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The plugin uses the previous configuration when the users order again, unfortunatelly it is not possible to use the new configuration when they order again since there are too many variables to consider like for example what happen if you add a new required field that the previous version didn’t have.
What can be done though is to check if the options configuration has changed and if so don’t add the product to the cart and instead request them to purchase it again by filling the options again.
Regards!