Are you hoping your hypothetical friend becomes atheist instead?
The problem I see is that you are correct when you say they want someone to tell them what to think. I would think that even if you wanted someone to become an atheist they would still need to research and be willing to do some critical thinking on their own. In my experience I do not see jw's who fit that criteria, critical thinking skills. I guess one would have to keep trying to find questions that challenge one to think in which you (as an ex jw) know there are not printed answers to. But then, what I find is that a jw who is not ready to become a 'lover of truth' of any kind, they just shut down. I think in the case of jw's you need to know both points inside and out. If Christian, then you better know your bible, if atheist then you better have a good handle on evolution and the like and doctrines of jw's.
The 'magic bullet' to get someone out seems to be the right question to get them truly thinking, one that they can feel passionate about, one that really matters to them on a personal level. Even then, they often are willing to push it aside out of fear. What if, it really is God' org? they really are led by the Spirit? right about the big A? Paradise earth? Surely these people have researched everything, haven't they? Why would God fearing people lie to us/me?
That's why it's called mind control.