Problems with Sage 100 Paperless Office printing (pdf’s and e-mails) have happened when Microsoft Updates change their Amyuni PDF driver.
Sage has updated the AMYUNI PDF driver to a version which shouldn’t continue to be modified by Windows update.
The Sage 100 patch LM7000T was released on May 24th, 2021 and applies to Sage 100 versions 2019, 2020 and 2021. Install the Sage patch on your server, then re-install the PDF driver on each workstation via the PL_AdvancedOptions_UI program (requires local administrator rights). Let us know if you need assistance with this.