I think spiral is right. He's playing on the fence. He most likely thinks that Jehovah can read his heart, and if he still believes the jw doctrine in his heart, he'll get a pass come judgment day. But he really doesn't want to go, and for that he's got you to hide behind.
Imo, best thing to do is give him time. Point out the blatant things when they come along. Like child abuse cover up. Or people losing their lives for refusing blood. Or any number of other things that come up, as they will do with the passage of time. Eventually it will all start to sink in and he'll come around.
It's an extremely difficult thing for some us to see, or allow ourselves to see, because we were brainwashed into ignoring problems, into excusing any little doubt or issue, as satan trying to creep in and separate us from Jehovah. So we learn early on to ignore potential problems and be dismissive. There's an answer for everything, but we're bad if we question. Be patient. The answers will come at the right time. Jehovahs time table, not yours, and of course the GB will be the first to know, and they alone will decide when to share it with the sheeple. Put the blinders back on and just go with it, we have love amongst ourselves...