I would not want to be a restaurant waiter/server; I'd probably get fired (or hurt someone) before the first day's shift's end....

But I have a question for those who are or who have been: why is it so often so difficult to get a glass of milk with the meal?

This happens in high-end resort restaurants to Dennys: I order breakfast and part of the order is a glass of milk. I'm usually asked if I want the milk with the meal; I usually say yes.

But I would say that 50% of the time, when the meal comes, no milk. I have to remind the waiter/waitress/server, sometimes more than once.

So my question: is there something about the typical restaurant routine/s.o.p. that makes this a difficult request?

Of course, if it were on United, I'd be asking if $200 in compensation would be appropriate , but fortunately here it's more of an idle curiosity.