Re: transition from bottle to BF
I think you could drive yourself crazy figuring out how much he is eating. Use diaper output, his disposition and of course growth. Since he has been using the nipple shield, have you tried the bait and switch yet? Letting him suck a bit from the nipple shield, then popping him off long enough to remove the shield and then let him relatch? Many moms have found that a helpful trick in getting them to realize the nipple is their friend. I used a shield with my daughter for a short time and did that a few times until I just tossed the shield and refused to use it.
This site was helpful to me when both of my children had nipple confusion.
If you obey all the rules, you miss all the fun. - Katharine Hepburn