I'm in kinda that position (keeping the condo not having more than 1 kid, though). And honestly the sad thing is the kids don't care. Growing up my parents did the whole, salary treadmill, long hours, 30% travel, Saturday conference call business. The money's gone. The vacations forgotten. It kind of sucks nobody cooked in my home and I had to learn how to boil pasta at 17. I don't have college debt, but it's not like I use my degree anyway. I'm not sure all the stuff my parents doubtless told themselves they were doing for me was worth it.