Encryptomatic OpenPGP vs FlowCrypt

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.

FlowCrypt is an email encryption service that lets users send encrypted messages to OpenPGP users and password-protected messages to other recipients. Recipients can reply securely without installing a plugin. It is offered as a Chrome extension, with other platforms and a mobile application also listed. Gmail and Outlook integration are listed, along with message expiry and password-based recipient verification. The free plan is for fewer than 100 users and lists a 5 MB attachment threshold, while product details say free users can add attachments up to 25 MB. Enterprise supports domains with more than 100 users, and administrators can set domain-wide controls and enforce rules for passphrases, keys, and signing. Enterprise also supports SSO through Google, OIDC providers, and delegated identity providers, and can connect with public key servers, HSMs, and internal systems. Enterprise commercial-use pricing requires contacting FlowCrypt. Its enterprise data processing agreement is described as GDPR-compliant, and enterprise support includes an SLA for availability and response times for fixes and patches.