I have to say that I anticipate the dollar amounts are WAY off too. We have never spent $1500 for food and that's what it is estimating... I guess we'll have to see what happens this time!After playing around with it and checking the accuracy of the prices, I found that the total cost isn't very accurate (like several hundreds of dollars off). But it did confirm that TIW is the best way to go for our dining style (breakfast in room, CS for lunch, signature for dinner). I was surprised to find that the next best way to go is OOP, not the DxDDP like I suspected.
Either way it's a pretty cool tool... especially for us WDW addicts!