I don't post here normally but this is the only board my computer will actually open for some reason and I need to use up my lunch break.
When the servers ask first thing if you are on the dining plan, they don't do it so they can decide whether or not to hate you - they do it because dining plan checks are different from non-dining-plan checks and they have to know what kind of check to ring up. If you have people at one table like the last time I went to Artist Point - 2 on the dining plan, 2 not on the dining plan, non-plan people using TIW, plan people using TIW for a bottle of wine - guess what, the server got everything mixed up and split all the checks incorrectly and it took forever to get out of there because there wasn't any easy way to fix the checks - they had to get manager overrides and ring everything up over again. No wonder they're relieved if they get a table that isn't using the dining plan and just wants a regular old check. I loved the food at Artist Point but I am not really interested in going back for awhile after the service issues.
I do NOT like the dining plan. I can't imagine using it for a long trip. Actually I would now have a difficult time using it for ANY trip. I like spontenaity, and the really good restaurants at WDW don't take it. Some are forgetting the other variable about Disney keeping people onsite - Magical Express. If you don't want to rent a car (or pay for a cab) you lose the option of eating offsite, and a lot of guests (like me) are not going to rent a car to eat offsite when we can get our transportation at no extra cost. We just have to know where to go to eat - and now, if you want consistently good stuff you almost always have to pick a restaurant that won't take the dining plan.
Read the restaurant board sometime - just today we had a post from a guest who loves the California Grill, just got back, and said the sushi was "awful." Agreed upon by the poster, her husband, and the people at the next table. Went back on another night, got entrees, didn't like those either. I was there September 1 and found the sushi as excellent as I've always thought it was. So a month ago it was excellent and now it's awful? Are these the same restaurants? That happens a lot on the dining board.
The CS restaurants aren't awful but they're not all that great either. I was especially disappointed in Wolfgang Puck Express (August 30) which was serving soggy pizza with dry chicken pieces on it. And most everyone else seems to love Wolfgang Puck Express (so did I when I bought pizza there a couple years ago).