Just curious: did you think Bob Iger understood it?
Different strokes for different folks. Modernization is needed to keep the property looking fresh and interesting for future visitors that wouldn't lean so heavily on nostalgia. I hate the way the new World of Disney looks, because I liked the old one, but I see why they did it (to make it look fresh). Merchandise has always catered moreso to the "current year on a sweatshirt" crowd, because thats where the demand is. And I liked the new tower at Coronado because it did break the mold for how a WDW resort should look.
People have different desires and different tastes so there isnt just one vision of Disney for a CEO to "understand" or not.