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Hi @kyzoe,
If you have tried to reinstall the fonts, and it didn’t work, then it’s likely that our plugin has no access to your wp-content/uploads folder. Our plugin need to create a unique folder there, named wpo_wcpdf_xxxxxx (the X’s represent a random unique key created for your site), in which will be stored several required files needed to generate PDF documents, including the fonts files.
You should see if you have writing permission for this folder under WooCommerce > PDF Invoices > Status > Write Permissions. If not, you should to enable the write permission for this folder, in order to allow our plugin working correctly. If you need help with this, ask for help to your hosting provider.