In simulation, run a deviation analysis. Does this show the gouge? Make sure you select your model as the "Workpiece" before running the simulation (I'm assuming you are using V29).
Did you select your entire model then limit the toolpath with a boundary or did you only select the surfaces you wanted to machine? Did you use the gouge check surfaces?
EDIT: I just noticed in another thread that you are using V28. In V28, hide everything in the BobCAD workspace except for your solid model before running simulation. This becomes your "workpiece" and that's is what the Simulation will compare the machined stock to.