Hej,
Welcome to the board, good question. I wish I could say yes, that it was listening to outsiders raising my awareness of something being not right in my religion. Sadly I was like most Jws, trained not to listen to anything remotely critical of the religion I belonged to.
Most witnesses develop a feeling of great discomfort when facing questions that rock their faith or belief in the organization. Its termed cognitive dissonance, I think.
I think that leaving the religion is very much a personal matter and cannot really be speeded up by outside intervention no matter how well intended. I know that if my friend who left some ten years before me, had tried to get me to see things her way, I would have pulled away from her and become very defensive. She never tried to sway me and when finally I woke up and started to listen to the gnagging doubts I could take the steps that led me out.
I now have a friend that is still in, I would dearly like to share what I know, but again she becomes defensive and retreats, so I just keep being a good friend. I do borrow dozens of novels from the libary and life stories, I read somewhere that you cannot be a fanatic if you read novels! So by getting her to read, which she loves to do, then I hope it will help open her mind and allow her true personality to come through.
Others on here may have had other results but the best advice I can give is be happy, talk about your positive life experiences, avoid scriptural discussions and do fun things with the person if they will allow that.
Best wishes
Chicken little (In from infancy, left at 46!)