In May, most servers asked us. THey would then proceed to tell us what was on the plan. One commented "Excellent value. You can order any one here (pointing to appetizers), any one entree, and any one dessert. I will bring you a better dessert menu later. The children can order an adult entree. Smoothies are included on the plan at this restaurant. My favorite appetizers are......" At Planet Hollywood we were told that we could order any appetizer except the platter (because that is for 4 people and there are only 2 of you.) She then explained that all other categories could be used as an entree.
It didn't seem to matter whether we mentioned it or not, but we got better information when we told the server. At the Teppanyaki restaurant, they took our KTTW cards at the beginning of the meal.
As to keying it in differently, they usually brought a receipt showing the charges with a line for 18% gratuitiy
DDP for me to sign and a separate receipt to keep showing all $0 and TS credits remaining.