The only time I had my requests met... was when we didn't actually request... lol
In 2001, we were upgraded to the Polynesian from POR

(like that will ever happen again!) and we had made no requests. At the front desk, we asked to be in a room with a balcony (this was pre-obsessive days for me) and ended up in Rarotonga overlooking the quiet pool.
In 2002, I had requested AB for our POR stay by email a few weeks before arrival. We were placed in MB section, but the CM changed it after I asked to be moved to AB. Our second trip that year we were staying at CBR. We made no requests (saw how well it did for POR

) and at check-in requested a room as close to the main building as possible with adjoining door to our traveling family friends. Rooms were ready (11am!) in Jamaica 46 with adjoining door to our friends. LOVED IT
In 2003, we repeated the process at CBR check-in (only needed 1 room) and were placed in Aruba 51. EVEN BETTER!
This year at Pop, I made several requests (the dis made me do it

) 60s or 70s section, higher floor, lake view, and adjoining rooms. We ended up in 50s section, ground floor, facing the parking lot, but at least we got adjoining rooms. It worked in my favor though, as after walking the resort, we greatly preferred the 50s section over any other section, no matter how far we had to walk and the ground floor location was not as bad as we thought!
For the upcoming trip, we booked preferred, and marked on the reservation "close to check-in due to medical"... and I'm leaving it at that! Nothing else, no way jose, I'm not listening to the Dis this time! I'll sort it out at check-in!
I will admitt that I do travel during slower seasons, but that doesn't seem to be effecting resort capacity anymore!