If you want to print a label from PayPal, ship station is required. You can always add your own tracking information to PayPal if you use some other source.
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There is an option to add insurance on ShipStation.
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Yes but I could not get enough to cover the full value of a silicone for international shipment. Least not as I could see. Also, it kept rejecting her address saying it was not right even though it was.