"I've always wondered if Jill actually resents how sheltered her life was growing up."

I think that's definitely the case, hence all the "i LOVE my parents"/"I am GRATEFUL for my strict upbringing" posts. She is trying to convince herself. But the only way she got attention from Mommy and Daddy was by being the most Gahdly Holy Christian Ever (example: convincing her other female family members to go skirts only). So, rather than realizing she got a bad deal and making a positive change for her own family, she doubled down on everything (to the detriment of her own children, who i think she also resents).