Not a stupid question at all! There are lots of different ways to go about this, but here's what we did. When we cut the AM bottle, I just made sure to have Tyler's solids breakfast ready beforehand so I'd be able to get it on the table quickly. When he woke up, I'd give him breakfast and sippy of milk right off the bat. For the bedtime bottle, we'd have the sippy available after dinner until bedtime, then at bedtime we'd brush teeth and no more sippy after that. We just went about our bedtime routine without any milk involved. Sometimes we'd offer a snack before bed if he didn't eat much for dinner too. Does that make sense?