When dimensioning a specific HoleWizard feature with the Hole Callout annotation, the nearside countersink size and angle shows as zero:

When I go to edit the hole in the part I get this error and the thread depth goes off the chart:

I restore the default thread depth value and re-enable the near-side countersink with diameter of .100in and angle of 100deg, and the whole process repeats with the drawing showing zero for the diameter and angle.