I don't know that the choices are really that substantial and i doubt it would change often unless your team changes drastically, i mean think about it, to optimize a great team u would want all of ur characters be doing one form of DMG, whether its magical or physical, so u don't have to worry about taking down two different health bars when it is unnecessary. And from there it is a mop up, cause unless your auto attacking you are going to be trying to apply something to the enemy.

I do however like the idea of random chances and penetration factor, it would add something new but i would want to see it in use to see how it runs. Nice thinking man