First generation American here and the first of my generation to graduate from uni. Our third generation all have professional degrees. Those degrees and income allowed their sources of revenue to expand to real estate and business investment. FWIW my mother worked in the sweatshops all of her working life and my father was a factory worker. By and large all that went off to higher ed paid their own way. In my family (just plain frum) most all owned homes they purchased from wages before they married. (Far different real estate market than 2021.) Avg size family is 3 kids. Kids worked in family (or friends of family) businesses as soon as legally permitted.
As I write this, I can see how we’ve been accruing ‘dynastic’ wealth. But with that wealth came a responsibility to assist Jewish institutions financially. Most of moved out of the tri state area, to more affordable parts of the country as well. I can see how gap year seminaries, keeping up with the Cohens lifestyle, large simchas and the incumbent expenses limit savings and strain family finances, esp. in larger families.