My son and I drew two monsters. I made sure one was the right shape to cover the four holes. Then we drew another monster to put in the pocket. Don’t worry about the size of the image since you can change that later.
Scan the image and digitize it. I do the by upping the contrast, adding a layer, and then tracing the outside of the image. Then I fill it in.
Erase the background and make it transparent. Save the file as a PNG. Open up Cricut Design Space and start a new project. Upload your PNG image and select the image type.