The problem is you are trying to do something BY EYE that was originally done on a precision machine tool bit grinder and expecting the out come to be to a tolerance of less than a thousandth.
Yes there are those that can do that, and I even get lucky occasionally,
Buuuuuuuuuuut
Why not just get yourself a little precision drill bit sharpener and
Reeeeeeeeelaaaaaaax ?
Yes it is fun to sharpen by hand and get it to finally work but the amount of effort involved may not be worth it.
As far as copying factory grinds . . .
now hear this :
They often are not accurate enough to make a GOOD cutting bit and can be MUCH improved by careful honing specifically just behind the edge where OFTEN that area touches the work before the cutting edge and causes the edge to not cut at its full potential if the geometry were spot on.
also
sharpening by hand, and this is where the need for close tolerances comes in . . . one edge is almost certainly higher or at a different angle than the other and so may just be going around but not cutting . . . hence little chips instead of long ribbons or one ribbon instead of two.
SHARPENING JIGS ARE COOL !
and very useful.
At the very least get a jeweler's magnification visor and a magic marker to black the end of the bit to see where it is actually rubbing or cutting against the work when in the drill.
