Hi MidnightCommando.
I pumped to provide my DD with BM while I was at work for about a year. I returned to work (out of necessity) when she was 6.5 weeks old and it was really rough in a lot of ways, but relative to BFing we did not have enough time to establish a REALLY good nursing relationship. I attribute the MANY nursing strikes we went through to this beginning. BUT we made it work and she nursed until I went dry with this pregnancy (a few weeks after her second birthday!!!).
So, you can TOTALLY do it!!!
I started pumping within the first week after she was born because I was VERY concerned about having a good backup supply of milk. I'm so happy I was anxious about that because after 8 months of pumping during the day and BFing at night, my boobs just weren't keeping up with my growing girl's needs! I had around 100oz. in the freezer and, because of growth spurts and stuff we slowly went through that during the last three months or so of the time I was working.
I have the Medela Pump-In-Style (backpack) and it worked wonderfully for me/us. There was a point that it seemed my boobies didn't want to let down no matter how much I used the let down mode... after a suggestion from someone I worked with, I started carrying a little booklet of pictures of my DD AND a blanket I put around her over the weekend. I would put the blanket under my nose as the pump started going and it made a HUGE difference in how readily my boobs let down!! The pictures helped me keep focused on the prize... exclusively feeding my DD BM!!!
I invested in a hands free nursing bra after a while and wish I had known about them sooner! It was really MENTALLY hard for me to pump - especially the extra pumpings that I did at home during the first 5 weeks - because it was just sooo much work! I definitely would have rather been able to just give DD booby and not fuss with the pump at all. However, having said that, I do plan to pump in the early weeks after this baby is born to ensure an abundance of BM and to freeze some for just-in-cases.
Oh, the hands-free-bra helped so much (after I finally had it) because it enabled me to focus on other things than how to hold the darn milker suction things on! I do think that it's likely that having to focus on that aspect of pumping made it more difficult for the boobs to let down after a while... it was an anxiety thing (?) maybe. I'm not sure... I could think about it more if you'd like me to and try to figure out what was going on in my head. Anyway... I could read, surf the internet, and even write (with a pen or typing) while pumping with the hands-free-bra! It was wonderful. I didn't have the bra when I started using the blanket and pictures... so they helped significantly all on their own. When I didn't have to hold the suctions and bottles (at least until the bottles were almost all the way full (5 ounces!)) I still used the blanket, so I don't know if the bra helped with let down all that much, but the bra DID help with my mental issues regarding pumping... I just felt like such a COW when I was pumping... it was really almost humiliating (even though I was in complete privacy!). I'm not saying that my feelings were right or reasonable, because I TOTALLY know they weren't, but I STILL felt that way and whatever little I could do to relieve that and still provide my darling girl with THE BEST food ever, well, it was worth the almost $50 for the bra to do it!
Hope all that info helps. I would love to share more if you have specific questions!