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Hi Andrew,
Why not just use a circular template and the attached round-over bit to machine your recessing. You need a router to do this but it'll be cheaper to buy a router and the round-over (or cove/bowl-makers bit) bit than to have a tool made by your local machine shop. Large diameter cutter do not work very well in drill presses because of the chatter and grabbing problems. Using a drill press and cutter in figured wood will exacerbate the problem. Forsteners work because their center point guide is subjugated by the bore wings which act as major guides as the tools cut.
Alternatively, if you feel that you must go the drill press route just grind/machine a profile onto a hole-boring spade bit and practice a bit (or a lot).
Rusty.
Also remember that, if the guitar top has topography like a Les Paul, then a drill press will not drill a hole perpendicular to the top because the slope is different at each pot location. You could use wooden wedges to tweak the angle of the dangle but a plunge router would tend to be tangent to the slope at any point with some eye-balling.
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