Paperless on FUCKUP.fail https://fuckup.fail/tags/paperless/ Recent content in Paperless on FUCKUP.fail Hugo en-US Sat, 26 Sep 2026 00:00:00 +0000 FUCKUP #005: The Expired Certificate Was Only the First Failure https://fuckup.fail/cases/005-nextcloud-paperless-certificate-timeout/ Sat, 26 Sep 2026 00:00:00 +0000 https://fuckup.fail/cases/005-nextcloud-paperless-certificate-timeout/ A Nextcloud-to-Paperless upload first failed on an expired TLS certificate. Bypassing that check exposed a second failure in Gotenberg's LibreOffice conversion path.