When comparing PrivMX WebMail vs GPG encrypted text file, the Slant community recommends PrivMX WebMail for most people. In the question“What are the best ways to send secure, encrypted messages?” PrivMX WebMail is ranked 4th while GPG encrypted text file is ranked 6th. The most important reason people chose PrivMX WebMail is:
Easy install and did not conflict with postfix dovecot roundcube system on FreeBSD.
Specs
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Pros
Pro Very easy to install
Easy install and did not conflict with postfix dovecot roundcube system on FreeBSD.
Pro Can be easily integrated with other command-line tools
For example, I can run GITHUB_TOKEN=$(gpg -d GITHUB_TOKEN.gpg) some_tool
Pro Outstanding compatibility
GPG is standard on most operating systems, and is compatible with "too many to list". A GPG API is currently being developed for further integration.
Pro Free to use and modify
GPG does not use patented algorithms, so this service is free to use and modify without restrictions.
Pro Can be used with any system that understands text files
Text files are ubiquitous. They can be read across any modern platform and many obsolete one's.
Pro No dependencies
GnuPG does not depend on a reading program in order to be functional.
Pro Offers an installation package for Windows and OS X
"Gpg4win" is the installation package for Windows, and "GPGTools" is the package for Mac. The purpose of these packages is to equip users with everything needed in order to effectively keep information private.
Pro Uses symmetric key encryption to ensure that emails are secure
Symmetric key encryption not only protects emails from unauthorized access, but it ensures that the sender and receiver are legitimate.
Cons
Con Can't send regular email
This appears to be completely standalone system, only users of PrivMX can send and receive mail from other users with PrivMX. You can't send email to regular @ email addresses, or presumably receive email from them either.
Con Requires knowledge of the command line
GnuPG requires technical knowledge, but their FAQ is incredibly helpful for people who want to get started.