I know from personal experience, and from reading about what others have posted about their own exit from the JWs, that a happy JW is not a JW who will be inclined to leave. They do not want or need our help to leave the org.
People leave when circumstances change and shake up their tidy little belief system. When the things a person values about the organization no longer seem to be valid, that's when a person is going to start wondering "what the hell is going on here?" It could be - as it was in my case - an illness that I had no control over and the JWs' response to me and my illness - that showed them to be unloving and unsupportive when I most needed the "worldwide brotherhood" to encourage me. The thing I valued most about the org was the belief that we were all united in love, and that we displayed love toward one another and helped each other when someone was in dire straits. When that no longer proved true for me, I just couldn't go door-to-door with a clear conscience and pretend that it was still true. It was too conflicting and only added to the misery that was caused by clinical depression. When I spoke up about my observations, with a spirit of helpfulness, not criticism, I was treated even more like a pariah, and so was the rest of my family. Everything came unglued after that, because I didn't want to be around people who treated us poorly, and I started realizing that the way we were being treated was an effort to make me shut up about the problem. They were, in fact, using negative reinforcement techniques to try to control me.
Had none of those things happened, I would still be a JW today. I had no reason or motivation to question anything about them, because I was sincerely happy with being a JW.
Love, Scully