Daredevil should win... as his agility and quickness along with his overall fighting skills should overwhelm Yip Man... Yip Man was badazz... well at least from what the Donnie Yen films showed us... but that aint messing with that dude in the Red Devil Suit.
I don't think the real Yip Man ever even fought any serious fights. The movie version might put up a good fight, but let's face it - Matt's taken on way better opponents. I mean, in the second film he had trouble against a British boxer... I think there might be another, even more exaggerated film version though with wire-fu powers. Maybe that one could do better.
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