We've had the opportunity to stay in almost every resort including the deluxes through the years and I feel you can't beat the savings you get from staying at a value vs. any other level. We've stayed concierge, too. We either save more money by staying at a value to take another trip or we enjoy our trip more with better dining, extra Disney tours, fireworks cruises, more souvenirs, etc. by staying at a value resort.
You can visit the other resorts by dining there, etc. and enjoy them from that point of view. Now, if you are a pool-a-holic, then maybe, you can justify going to an upgraded resort to a degree but my answer there is to go to a water park instead and save the money spent for a more expensive resort. How much will you be at poolside to justify the extra expense? Also, I believe, if you want to enjoy a pool do it at home, not at Disney.
I'm a down to earth kind of person and I don't need to prove anything with the Jones by staying at a more expensive resort. Also, you can get good CMs and bad ones no matter where you stay at Disney. We've seen it all in our time. The best way to handle a bad CM is to ask for a supervisor and stay calm.
My number one goal going to WDW is to be in the parks, not the resort. We are ususally tired when our day is done and any bed is good at that point. We don't go at it commando style and we do take rests but usually a nap, not a swim. I vote totally for a value resort each and everytime.