I don't see them fighting. They probably both view violence as a last resort. And both are pretty wise and could resolve their differences another way. But if they did master splinter would win, obviously.
Unless cap has his gun he will have a hard time getting a hit on obi I would imagine. Shield will probably help against light saber but its not a perfect defense.
pirates and ninjas set aside their differences and let some other 2 factions fight, then sweep in and clear them both out. Whoever is left after that, and hope they havn't been bit.
Dick grason in the beyond series is still quite impressive, given the right conditions he could probably take terry in that comic. I would assume that going with nightwing in his prime he should be able to take it. Depends how long terry has been batman
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