As that's an after 8pm flight, it seems to have better opportunities for upgrades If available, they will usually open up within the week prior to flight. Right now, for example, 5/5 has 1 open, and 5/6-5/8 are showing C7. On 5/5, there are still about 5 unassigned seats and AA is still willing to offer 1 upgrade. On the others with C7, there are about half the cabin assigned.

On your 5/18 flight, about half the cabin is assigned. None of the flights within a week of 5/18 are open for upgrades yet, but I suspect as those dates get closer you may find some relief. Have you put your request in to waitlist?

It's possible they would upgrade you and not your companion. I'm PPro and was waitlisted on HNL-DFW with my non-status companion, though our records were associated and I double checked this in advance. Nonetheless, I got the ugprade cleared about 2 weeks in advance, despite there not being a lot of open seats (out of 37 J on a 772). My 2nd upgrade didn't come through, so I took my PE seat and let her have the upgrade. These were both on BXP1 certs which, if you can get them, are the best use in the entire AA system due to the length of flight and Flagship service.