How close are you to the 2-1? If you're close to it, you can just feed when he wakes from that nap. Or, you could feed when he wakes from the AM nap. You don't *need* t offer cow's milk unless you want to (I did with my girls, James still has the wu and BT bf, but no cow's milk -- he eats yogurt and cheese and we still do the vitamin D drops so I'm reasonably sure he's good on fat, protein, calcium, etc).