Assessing the Security of Certificates at Scale

Presented at DEF CON 31 (2023), Aug. 12, 2023, 9 a.m. (20 minutes)

The security of digital certificates is too often undermined by the use of poor entropy sources in key generation. Flawed entropy can be hard to discover, especially when analyzing individual devices. However, some flaws can be detected when a large set of keys from the same entropy source are analyzed, as was dramatically demonstrated in 2012 and 2016 by the detection of weak HTTPS keys on the Internet. In this talk, we present tools and techniques to identify weak keys at scale, by checking issued certificates obtained from passive monitoring, active network scans, or certificate authority logs. Our tools use efficient multithreaded implementations of network monitors, scanners, certificate parsers, and mathematical tests. The batch greatest common divisor test (BGCD) identifies RSA public keys with common factors, and outputs the corresponding private keys. The common key test identifies distinct devices that share identical keys. We report on findings from both tests and demonstrate how to audit HTTPS servers, run BGCD on 100M+ keys, identify RSA keys with common factors, and generate the corresponding private keys. Because nothing convinces like an attack, we show how to produce and use PEM files for factored keys. REFERENCES: Andrew Chi, Brandon Enright, David McGrew. The Mercury Batch GCD Utility. https://github.com/cisco/mercury/blob/main/doc/batch-gcd.md David McGrew, The Mercury cert_analyze Utility. https://github.com/cisco/mercury/blob/main/src/cert_analyze.cc David McGrew, Blake Anderson. The Mercury tls_scanner Utility. https://github.com/cisco/mercury/blob/main/src/tls_scanner.cc Nadia Heninger, Zakir Durumeric, Eric Wustrow, and J. Alex Halderman. Mining your ps and qs: Detection of widespread weak keys in network devices. In Tadayoshi Kohno, editor, Proceedings of the 21th USENIX Security Symposium, Bellevue, WA, USA, August 8-10, 2012, pages 205–220. USENIX Association, 2012. https://www.usenix.org/conference/usenixsecurity12/technical-sessions/presentation/heninger. Marcella Hastings, Joshua Fried, and Nadia Heninger. Weak keys remain widespread in network devices. In Phillipa Gill, John S. Heidemann, John W. Byers, and Ramesh Govindan, editors, Proceedings of the 2016 ACM on Internet Measurement Conference, IMC 2016, Santa Monica, CA, USA, November 14-16, 2016, pages 49–63. http://dl.acm.org/citation.cfm?id=2987486.

Presenters:

  • Andrew Chi - Security Research Engineering Technical Leader at Cisco
    Andrew Chi is a Security Research Engineering Technical Leader at Cisco, where he works with product teams and incident response teams to detect threats in large network telemetry datasets. Prior to Cisco, he was a computer scientist at Raytheon BBN Technologies, where he contributed to IETF standards for routing security (RPKI and BGPSEC) and served as software lead for an open-source RPKI validator. Andrew holds a bachelor’s degree in mathematics from Harvard and a PhD in computer science from the University of North Carolina.
  • David McGrew - Fellow at Cisco Systems
    David McGrew is a Fellow at Cisco Systems, where he leads research and development to detect threats, vulnerabilities, and attacks using network data, and to protect data through applied cryptography. He pioneered the commercial use of encrypted traffic analysis to defend networked information systems, and designed authenticated encryption and secure voice and video standards that are in widespread use, most notably GCM and Secure RTP, contributed to open source projects, published research results, championed open, patent/royalty-free cryptography, and co-founded the IRTF Crypto Forum Research Group. He holds a PhD in Physics from Michigan State University, and outside of work, he enjoys Linux, sailing, sports cars, jazz records, and guitar.
  • Brandon Enright - Lead DIFR investigator at Cisco CSIRT
    Brandon Enright is a lead DIFR investigator for Cisco CSIRT, an expert at DNS and network data analysis, and a contributor to Nmap and other open source projects.

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