For the first point, even if it's optional, I feel it rather tedious and not a good way to solve random in order to give more choices to player.
For the second point, ok that's not really related to the D&D problem I mentioned but it's difficult to write a good story where opposite camp both "save the world". When you stay abstract it's fine when you enter in details that's another problem.
What you want is faction choices, I can understand that, it's an alternate design with plus but also with minus. Myself I'm ok to have something offering to the player some faction choices but don't feel it needs to be linked to story. In KBTL you can work for the king and use a full undead or demon army, fine for me.
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