I had this happen at my work place. A woman was studying with the Witnesses. I asked her what she had learned and she told me. She asked for clarification on a few points that she didn't quite understand. I made it a point that if she didn't understand something that was being presented to her, to make sure she kept the Witness on subject and not let them stray from it until she was satisfied with the answer. If anyone is going to put themself in the place of being a teacher, then they need to know what they are talking about and be able to answer any and all questions put to them. To do otherwise is a great disservice to the student. There are no bad students, only bad teachers (as I have been told repeatedly).
She then asked me why I was no longer a JW and I explained some of the lesser known aspects of the culture, including the elders getting into one's personal business, being spied upon, the sex abuse the flip flops on the doctrine and so many other things. If she really wanted to know God, she merely had to open her Bible and read it, belonging to a church isn't necessary, unless she just desires human contact. I told her to use the internet to research various JW teachings and let her know they would most likely be the words of ex-JW's (many who have an axe to grind with the WTBTS), but overall their opinions were valid. Consider that they all speak about the same issues, then it stands to reason there is something dreadfully wrong.
I re-emphasized that her JW study conductor would frown upon her doing independent research but that is their nature. She has the right to be fully informed about them and I would be remiss as a Christian if I saw someone walking towards a cliff and didn't notify them of it's existence.
Whether she chose to walk over that cliff is her business, but still it's the loving thing to do to let her know what's ahead.
She did her research, asked me some more questions and asked her study conductor the same questions (they were evaded) or put off until later. She said it seemed that they wanted her to be baptized first before they would answer those questions. She came to the conclusion on her own that something wasn't quite right about them and although they seemed nice enough it wasn't enough for her to hand over her freedoms to a bunch of strangers who were evasive about the history of their religion.
She discontinued her study.
She did continue to ask me questions and I referred her to the Bible and what it said regarding her various questions.