Can you please give this a try?:
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Update to GarageSale 9.9.2 if not done already.
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Open the GarageSale preferences > Accounts and click on “Refresh Access Token” to refresh your eBay token.
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If done, select one of the listings in question and open the category browser. In that browser click on the sprocket icon to update the category data.
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Re-select the category in your listing. Check the Condition menu afterwards.