We don't quite fit your profile here and the "free" dining definitely works for us! We're a family of four, all Disney "adults" (kids are 11 and 13 now). We usually stay value, although stayed moderate last trip. And the free dining is a huge savings for us! A RO discount is nothing compared to the free dining in our case. For example, we stayed at POFQ. Rack rate is approximately $200 a night. I know RO discounts run anywhere from 5% (ridiculous!) to, if you're very, very lucky 30% (hard to find!). Let's use an average of 20%. So that will save me $40 per night at POFQ. If you have a way to feed a family of four at Disney for $40 a day, I'd love to hear it! We fly in, so don't rent a car and rely on Disney transport. No eating off site for us. We could do a grocery order and have it delivered. But eating PBJ sandwiches in the room kind of takes something away from the vacation experience for us. We could stick with counter service, but actually enjoy sitting down to a nice meal every day. When those nice meals for our family of four are averaging $100 to $175 and we're only having to pay the tip, that's a huge savings! I know it doesn't work for everyone, but for this family it's huge! Would I pay for it? Probably not. But everyone who says free dining isn't a good deal, I'd love to hear the rationale for our family. I'm a bargain hunter extraordinaire and I can't see how this is not a good deal for us--unless I'm back to PBJ in the room.