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Round 1: Legends versions
Round 2: Canon versions for Maul, Obi Wan, Luke

Who wins

Round 1: Maul beats Kenobi at sabers only; Luke should be able to defeat Malgus, but I don't know if it'll be in time to save Ben.

Round 2: The gap between Malgus and Luke widens. This is why putting a canon only version is retarded. Ben holds up longer against Maul. He wins via environmental factors / Maul's mental vulnerability.

The Jedi, both rounds.

It's pretty even. Sith win tho