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Hi! This sounds a lot like me and the anxiety I have around trying to bf again with my 2nd.
I'm not sure if you're opposed to combo feeding (formula and BM) but I found this thread helpful. There were some good tips on how to set a schedule so that you don't have to always be EBF.

http://boards.hellobee.com/topic/combination-feeding-from-the-beginning#post-2769369

agree with @SweetiePie: on this--one way to approach is if you get on board with supplementing and get your baby used to the bottle early on, it will take an enormous amount of pressure off. I just weaned a couple weeks ago, right after my baby's first birthday, and I think about 80% of his milk calories in his first year were breast milk, and 20% were Similac. I'm proud of providing for him and I don't at ALL feel like I "cheated". I can't tell you what a relief it was to feel like if I had low supply for a couple days here or there or if he had a growth spurt that my baby wouldn't starve.

for your specific questions:
#1) exactly what @DesertDreams88: said
#2) I nursed on demand for the first 3 months and was absolutely delirious from lack of sleep, but, waking up to nurse 3x a night will establish your supply pretty well. this goes hand in hand with sweetiepie's reco, but if you don't feel bad about supplementing, if the baby wakes at midnight, 3am, and 5am, you could have your husband do, say, the 5am feed with formula while you get a good 5-hour block of sleep. it's not a great stretch but a heck of a lot better than nothing. I definitely wouldn't bother pumping while your husband is doing a feeding--why not just nurse/bond and let him get his rest?
#3) if you find you have an oversupply, it'll even out. I did in the beginning, too. if you find you have an undersupply and you're okay with supplementing formula, then just do your best with bfing and/or pumping and don't sweat it. maybe I'm oversimplifying but I don't think you can decide what your breastfeeding routine is and what you will or won't do before you know your new baby, his temperament, appetite, sensitivities, if he's a good nurser or not, etc. deciding that you're going to do it a very specific way and then seeing it not work out for any number of unpredictable reasons sounds to me like a recipe for more anxiety. hang in there, you will do just fine

1- I agree that pumping right before you leave is your best bet. You could buy a haakaa pump for under $20, it's silicon and has zero parts, no plug and would take the edge off if you found you needed to. It would be easy to duck into a restroom to use for a few minutes and you could dump the milk or have a small leak proof container to pour it into.

2. What I would suggest is pumping right before you go to bed and maybe augment what you pump by an ounce or two from your stash if you don't get enough (I'd aim for 3-4 ounces) you can leave the milk out at room temperature for at least 4 hours (I've read as much as 8 but Google it or ask your lc) I would go to bed immediately after pumping and have your husband feed baby that first time which should theoretically get you at least a 4 hour chunk, with my 7 week old right now that would get me to bed at 10:30 and sleep until 5:30 which sounds pretty awesome. I would feed baby and then pump which is why I'm guessing you'd want to supplement a bit with milk from a stash. I have found I can easily pump 2 ounces in the morning without needing to do it daily or without upsetting my baby because I took too much.

I would try to mentally prepare to breastfeed on demand for the first 6-8 weeks. Until 6 weeks your supply is largely driven by birth hormones but around then it shifts to supply and demand. When you're in that window where it's shifting you want to ideally just tell your body to make exactly the right amount to help avoid over supply.

I struggled with breastfeeding my first but this time it's been so easy, I have a little bit of oversupply but as long as I remember to block feed I'm golden.

With both babies we struggled with nipple confusion the day after they would get a bottle (first baby this happened until like 4 months, this baby I have only tried once but she's fine with a pacifier.) It made it not really worth it for me to bottle feed for quite awhile because the next day would be so much harder. You might absolutely have a different experience but I thought I'd put it out there.

Can you try a different lactation consultant? Every though this were going pretty smoothly this time, it helped me so much mentally to get that reassurance and to just be able to chat about how nursing was going. I wish it had been financially an option to hire a post partum doula. I forgot that the first two weeks aren't there hardest part of having a newborn for us, it's more like 3-7 and having the extra help from someone who was prepared to be helpful sound the house and listen to my worries and help me figure out a plan would have been amazing.

@ssmom: I only have advice for #2 - but something that has worked really well for both our kids is doing a dreamfeed. Around 3 weeks old, we would put the baby to bed around 7-8pm. Then I would pump around 9pm and head to bed. DH would do a dream feed (there's a lot of articles about it if you want to know more) around 10-11pm. Usually when we started this our kids would be waking going to bed at 7, waking up at 11/12 then 1/2, etc. But within a few days of starting this routine with each kiddo we would do the 1 dream feed and get to sleep in until 4/5. And since I was going to bed shortly after 9 - this is 7-8 hours of sleep in a stretch so I started feeling much better myself.

@ssmom: At the beginning, yes, I was bedsharing or baby was in her PNP in our room. At 10 weeks, she moved to her crib in her sister's room. But we have a small house and their room is cattycorner to ours, so she is still close and it takes me less tha 30 seconds to get her, get back to my bed, and doze while she eats. She only eats one side at a time at night and most of the time, she goes back to her crib(but if I'm super tired, we cosleep because I've fallen asleep).

ETA: my philosophy from the get-go was to do whatever I could to get more sleep for us, that meant that my newborn slept on my chest on her stomach. She slept on her back in the PNP and crib until she could roll over.