Here's an experience of a "chat" I had that won't be in any WT yearbook:
A while after I'd been removed as an elder and become much less active, the new CO came through and asked to have a chat with me Sunday after the meeting. He seemed like a nice guy, and I'd had enough "chats" that I knew what to say and not say. Instead of taking me in the library, like usual, he invited me to lunch. He purposely chose a restaurant where there were no JWs.
The conversation went nothing like I suspected. It was only a very few minutes about what had happened in my case. I explained what really happened because he said the local brothers explained my removal in a way that made absolutely no sense. When he asked, I said that I had no desire to appeal or to ever serve on that body in the future. He explained how relieved he was that I didn't want him to do anything about that mess.
The rest of the conversation, more than an hour, was about all the BS that he's been through. He was a single guy with nobody to confide in about his problems, concerns, and needs. Clearly, he was asking for my advice. Even though he didn't know me personally before that week, he'd heard good things about me from people we knew in common. So he unloaded a lot of things on me as a long-time bethelite who has been shafted frequently... and is now getting on with life. We didn't talk about teachings, but it was a lot about real experiences and I leveled with him on something he already realized: Don't trust them to look out for you. They can and will 'throw you under the bus' at any moment.
He took my advice, even more quickly than I would have imagined. Before his next visit and even before the next circuit event, he was off the road.
Captain, Here's a couple of threads that might be helpful.
In case issues of doctrine come up: http://www.jehovahs-witness.net/jw/friends/254990/1/exJW-Psychology-102-How-to-Ask-a-Question-When-Questions-Arent-Allowed#.UtrC_LTnaUl
Depressed? Here's how I played that game: http://www.jehovahs-witness.net/jw/friends/256052/1/exJW-Psychology-104-One-Way-to-Play-the-Depression-Card#.UtrDj7TnaUl
Even in a one-on-one conversation, "confidentiality" is a two-edged sword (something I need to update on this thread, too): http://www.jehovahs-witness.net/jw/friends/255058/1/exJW-Psychology-103-Lets-Reconsider-Confidentiality#.UtrD6LTnaUk