Why would my graphic show on the design page, but not in the cutter window?
There are tutorials on the official website of the developers where you can learn about the main operations available in the software.
Tutorials page: http://www.graphtecamerica.com/graphtec-america-faqs-video-software-video-faqs-graphtec-studio
There is also a video tutorial regarding the cutting procedures. You can learn how to add the file to the cutting window as well by watching that tutorial.