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Sorry, but there isn't any way to get multiple Valkyries in one playthrough. You can get multiple Assassins/Zenmasters by giving the respective items that you need to gain those roles to a different character while the guildmaster is telling his speech. Just pass the item before you answer yes or no as to whether you want to change to that class. This will only work if your game is not patched though.
You could carry your assassins, zenmasters and valkyries into a new game. Just reset adventures; all your characters will be there from your previous go through with all items, abilities, etc.
-Jafin
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