I have this same problem. I am working with a logo. I have tried grouping that didn't work. I am using inkscape and when I try to open it with sign cut I only get the first letter of the logo.
I just got this cutter an I have figured out how to cut letters. But what I cant figure out how to do is scan a simple image and cut it. I am using inkscape and signcut. will these programs work or do I need something better?