurt Dana more than any right hook or elbow could.