Did you ever go to the Send panel and tell Silhouette Studio to cut the edge of your design and it cuts all the internal areas too?
Your software is not broken and you did not do anything wrong. The issue is your design is a compound path. Not sure what a compound path is - I got over it in detail here.
Let me show you exactly what is happening and how to fix it so you are able to cut only the edge of your design.










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