My BF is a Mason, and from what he told me about the history, Russell was actually removed from the Masons for sharing things they were supposed to keep among themselves. Although Russell said he was not a Mason in one of his speeches, from what I was told, he was telling the truth at that point because he'd been kicked out already. Of course, I can't show evidence of this because it's not something I can obtain written information on since I'm not a Mason, nor do I qualify to be in Eastern Star (because BF and I aren't married).
That said, I applaud your efforts to get this guy to see reason. However, I find that when talking to people about the JW's, you have to feel out what will have the greatest effect on them. Some people (like myself) were convinced with the pedophilia scandals and the UN, as well as other hypocrasies. Other people find the flip flops in doctrine (how can they have holy spirit if they keep changing things back and forth?) to be the nail in the coffin. Still others are convinced when they see that the Bible itself is completely twisted by the JW's to suit their own agenda.
It seems to me that he is seeking one right religion to follow. Unfortunately, this doesn't exist. If he desires to be a Christian and follow Jesus' teachings, then he must get rid of the idea that an organization is needed in order to do so. I would work on that angle. Discuss the religious aspect of it with him. Use Jesus' teachings themselves. Ask open-ended questions and get him to tell you the answers based on how the Bible READS, not based on how the JW's interpret it through their scripture-mining.
I wish you luck if you decide to pursue this.