Drill Dr

@francist :
I get it that you prefer a real tool to take the uncertainty out of it.
The technique is tricky on a round wheel. I was impressed at how apparently easy it becomes on a belt sander.
I am going to try this before shelling out on drill sharpen machines.

--> Old machinist taught me this method of sharpening a drill - part 1
It looks so simple, and seems way easier than what I do at present.

Look hard at the condition of the wheel. Four times is not enough to mangle it. Four hundred maybe! There may be something loose, or not going together right. Your drill should look near perfect, but what you have does not have the right point top, and there are so many facets that it is clear the cut movement is jerky.
 
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Chatter. Too aggressive and forcing the wheel away from the work. You want a gentle push down and smooth turning of the drill collet. Takes many turns to achieve a finished drill.
Or
The spindle is loose, but the results are the same. Chatter.
Pierre
 
You should be able to turn the grinding wheel over(upside down) for a new grinding surface.
 
I had an earlier DD and the cutting edge was lower than the back edge which I would have to take down on the belt sander. My newer DD has an adjustment to take more off of the back edge.
 
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