There was a bug in an OpenPGP library which finally gave us an excuse to tear encrypted email via PGP to shreds. Our special guest William Woodruff joined us to help explain the vuln and indulge our gnashing of teeth on why email was never meant to be encrypted and how other modern tools do the job much, much better.  Watch on YouTube: https://www.youtube.com/watch?v=IoL3LfIozJo  Transcript: https://securitycryptographywhatever.com/2025/08/22/stop-using-encrypted-email-with-william-woodruff  ...

Security Cryptography Whatever

Deirdre Connolly, Thomas Ptacek, David Adrian

Stop Using Encrypted Email with William Woodruff

AUG 22, 202571 MIN
Security Cryptography Whatever

Stop Using Encrypted Email with William Woodruff

AUG 22, 202571 MIN

Description

There was a bug in an OpenPGP library which finally gave us an excuse to tear encrypted email via PGP to shreds. Our special guest William Woodruff joined us to help explain the vuln and indulge our gnashing of teeth on why email was never meant to be encrypted and how other modern tools do the job much, much better.Watch on YouTube: https://www.youtube.com/watch?v=IoL3LfIozJoTranscript: https://securitycryptographywhatever.com/2025/08/22/stop-using-encrypted-email-with-william-woodruffLinks:- William Woodruff: https://yossarian.net/- https://www.latacora.com/blog/2020/02/19/stop-using-encrypted/- https://www.rfc-editor.org/rfc/rfc4880- https://codeanlabs.com/blog/research/cve-2025-47934-spoofing-openpgp-js-signatures/- https://www.mailpile.is/blog/2014-10-07_Some_Thoughts_on_GnuPG.html- https://www.rfc-editor.org/rfc/rfc9580.html- https://www.tumblr.com/accidentallyquadratic- https://www.w3.org/TR/xmldsig-core/- https://support.yubico.com/hc/en-us/articles/360013790259-Using-Your-YubiKey-with-OpenPGP- https://www.rfc-editor.org/rfc/rfc9580.html#name-signature-packet-type-id-2- https://www.rfc-editor.org/rfc/rfc9580.html#name-key-derivation-function- https://en.wikipedia.org/wiki/S/MIME- https://delta.chat- https://signal.org/blog/the-ecosystem-is-moving/- https://phakeobj.netlify.app/posts/gigacage/- https://x.com/dakami-----BEGIN PGP MESSAGE-----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-----END PGP MESSAGE-----"Security Cryptography Whatever" is hosted by Deirdre Connolly (@durumcrustulum), Thomas Ptacek (@tqbf), and David Adrian (@davidcadrian)