Stop using encrypted email - Latacora

Latacora:

Users are encouraged to rotate their PGP keys in the same way that LARPers are encouraged to sharpen their play swords: not only does nobody do it, but the whole system would probably fall apart if everyone did.

If messages can be sent in plaintext, they will be sent in plaintext.

…

The clearest example of this problem is something every user of encrypted email has seen: the inevitable unencrypted reply. In any group of people exchanging encrypted emails, someone will eventually manage to reply in plaintext, usually with a quoted copy of the entire chain of email attached. This is tolerated, because most people who encrypt emails are LARPing. But in the real world, it’s an irrevocable disaster.