Returning champion Nicholas Carlini comes back to talk about using Claude for vulnerability research, and the current vulnpocalypse. It's all very high-brow stuff, and the gang learns some bitter lessons.

Watch on YouTube: https://www.youtube.com/watch?v=_IDbFLu9Ug8

Transcript: https://securitycryptographywhatever.com/2026/03/25/ai-bug-finding/

Links:

- https://red.anthropic.com/2026/zero-days/
- https://unpromptedcon.org/
- Black-hat LLMs  
- https://red.anthropic.com/2026/firefox/

"Security Cryptography Whatever" is hosted by Deirdre Connolly (@durumcrustulum), Thomas Ptacek (@tqbf), and David Adrian (@dadrian)

Standardizing cryptography involves a lot of opinions. Luckily, the gamer presidents are on it. Come on, you all know the drill.

This is the last time I do this.

"Security Cryptography Whatever" is hosted by Deirdre Connolly (@durumcrustulum), Thomas Ptacek (@tqbf), and David Adrian (@dadrian)

The Python cryptography module, pyca/cryptography, has mostly been a sane wrapper around a pile of C, so that users get performant cryptography on the many, many platforms Python targets. Therefore its maintainers, Alex Gaynor and Paul Kehrer, have become intimately familiar with OpenSSL. Recently, they declared that after many years of trying to make it work, they announced pyca/cryptography would be moving away from OpenSSL when supporting new functionality and exploring adding other backends instead. We invited them on to tell us about what has happened to OpenSSL, even after the investments and improvements following Heartbleed. No guests on this pod represent anyone besides themselves.

Watch on YouTube: https://www.youtube.com/watch?v=dEKBHI3rodY

Transcript: https://securitycryptographywhatever.com/2026/02/01/python-cryptography-breaks-up-with-openssl

Links:
- https://cryptography.io/en/latest/statements/state-of-openssl/
- Py Cryptography: https://cryptography.io
- https://archive.openssl-conference.org/2025/presentations/Alex_Gaynor_Paul_Kehrer_The_Python_Cryptographic_Authoritys_OpenSSL_Experience.pdf
- https://securitycryptographywhatever.com/2025/08/16/alex-gaynor/
- https://packages.gentoo.org/packages/media-libs/libsdl
- https://www.youtube.com/watch?v=RUIguklWwx0
- https://datatracker.ietf.org/doc/rfc9180/
- https://docs.openssl.org/3.3/man3/OSSL_PARAM/
- https://openssl.foundation/
- https://github.com/openssl/openssl/issues/17064
- https://www.feistyduck.com/newsletter/issue_132_openssl_performance_still_under_scrutiny
- https://github.com/topazproject/topaz
- https://github.com/actions/runner/issues/1069
- https://crystalhotsauce.com/
- https://openssl-library.org/news/vulnerabilities/#CVE-2025-15467
- https://en.wikipedia.org/wiki/Ship_of_Theseus
- https://boringssl.googlesource.com/boringssl/+/aa202db1d7091b88b80f0a58c630c5c1aefc817d
- https://www.ibm.com/products/open-sdk-for-rust-aix
- https://dadrian.io/blog/posts/corporate-support-xz/
- https://peps.python.org/
- https://cryptography.io/en/latest/hazmat/primitives/asymmetric/ed448/
- https://go.dev/blog/fips140
- https://dadrian.io/blog/posts/roll-your-own-crypto/

"Security Cryptography Whatever" is hosted by Deirdre Connolly (@durumcrustulum), Thomas Ptacek (@tqbf), and David Adrian (@dadrian)

The International Association of Cryptologic Research held their regular election using secure voting software called Helios…and lost the keys to decrypt the results, leaving them with no choice but to throw out the vote and call a new election. Hilarity ensues. We welcome special guest Matt Bernhard who actually works on secure voting systems to explain which bits are homomorphically additive or not.

