I have cut a piece of jewelry and want to engrave on the back. I thought I could just write on the masking of the cut out piece put it back in the machine and then engrave what I have handwritten on it. Can’t seem to figure out the steps to make this work since it isn’t really artwork that I am copying. 
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You can, but you are going to have to use the trace function.
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The easiest way to take any handwritten or drawn image to engrave is to use the Trace function, as others have mentioned here. If you follow the link @eflyguy mentioned, you will find a tutorial that will walk you through this process. Simply place artwork in the bed of your Glowforge, click Trace in the Glowforge App, and enjoy bringing your hand-drawn creations to life.
I am going to close this thread. If you have any other questions or concerns feel free to reach out to us at support@glowforge.com.