My family is not wealthy. My family does not take annual trips to WDW. We have been to WDW multiple times. My DW and I just celebrated 20 years of marriage recently. Since being married, my DW and I have gone twice. Our entire family (DW, DS, DD and I) have gone 3 times. 5 times in 20 years.
Each time we have gone to WDW we have been fortunate to stay at moderate (Cabins at FW, POFQ) or deluxe resort (CR, BC & WL). One reason is that our budget could afford more expensive resorts is that our trips have never been longer than 6 nights. My work simply does not allow 7-10 overnight vacations. It's just a fact of life with my job. If my work schedule allowed, we would take longer vacations and we would be staying at a value resort due to our budget constraints. I'm always over-joyed to read people who post on these Boards that they are staying 9 nights at the POP or at an off-site hotel. Sounds like a blast, honestly, and I say that without any snark. Similarly, I read about folks who are able to go during "quieter" crowd seasons but my family cannot do this because my DW is a school teacher and her schedule wouldn't allow for non-peak crowd seasons. That's just the deal. But, again, sounds like a blast.
Maybe I'm missing something, but hasn't WDW afforded more benefits to those who stay at Deluxe resorts? More transportation options (skyliners, boats, walking paths, buses) and less bus stops. Shorter distances and transportation time to a park(s). Room sizes are larger. The number of rooms at Deluxe resorts tend to be less than the number of rooms at a Value or Moderate, yet Deluxe resorts have the same or more pool options (quiet pools and busy pools), more entertainment options nearby (Boardwalk, Water parades, Savanas, etc.), and more dining and table options (TS and CS). Sometimes you can see fireworks from the Deluxe rooms or even the beaches or walking paths around them. I'm sure there are other things too. Because every Deluxe Resort has CL, couldn't we argue and debate whether WDW has distinguished between rich people and "Scrooge McDuck rich people" at Deluxe Resorts for years?
My DW and I would stay at POFQ at a moment's notice if we could go to WDW tomorrow, next week, next month, next year. We absolutely loved our stay there. EMH for Deluxe guests wouldn't sway us to go back to WL even though I totally dug the vibe of that resort. And at the same time, I'm not going to bash WDW or participate a culture war for those folks who stay at Deluxe resorts and take advantage of this perk as a reason to select and stay at a Deluxe resort.