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Cool. I'm sometimes slow to respond (my neglected "Things" are a testament to my lack of time) but it would be nice to at least get something out so that you can make those boards more consistently when/if you do repairs. You can also design headers so that the wiring is cleaner too.
I'm assuming that the buttons are perfectly center of the mounting screws for the action buttons? Do you have the distances for the center of those mount points?

Update: Found the mechanical drawings for the tactile buttons on Adafruit. I made a small mock up of the drill points (for screws and nubbins) and solder pads for them, but I haven't done the vias.