Encryptomatic OpenPGP vs PDF Postman

Encryptomatic OpenPGP is a Windows application for encrypting and signing messages and files, with Outlook integration. Encryption happens locally on the PC, and messages remain protected end-to-end from sender to recipient; recipients need OpenPGP software to decrypt them. Files can also be encrypted or signed from the Windows right-click context menu. The software supports Windows 10 and 11, plus listed Classic Outlook versions from 2013 through Microsoft 365 in 32-bit or 64-bit editions. PGP key-server support covers key sharing, discovery, and revocation, including MIT.EDU. Administrators can customize the interface and deploy through MSI silent installation and registration; some shared environments can use activation-free enterprise versions. Personal users, nonprofits, activists, and individual journalists can use it free, while for-profit business domains require a license. Business and free editions have identical encryption capabilities. Business pricing starts at $29.99 a year for one license; Mac is not supported.

PDF Postman is a Windows Outlook add-in that turns email messages and attachments into password-protected PDF files. It encrypts messages and attachments using AES-128 or AES-256. Recipients can open encrypted PDFs with a PDF viewer and password, without special software or registration. The add-in converts HTML, rich-text or text messages into formatted PDFs. Users can include encrypted attachments in a PDF, protect attachments without the message, or make PDFs from attached files. The download page lists Outlook Desktop 365, 2021, 2019, 2016 and 2013 on 32-bit or 64-bit Windows, with Windows 11 or 10,.NET Framework 4.8 or later, 4 GB RAM and 2 GB of disk space as requirements. After a 15-day trial, it reverts to a free mode limited to five encrypted PDF messages per month. Listed paid options range from $79.99 a month for one license to $3,999 a month for 100 licenses; licenses are perpetual, with maintenance and upgrades optionally renewable at 25%. The maker says email remains on the user's PC rather than being sent to the cloud.