I don't think that EBM has more hindmilk than just BF'ing does it? Since the baby drains the breast more effectively than the pump, I thought that if anything, it would be the other way around.
To tank up, we'd do the regular feed at 3:30pm or so, after nap, then a feed after the catnap, and another right before bed.
If I pump because I'm going out or something, that is really the only time to know how much dd is getting. Otherwise I trust that she's taking what she needs - and the odd feed is really small - only for the next to be huge, so things do vary.
We used the Born Free nipples/bottles - the first size - and she takes about the same time to BF or take a bottle. I