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That object placement does seem slightly larger than usual, so reporting it here was the right thing to do. I can see that you are cutting on Proofgrade material, so the thickness of the material is not likely a part of the problem. (What was the date, time and time zone for the above prints? Knowing that can help Glowforge to diagnose the problem.)
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There can be different causes for why a file won’t load. If you want to Zip the file and upload it here someone can probably take a look at it and maybe give you a more specific recommendation.
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Try using these Honeycomb Pins to keep the material locked down. They work really well to keep the material flat.