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In my case, I want the angle to be more like 10-15 degrees, and the thin end of the dowel to be about 1/2". The board is 3/4" thick.
Grizzly has a 15 degree bowl edge bit that would work except that the bearing is 5/8" - a bit too big. A dovetail bit small enough to fit through the 1/2" hole wouldn't reach across the 3/4" board.
The board is too big for the lathe or scroll saw, and a jig saw isn't accurate enough.
If I can't figure this out, I'll try a stepped hole. Anyone have info on the comparative strengths of this vs the dovetail I describe above?