why did it take a few days to resurface?
Just a wild shot, but it sounds like electrochemistry - a connection between the empeg and the sled corroding or oxidizing and reducing the electrical contact. Pressing the empeg could scratch and thus clean the contact point, or move the contact point to a clean spot.
Hmm... If that were the case, then removing and reinserting the empeg a few times should reduce the whine the same as pressing it by scraping the contact - unless the ground moves completely when you press it.
Does an empeg ground through the sled or the docking connector/harness or both (or are they electrically the same and is that a silly question)?
Once upon a time, in a car far, far away, I had an early pull out radio that I had to use contact cleaner on the docking connector every now and again to keep it happy.
-jk