Just wanted to update this thread.
After a week of regular pumping at work things are starting to improve. I now get the first let-down in a matter of 1-2 minutes and most time get a second let-down 15 or so minutes in (used to take 30+ minutes). I've gotten a third let-down once, but I'm hoping that in time it will start making a regular appearance as well.
I'm pumping about 2-4 ounces per pumping session and I try to squeeze in 4 sessions during the work day (though some days it only ends up being 3). I also pump in the morning before work.
Here's to hoping that I could keep up!
Thank you once again ladies, for the wonderfully supportive words of wisdom. I don't know what I would do without this forum!