Lemme just put this out there, too. This guy knows I'm DF'd for apostasy but he also knows I wasn't spreading my views outside of questioning my parents and discussing the issues with him. He knows my wife and I were sincere in our desire to find truth. We haven't talked to him at all since the announcement in October but I also haven't really tried.
That said, I decided to start dropping like a monthly email to him. The email consists only of a subject line, no body or other content. Yesterday, I sent one with "The Milgram Experiment" as the subject line - that's it. My hope is that he will Google it since I've said nothing else. Then I'm hoping he'll try to figure out the correlation from my perspective.
Really, I'm hoping to just leave some breadcrumbs for him to pickup but if I could find a book that has no direct relation to JWs or the org, I might be able to "place" it with him. The key, I believe, is subtlety since we all know how cult programming works to protect cherished beliefs.