I can't say that I think it would do one bit of good. You'll simply be viewed as an apostate and/or trouble-maker and no Witness (even if they're a doubter) is going to openly chat with someone who's viewed as a threat----unless they're looking to get DF'd. I think a better approach to getting Witnesses to perhaps think outside the Organization, would be to type up a list of problems with their doctrines, wait till the Sunday meeting starts and go and put one folded flyer on each car in the parking lot. Make sure the flyer is folded small and put under the wiper blade on the passenger side. That way, it won't draw too much attention to it and people might not see it till they get home.