Are we ultimately talking about the modification of purely 2D geometry in a drawing, or, is the drawing geometry projected from a 3D model and the intent is to modify the 3D model from the drawing by manipulating the drawing dimension?
If it is truly just the modification of 2D geometry...
1. Change the 'Tolerance Description' setting from ISOCOMB to TOL_RES2
2. Set the tolerance for the dimension either by selecting a tolerance in the drop-down list, or in the case of asymmetric tolerances, by typing in the tolerance manually after clicking in the tolerance cell
e.g...
Alternatively, you can create a PowerCopy, which as part of the original hole definition requires equivalent geometry in the receiving part to be selected to instantiate the hole feature.
It is also possible to 'Publish' parameters of the hole in the PowerCopy definition process so that they...