You are indeed in a difficult position and I admire you for being able to maintain the "connection" as you do. I did that for a little over ten years. Finally, I just couldn't live that way any longer. It was too hard on me, and really not fair to those who "thought" I felt as they did.
My feeling is, when it's the right time, a person will know it. As we have all experienced, being labeled and shunned is not the happiest of experiences; but when taken in proper context, we should feel more sorry for them and be glad we are free to be ourselves publicly and privately. Being a JW is so complex, because they have so many rules and regulations, and because the price is so high when you decide to leave.
Whenever someone brings up JW's and asks my opinion, I suggest to them that they need to research all aspects from every direction about that belief system BEFORE they go to any meetings or begin a free home bible study. I also tell them that I was inside for a very long time and that I speak from experience. There's really not much else we can do. Sometimes by getting into complex conversations and trying to sway someone, the person is actual more curious to find out more by personal involvement, even though I tell them it is a cultish group. I usually have some good web sites available to give them to check into.
I even had one person ask me if I was one of those "disfellowshipped people", because I was expressing so much displeasure with the religion and was obviously no longer involved with them. Even though I explained that I had just made an adult decision to leave, it frightened them at that point to even be in a conversation with me. They were having the free home bible study and had apparently attended a meeting where it was announced that someone had been disfellowshipped.It doesn't seem to matter whether you are df'd or da'd, they still promote "fear of us" from the platform.