Watch on YouTube: https://www.youtube.com/watch?v=euw_yqAQFI8

Transcript: https://securitycryptographywhatever.com/2025/12/30/iacr-helios

Links:

- NYT: https://www.nytimes.com/2025/11/21/world/cryptography-group-lost-election-results.html
- IACR Memo: https://www.iacr.org/news/item/27138
- https://www.iacr.org/elections/
- https://vote.heliosvoting.org/faq
- https://github.com/Election-Tech-Initiative/electionguard
- https://www.usenix.org/legacy/events/sec08/tech/full_papers/adida/adida.pdf
- https://www.iacr.org/elections/eVoting/about-helios.html
- https://www.iacr.org/elections/eVoting/
- https://crypto.ethz.ch/publications/files/CrGeSc97b.pdf
- https://electionguard.vote/
- https://eprint.iacr.org/2025/1901
- https://freeandfair.us/blog/open-free-election-technology/
- https://www.starvoting.org/
- https://mbernhard.com/

"Security Cryptography Whatever" is hosted by Deirdre Connolly (@durumcrustulum), Thomas Ptacek (@tqbf), and David Adrian (@dadrian)

Apple announced its new suite of memory security improvements from the top of the stack all the way to the bottom, so we dug through what they did and how they did it (performantly). 

Watch on YouTube: https://www.youtube.com/watch?v=9FJwOI2PliU

Transcript: https://securitycryptographywhatever.com/2025/10/31/apple-mie

Links:

- https://security.apple.com/blog/memory-integrity-enforcement/
- Secure Page Table Monitor and Trusted Execution Monitor: https://support.apple.com/guide/security/operating-system-integrity-sec8b776536b/1/web/1#secd022396fb
- https://security.apple.com/blog/towards-the-next-generation-of-xnu-memory-safety/
- https://developer.apple.com/documentation/xcode/adopting-type-aware-memory-allocation
- https://security.apple.com/blog/what-if-we-had-sockpuppet-in-ios16/
- https://arxiv.org/pdf/2510.09272
- https://googleprojectzero.blogspot.com/2023/11/first-handset-with-mte-on-market.html
- https://developer.apple.com/documentation/xcode/adopting-type-aware-memory-allocation
- https://arxiv.org/pdf/2510.09272
- https://spectreattack.com/spectre.pdf

"Security Cryptography Whatever" is hosted by Deirdre Connolly (@durumcrustulum), Thomas Ptacek (@tqbf), and David Adrian (@dadrian)

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

Links:

- 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

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"Security Cryptography Whatever" is hosted by Deirdre Connolly (@durumcrustulum), Thomas Ptacek (@tqbf), and David Adrian (@dadrian)

We chat with friend of the pod and special guest Alex Gaynor, former deputy chief technologist at the FTC and all around good Security Person™. Join for nerdery about WebAuthn, stay for accidentally melting down GitHub APIs around November 2020! 

Watch on YouTube: https://www.youtube.com/watch?v=gBoGvyvsSi4

Transcript: https://securitycryptographywhatever.com/2025/08/16/alex-gaynor

Links:

- https://knowyourmeme.com/memes/no-take-only-throw
- https://alexgaynor.net/2025/jan/13/challenges-funding-open-source/
- https://alexgaynor.net/2025/apr/08/putting-a-price-tag-on-open-source/
- https://dadrian.io/blog/posts/corporate-support-xz/
- https://alex.github.io/nyt-2020-election-scraper/battleground-state-changes.html
- https://github.com/alex/nyt-2020-election-scraper

"Security Cryptography Whatever" is hosted by Deirdre Connolly (@durumcrustulum), Thomas Ptacek (@tqbf), and David Adrian (@dadrian)

We’re throwing a party in Vegas! Someone called it SCWPodCon last year, and the name stuck. It’s sponsored by Teleport, the infrastructure identity company. Get SSO for SSH! If Thomas was here, I’m sure he’d tell you that Fly.io uses Teleport internally. Oh also there's some thing called Black..pill? Black Pool? Something like that happening in Vegas, with crypto talks, so we chatted about them a bit, plus some other stuff

SCWPodCon 2025: https://securitycryptographywhatever.com/events/blackhat

Transcript: https://securitycryptographywhatever.com/2025/07/29/vegas-baby/

Links:

