First WELCOME
I can't say I know very many JWs with money and the lifestyle you speak of so I am coming from a very different perspective.
Out of the 5 children my mother dragged into the WTS with her not one has stayed. I was the oldest and the only one to get baptized and stayed a JW for many years. I think my mother rode on my coat-tails for a long time especially after my husband became an elder. It was her free ride. After I left she had no one else to support her as a JWs.
She finally entered the full time service. She does her job to shun me. None of the others really have much to do with her.
It seems to me that her FT service and commitment to the WTS is more a matter of proving that the fact that none of her children are involved is no longer a reflection on her as a JW parent. The fault lies with us because "see how dedicated I am"
Not sure if I am explaining it right but its just another perspective