Encryptomatic OpenPGP vs Lockbin

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.

Lockbin is a web application for sending private email messages and files. Recipients can open a message using a unique URL and password; passwordless secure links are also available for known recipients. Messages use TLS in transit and FIPS 140-2 verified AES-256 encryption at rest. Decryption keys are held by the sender and recipient rather than stored in plaintext on Lockbin servers. It works in Chrome, Firefox, Safari, or Edge without a download or installation, and is listed for Linux, macOS, web, and Windows. Lockbin works alongside Google Workspace and Microsoft 365 without a plugin or extension. Premium users can create file-drop links or secure forms to receive files without requiring an account or password. The free plan covers one user, 25 MB attachments, and six months of inbox storage; the site also advertises 10 free messages with no credit card required. Premium costs $10 per user per month. Uncollected messages are destroyed after six months, and read files not marked for deletion are removed within 24 hours.