So my meeting with the booby doctor went well. There were a number of things that have been working against me and M in the BF dept from the beginning. She has a recessed jaw which causes major latch problems (we didn't know about this), babies tend not to be good nursers until they're within the 7lbs range (she didn't hit 7lbs until she was 3 months old) and my stress level. I've been taking some different herbs with little results.
And then the thrush issue has caused more problems.
As of today, the pump is retired. I'm going to continue to nurse mornings and evenings until I can't anymore. The earliest cut off date for me is 7/14 (she'll be 6 months).
I'm a little sad but also feeling really liberated.