1 You don't ever roll for basic actions unless there's a reason to have a chance to fail. 

 2 Also without a reference to the math used for rolling I can't comment on the modifier bonuses for what you're proposing

3 That's already a given in most games that let you get an absurd amount of points into skills that let you brute force into the more impossible difficulties with a good enough roll.  

Hell anima already does that as a core presumption of your character by letting them by enlightenment and zen which lets you raise the cap on your skills into ranks that would let you do impossible things like swag so hard the weather changes dramatically to fit the mood you're going for