I just remembered I was going to update the blog on that DIY-gone-wrong Kindle repair (shown below). Whoever worked on it before appears to have taken sandpaper or a file to it, in addition to trying to glue the new port on with epoxy!
Surprisingly, it wasn't a total loss! The board cleaned up okay (see photo below), and the new port sat relatively level on the board. The port pins soldered nicely, as did the anchoring pins.
Plugged it in, boom! It powers on AND charges.