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Shopify custom orders

We do a lot of custom orders in shopify via the "draft" function, where we add on-the-fly custom products. If we select "Requires shipping" will this make the orders shop up in shipstation? Is there a way to default that to on for custom orders in shopify?

Also, is there a way to change this after the fact? I have a bunch of orders in shopify that aren't pulling into shipstation.

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