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For 1, anyone can already take Weapon Specialization in the general feat table. Do you mean his monk level counts as his fighter level for the purpose of feat pre-reqs? I believe the Magus does something similar, so you might want to look at the Fighter Training class ability for an example script.
For the 2nd, I don't think you can do this. The lower attack bonuses are all hard coded and based on the attack bonus of the weapon, so there is not a way to change the differences between each from 5 to something else. The closest that I am aware you can do is to set the Helper.ExtraHigh tag on weapons, which is used for things like Haste and Monks spending Ki for an extra attack. That tag adds 1 extra attack at the highest bonus, without affecting subsequent attacks.
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