Anderson Silva would probably be the harder match up style for Machida.
The person who came closest to beating Machida was Tito Ortiz when he locked in that triangle choke as Machida was trying to jump on him on the ground. So maybe the best way to beat machida is to keep him off of his feet, never strike with a striker and he isn't too defensive on the ground.
So I think Shogun or Silva would give him a tough time.
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