Guitar restoration - Part 6 - The headstock

The original headstock was almost rectangular, with a small slope on the top.

I didn't like it very much, but wasn't sure if reshaping is worth it, but after several rounds of drawing and designing (most of the time directly on the sanded-down headstock) I have finally done it.
First design on paper, test-fitted to the neck
First I filled the holes which will need to be moved (due to the curve going close to them, and the tuning keys shouldn't bee too close (or too far) from the edge. I did that with some wooden dowels I could find around, plus wood glue. After the glue cured, I have cut them with a saw to an approximate size, then sanded the headstock (with the dowels sticking out) to strip it from the finish and to level the dowels. I also filled the screw holes on the back with some toothpick and wood glue. Unfortunately I forgot to take a picture with the holes filled. I then drew a thin outline on the headstock of how it could look, went over the line with a pendulum jig saw, then with an orbital sander with 60 grit=>120 grit=>240 grit sandpaper on medium speed. The result is a more curvy headstock. I wish the original headstock was a bit wider, so that the curvy headstock wouldn't be this "skinny", but gluing side wings to add a 4-5mm deep curve seemed like too much.
Shaped with reverse tuners

Second design
Shaped headstock
Shaped with tuners
After cutting and sanding I had to drill the holes. The tuner "pins" seemed to be 8mm wide, with the bottom part being 9mm. As I don't have a drill press, I first went with a dremel and made a small hole (have an attachment which helped keeping it perpendicular), which served as a guide to the 8mm drill bit.
Drilled the holes with the guides in place, than from the backside widened the holes to 9 mm using a dremel with a spiral up bit and a small sanding bit until the tuning keys would fit.

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