![]() Even if you normally prefer PGP/GPG, it’s a good idea to set up S/MIME as well. Setting up S/MIME for your Apple products isn’t that hard. There are plenty of S/MIME compatible mail programs. However, Apple’s Mail programs on Mac OS and iOS both support it, as does Microsoft Outlook on Windows. S/MIME has long been the bastard stepchild of e-mail encryption, largely because it’s more complex to set up and keep up. The alternative is S/MIME, which is an official Internet standard. It seems to crash a lot, it breaks with every new Mac OS version, and it’s no longer free. While a GPG plugin is available for Mac OS, in my experience it doesn’t work very well. ![]() That’s especially true on Apple products. The problem is that PGP requires a certain amount of technical savvy to use safely, and it can be awkward to use. Most security types like PGP (or its open-source clone GPG), because it’s been around for a long time. There are two standard methods for encrypting e-mail: PGP and S/MIME. Encryption software can do two things for your email: It can sign your messages, to prove that it was you who sent it and that the message wasn’t altered in transit and it can encrypt your messages, so no one but the recipient can read the contents.
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