I'm with Morrisamb here. I don't try to throw a wrench in the works, you just don't know what might happen. In my position as a technically inactive publisher, doing something like that may send enough of a ripple so that they do actually start shunning me, so that I won't be able to talk to anyone else anymore. Besides that, people do have a tendancy to project some kind of hidden agenda or ulterior motive, making up some story about you being unhappy and wanting them to be unhappy, even if the opposite is the case. The mere mention of anything that doesn't agree with them, even if you only express it as your own thoughts, will bring up judgements in most people's minds, and certainly more so with JWs. There are plenty of issues you can bring up, but I guess I'm just trying to deal with them as people too.
In Between, I think what you experienced with the U.N. issue was in fact a lack of desire for the truth. For anyone who wants to find out what the truth is, they have to first inquire. Someone who believes that they already know will tend to be closed minded, yet we see even the bible says it is noble minded to keep looking.
Since most people are used to looking at things with a dualistic view, it may be helpful to see how having these two sides can help an individual leaving their witness identity behind. I think it's all fine and good to have people who show you the way out, but then people usually need support after they leave. I don't think shredding JW's is support, which is also not a statement of judgement against those who do, I'm simply looking at it from the perspective of how the newly out person will get along in the world. One thing I think about is how the person can be free from even the identity of being an ex-JW. That's just another side of the same coin as far as I'm concerned. That's why when the witnesses do talk to me I just talk to them like a friend, they never seem to want to explicitly bring up anything, so I figure they're not ready for it. But at the point where they do decide to leave and they do know that I've been gone, I would think that friendliness will be remembered, along with comments about happy I seem and so on. So I see myself on this end of it, offering a kind of support. To be honest with you, I didn't know if this will work in practice, but I saw a glimpse of this at a recent ex-JW potluck, so now I'm thinking it is possible. In fact, the ones I talked to weren't even newly out, so I think this is something that is quite useful for ex-JW's in general.
Now of course this kind of begs the question, what exactly do I have to offer them? Well for a serious lack of better words, it would be something "positive" as opposed to "negative." (that being the negation of the truth of JW teachings and such) Of course, it would only be one way, and the things that have "worked" for me are simply there for them as ideas. I don't think most people are ready for a completely or even primarily negative way. Even though you might have a cleaner slate, it's just kind of heavy on that end whereas it could be more balanced, and it probably helps to see it in another "ex-JW." Of course, anyone can do that, and nothing prevents a person from working on both ends of the process. However, I just think it's worth pointing out that you have to have something "positive" to offer if you're going to do that. Someone who does not have it, and perhaps is even in need of it themselves are simply not in a position to offer anything on that end.