I found I always got the most milk when I pumped midway between my first two feeds. When I did it consistently at this time, my body seemed to produce for this feed like it would for any other. Other ladies have more luck at night -- or if she's a one sided feeder, you can pump from one side while she feeds from the other. It seems like mom have very different experiences with pumping, so I might try and experiment and find what works best for you. It is recommended that you wait a few more weeks to introduce the bottle in order to avoid nipple confusion, if you can hang on that long!