I have been to WDW probably 30 trips so far and have never asked for an upgrade. I have gotten one upgrade in all those trips. It was the first time that I never made any requests. We were staying WL wood view and I left it up to them where I would be. We checked in online and upon going to the online check in desk we were told we were upgraded to concierge! I was shocked. This just happened last year after 29 trips to WDW. I don't think I will ever request anything again and just leave it up to them. This trip is the Poly CL TPV so I can't get better then that and don't need to make any requests anyway. LOL