Go for it!!! I had to pump when Moon Unit was in the NICU (she arrived 6 weeks early, due to pre-eclampsia). I started off getting just a few ml of colostrum… I remember it was such a victory when I started getting over 10 ml 
Double-pump (both breasts at once) whenever you can. I think the idea is this makes the body think you’re nursing twins, which makes it ramp up production. After my milk was well-established I preferred to do only one side at a time so I had a hand free for reading etc., but supposedly that’s not optimal.
Try to pump in a relaxing location if possible - i.e., not sitting at the kitchen table. I had “the milking machine” on my nightstand and pumped there, with the TV on and my feet up.
Wake up during the night to pump so you stick to the 4-ish hour pumping schedule. Once your supply is established you can maybe skip that one (I sure did).
Whatever they tell you at the hospital: if he’s getting a bottle, he will develop some degree of nipple confusion. I got roundly lectured by one neonatologist for daring to suggest they attempt alternate feeding methods (then was told that once I got her home, I could do whatever I wanted even if it involved methods they were certain would endanger her! I was told by another neonatologist that babies will prefer the breast to the bottle. Yes, this was a young male doctor.
Consult with a lactation consultant as well as La Leche. You may not even know when he’s latched on properly - I know that if I hadn’t already bf’ed Dweezil successfully, I wouldn’t have known when Moon Unit was doing it right.
Consider alternate feeding methods when you get him home. What worked for me was finger-feeding (using that supplemental nutrition system with the bottle and the tubes, taped to my pinkie finger). In my case, it worked dramatically - Moon Unit was fully breastfed w/in 24 hours after doing that. HOWEVER - she was at that point 38 weeks old - i.e., “full-term”. Might not have worked as well, or as fast, if I’d tried it 2 weeks earlier. I’d tried the SNS using the “tape to the breast” methods… aside from looking and feeling ridiculous it actually made her feeding issues worse.
Plan on your only job, for the first week or 2 he’s home, being feeding, pumping, feeding, napping, feeding, pumping, pumping…
If memory serves, you’ve got a toddler, right? Barney (and other stars of the electronic babysitter) will be your friend those first few weeks!
If supply is a problem, look into pharmaceutical help. Reglan (which I think is an ulcer? drug) boosts milk supply.