AutoCAD Inventor :: Smart Sketch Symbols

At my office we create drawings with lots of added text and sketched symbols usually along the extension line of a dimension.  Currently we have to place the symbol then edit the rotation to make it parallel to the dim line. How to make the sketched symbol automatically orientate itself correctly?

Take this one step further, some ilogic that would automatically add the correct symbol to the dim line based on the feature?  For example, when we place a dim on the face of a flange, have the F.O.F. text automatically inserted on the dim line?  Or if you dim to a 2" pipe have the 2" CL symbol add automatically?