I got a nipple shield and used it successfully for the first time tonight! My little guy latched right on to the damaged side, and stayed there for about fifteen minutes. I am pretty sure he was at least getting some milk, since he didn't pull off or get fussy, so that's good!
That's a good idea for pumping while he's with me. When I met with the IBCLC she didn't have any ideas about how to pump with him laying with me, so I'm grateful that you had a good suggestion! I'll try that tomorrow.
Thank you again, Meg! I really appreciate all of your help.