- Fault Injection attacks on PQCS signatures: https://www.blackhat.com/us-25/briefings/schedule/index.html#bypassing-pqc-signature-verification-with-fault-injection-dilithium-xmss-sphincs-46362
- Another attack on TETRA: https://www.blackhat.com/us-25/briefings/schedule/index.html#2-cops-2-broadcasting-tetra-end-to-end-under-scrutiny-46143
- Attacks on SCADA / ICS protocols (OPC UA): https://www.blackhat.com/us-25/briefings/schedule/index.html#no-vpn-needed-cryptographic-attacks-against-the-opc-ua-protocol-44760
- Attacks on Nostr:  https://www.blackhat.com/us-25/briefings/schedule/index.html#not-sealed-practical-attacks-on-nostr-a-decentralized-censorship-resistant-protocol-45726
- https://signal.org/blog/the-ecosystem-is-moving/
- https://en.wikipedia.org/wiki/Nostr
- https://eurosp2025.ieee-security.org/program.html
- https://cispa.de/en/research/publications/84648-attacking-and-fixing-the-android-protected-confirmation-protocol
- https://hal.science/hal-05038009v2/file/main.pdf
- 8-bit, abacus, and a dog: https://eprint.iacr.org/2025/1237.pdf
- https://www.youtube.com/watch?v=Dlsa9EBKDGI
- https://www.quantamagazine.org/computer-scientists-figure-out-how-to-prove-lies-20250709/
- https://eprint.iacr.org/2025/118

"Security Cryptography Whatever" is hosted by Deirdre Connolly (@durumcrustulum), Thomas Ptacek (@tqbf), and David Adrian (@dadrian)

It seems like everyone that tries to deploy end-to-end encrypted cloud
storage seems to mess it up, often in new and creative ways. Our special
guests Matilda Backendal, Jonas Hofmann, and Kien Tuong Truong give us a tour through the breakage and discuss a new formal model of how to actually build a secure E2EE storage system.

Watch on YouTube: https://youtu.be/sizLiK_byCw

Transcript: https://securitycryptographywhatever.com/2025/05/19/e2ee-storage/

Links:

- https://brokencloudstorage.info

- https://eprint.iacr.org/2024/1616.pdf

- https://www.sync.com

- https://www.pcloud.com

- https://icedrive.net

- https://seafile.com

- https://tresorit.com

- https://eprint.iacr.org/2024/989.pdf

"Security Cryptography Whatever" is hosted by Deirdre Connolly (@durumcrustulum), Thomas Ptacek (@tqbf), and David Adrian (@dadrian)

Migrating the US government to quantum-resistant cryptography is hard, luckily the gamer presidents are on it. This episode is extremely not safe for work, nor does it reflect the political opinions of, well, anybody.

"Security Cryptography Whatever" is hosted by Deirdre Connolly (@durumcrustulum), Thomas Ptacek (@tqbf), and David Adrian (@dadrian)

Apple has pulled the availability of their opt-in iCloud end-to-end encryption feature, called Advanced Data Protection, in the UK. This doesn't only affect UK Apple users, however. 

To help us make sense of this surprising move from the fruit company, we got Matt Green, Associate Professor at Johns Hopkins, and Joe Hall, Distinguished Technologist at the Internet Society, on the horn. 

Recorded Saturday February 22nd, 2025.

Transcript: https://securitycryptographywhatever.com/2025/02/24/apple-pulls-adp-in-uk/

Watch episode on YouTube: https://youtu.be/LAn_yOGUkR0

Links:

- https://www.lawfaremedia.org/article/apples-cloud-key-vault-and-secure-law-enforcement-access
- https://www.androidcentral.com/how-googles-backup-encryption-works-good-bad-and-ugly
- https://gdpr.eu/right-to-be-forgotten/
- https://www.legislation.gov.uk/id/ukpga/2024/9
- https://www.nytimes.com/2021/05/17/technology/apple-china-censorship-data.html
- https://en.wikipedia.org/wiki/Salt_Typhoon
- Salt Typhoon: https://www.cisa.gov/news-events/news/strengthening-americas-resilience-against-prc-cyber-threats
- https://www.bloomberg.com/news/articles/2025-02-21/apple-removes-end-to-end-encryption-feature-from-uk-after-backdoor-order
- https://support.apple.com/en-us/102651

"Security Cryptography Whatever" is hosted by Deirdre Connolly (@durumcrustulum), Thomas Ptacek (@tqbf), and David Adrian (@dadrian)