update: Additional email security notes (#2937)

Signed-off-by: fria <fria@privacyguides.org>
Signed-off-by: Mare Polaris <ph00lt0@privacyguides.org>
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Jonah Aragon 2025-03-07 22:28:06 -06:00
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meta_title: "Why Email Isn't the Best Choice for Privacy and Security - Privacy Guides" meta_title: "Why Email Isn't the Best Choice for Privacy and Security - Privacy Guides"
title: Email Security title: Email Security
icon: material/email icon: material/email
description: Email is inherently insecure in many ways, and these are some of the reasons it isn't our top choice for secure communications. description: Email is insecure in many ways, and these are some of the reasons it isn't our top choice for secure communications.
--- ---
Email is an insecure form of communication by default. You can improve your email security with tools such as OpenPGP, which add End-to-End Encryption to your messages, but OpenPGP still has a number of drawbacks compared to encryption in other messaging applications, and some email data can never be encrypted inherently due to how email is designed. Email is an insecure form of communication by default. You can improve your email security with tools such as OpenPGP, which add End-to-End Encryption to your messages, but OpenPGP still has a number of drawbacks compared to encryption in other messaging applications.
As a result, email is best used for receiving transactional emails (like notifications, verification emails, password resets, etc.) from the services you sign up for online, not for communicating with others. As a result, email is best used for receiving transactional emails (like notifications, verification emails, password resets, etc.) from the services you sign up for online, not for communicating with others.
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The standard way to add E2EE to emails between different email providers is by using OpenPGP. There are different implementations of the OpenPGP standard, the most common being [GnuPG](https://en.wikipedia.org/wiki/GNU_Privacy_Guard) and [OpenPGP.js](https://openpgpjs.org). The standard way to add E2EE to emails between different email providers is by using OpenPGP. There are different implementations of the OpenPGP standard, the most common being [GnuPG](https://en.wikipedia.org/wiki/GNU_Privacy_Guard) and [OpenPGP.js](https://openpgpjs.org).
There is another standard which is popular with business called [S/MIME](https://en.wikipedia.org/wiki/S/MIME), however, it requires a certificate issued from a [Certificate Authority](https://en.wikipedia.org/wiki/Certificate_authority) (not all of them issue S/MIME certificates). It has support in [Google Workplace](https://support.google.com/a/topic/9061730) and [Outlook for Web or Exchange Server 2016, 2019](https://support.office.com/article/encrypt-messages-by-using-s-mime-in-outlook-on-the-web-878c79fc-7088-4b39-966f-14512658f480).
Even if you use OpenPGP, it does not support [forward secrecy](https://en.wikipedia.org/wiki/Forward_secrecy), which means if either your or the recipient's private key is ever stolen, all previous messages encrypted with it will be exposed. This is why we recommend [instant messengers](../real-time-communication.md) which implement forward secrecy over email for person-to-person communications whenever possible. Even if you use OpenPGP, it does not support [forward secrecy](https://en.wikipedia.org/wiki/Forward_secrecy), which means if either your or the recipient's private key is ever stolen, all previous messages encrypted with it will be exposed. This is why we recommend [instant messengers](../real-time-communication.md) which implement forward secrecy over email for person-to-person communications whenever possible.
There is another standard which is popular with business called [S/MIME](https://en.wikipedia.org/wiki/S/MIME), however, it requires a certificate issued from a [Certificate Authority](https://en.wikipedia.org/wiki/Certificate_authority) (not all of them issue S/MIME certificates, and often a yearly payment is required). In some cases it is more usable than PGP because it has support in popular/mainstream email applications like Apple Mail, [Google Workplace](https://support.google.com/a/topic/9061730), and [Outlook](https://support.office.com/article/encrypt-messages-by-using-s-mime-in-outlook-on-the-web-878c79fc-7088-4b39-966f-14512658f480). However, S/MIME does not solve the issue of lack of forward secrecy, and isn't particularly more secure than PGP.
## What is the Web Key Directory standard? ## What is the Web Key Directory standard?
The [Web Key Directory (WKD)](https://wiki.gnupg.org/WKD) standard allows email clients to discover the OpenPGP key for other mailboxes, even those hosted on a different provider. Email clients which support WKD will ask the recipient's server for a key based on the email address' domain name. For example, if you emailed `jonah@privacyguides.org`, your email client would ask `privacyguides.org` for Jonah's OpenPGP key, and if `privacyguides.org` has a key for that account, your message would be automatically encrypted. The [Web Key Directory (WKD)](https://wiki.gnupg.org/WKD) standard allows email clients to discover the OpenPGP key for other mailboxes, even those hosted on a different provider. Email clients which support WKD will ask the recipient's server for a key based on the email address' domain name. For example, if you emailed `jonah@privacyguides.org`, your email client would ask `privacyguides.org` for Jonah's OpenPGP key, and if `privacyguides.org` has a key for that account, your message would be automatically encrypted.
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### Why Can't Metadata be E2EE? ### Why Can't Metadata be E2EE?
Email metadata is crucial to the most basic functionality of email (where it came from, and where it has to go). E2EE was not built into the email protocols originally, instead requiring add-on software like OpenPGP. Because OpenPGP messages still have to work with traditional email providers, it cannot encrypt email metadata, only the message body itself. That means that even when using OpenPGP, outside observers can see lots of information about your messages, such as whom you're emailing, the subject lines, when you're emailing, etc. Email metadata is crucial to the most basic functionality of email (where it came from, and where it has to go). E2EE was not built into the email protocols originally, instead requiring add-on software like OpenPGP. Because OpenPGP messages still have to work with traditional email providers, it cannot encrypt some of this email metadata required for identifying the parties communicating. That means that even when using OpenPGP, outside observers can see lots of information about your messages, such as whom you're emailing, when you're emailing, etc.