Advice, and a warning:
You want to play devil’s advocate? Then the purpose in your words, actions, and fucking HEART had better be to help that person become Stronger, by having presented them with the angles of attack and rebuttal that will be leveled against them, and not some attempt to score points for your morally and intellectually bankrupt little worldview.
This is consistent with my understanding of הַשָּׂטָן. I take seriously the legends which teach that you do not want to invoke him sloppily.