SOLVED:
Maybe my HA is out-of-date. Either way - your clue pointed me in the right direction and I was able to solve the problem. HA was definitely looking for the wrong configured IP (192.168.1.xxx when it should have been looking for the device on 192.168.20.xxx).
I solved the problem by clicking “ADD ENTRY” and pasting in the 192.168.20.xxx IP for each device.
HA would tell me that the “Device is already configured” and it would then successfully wake up and find the right connection.
Not sure how this worked behind the scenes, but I’m grateful that all of my switches are back and operational.