> Don't.
https://www.latacora.com/blog/2019/07/16/the-pgp-problem/#en...
I’m not sure I completely agree here. For private use, this seems fine. However, this isn’t how email encryption is typically implemented in an enterprise environment. It’s usually handled at the mail gateway rather than on a per-user basis. Enterprises also ensure that the receiving side supports email encryption as well.
edit: formatting
It is, GPG take care of that.
> If the idea here is, a private group of friends can just agree never to put anything in their subjects, or to accidentally send unencrypted replies
That’s not what I’m talking about. It’s an enterprise - you cannot send non-encrypted emails from your work mail account, the gateway takes care of it. It has many rules, including such based on the sender and recipient.
Surely, someone can print the mail and carry it out of the company’s premises, but at this point it’s intentional and the cat’s already out of the bag.
edit: smime
Either it’s just theatre, encrypting emails internally and then stripping it when they’re delivered, or you still need every recipient to be managing their own keys anyways to be able to decrypt/validate what they’re reading.
> you still need every recipient to be managing their own keys anyways to be able to decrypt/validate what they’re reading.
Nope, that is handled at the gateway on the receiving side.
edit: Again, the major point here is to ensure no plain text email gets relayed. TLS does not guarantee that plain text email doesn't get relayed by a wrongly configured relay on its route.
This page is a pretty direct indicator that GPG's foundation is fundamentally broken: you're not going to get to a good outcome trying to renovate the 2nd story.