How do I setup OpenRoads SignCAD to communicate with my cutter/plotter?

Answer:

After installing OpenRoads SignCAD, pick the SignCAM menu and select the Cutter/Plotter Setup option.

The Plotter will default to Generic.  Change the Plotter and Port settings to match your cutter and port and save your changes.  The screenshot below shows the Cutter/Plotter setup for a Graphtec cutter connected to the computer via USB.