I would say it is harder for a born-in or raised-in to leave the JWs as opposed to a convert.
I came in as a young adult who knew what it was like to live in the world. I was raised Roman Catholic. If it wasn't for my interest in end-time prophecy, I would never have gotten involved with the Witnesses.
I had family, friends, traveled, had Holidays, education, etc...I also knew that it was necessary to work and wise to plan for the future. This experience immunized me against the religion's ridiculous stand against college/careers. I let their talk go in one ear and out the other.
A born-in knows nothing else and is afraid to leave the nest or hive. I was able to pretty much pick up where I left off all those years earlier - older, wiser and more cynical.