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While similar overall, Terry benefits from having a longer career both in terms of sheer number of games and opponents, but also variety of techniques and general statemenets of and feats of skill.
There's a huge blank gap in Ryo's life of which we know next to nothing, besides the fact he might be the head of the dojo where Marco Rodriguez formed himself., However, by the time of Mark of the Wolves Ryo is 8 years older than Terry but with a much emptier palmares. Both confronted Geese, but the one Ryo defeated was much less experienced and capable. Terry then has a better chain of masters and opponents overall, both in terms of quantity and quality.
So, while the Invincible Dragon would indeed be a tough and worthy opponent for the Hungry Wolf, I see the latter as more likely to score the W at the end.
 
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