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You could probably put it inside the normal one. I have it separate because I wondered if perhaps the editor, not seeing, might mess with it.
For limiting the 1) to two, I would make two versions, each being unique like I did with the attribute advances. Hero Lab does not interact with Advances like it does the other things so it would not see if you tried to specify how many times. Also, you cannot preclude an Advance (like if you have a setting that wants to turn one off).
An idea for 2) is to see if you can make one that has the Knowledge skill bootstrapped twice. I do not know if an Advance can bootstrap anything, but if it can, you can bootstrap something to the same object more than once.
Evil wins because good rolls poorly .... or the players are not paying enough attention to the game.
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