There's a video from a few years ago where he and Tammy are excitedly talking about wanting to glass Palestinians with some other evangelicals. Jack couldn't care less about who those people are, their history, or whether he's also talking about innocent children that have no say in the politics unfolding there being destroyed. He just understands that Israel is gud and any enemy of Israel deserves pain and death. He's a stupid, incurious, callous man who bumbled his way into a wealthier, more charmed life than 99% of humans will ever experience. While hundreds of Palestinian orphans are huddled up in leaking, dirty tents Jack is stuffing his face with meat, the most resource-intensive food available, and watching the worst Hallmark channel dreck.
Nobody should ever feel sorry for him, you should either feel disgust at his views and attitude or envy him ideally. He's never burdened with the self-awareness to wonder if anything he's doing is wrong or disgusting or if he isn't living his best life because of his decisions. On his last day he's going to wake up, assume the birds outside are singing because Jesus sent them to fill his day with beauty, eat a gallon of animal and dairy fat, and keel over in his wheelchair content as a neutered fat housecat.