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The security trust chain is broken (but we're w...

The security trust chain is broken (but we're working on it!)

ShowMeCon Security 2015

Kenn White

June 09, 2015
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  1. The  Security  Trust  Chain  is   Broken   But  we’re

     working  on  it Kenneth White ShowMeCon Security 2015 St Louis June 9, 2015
  2. Topics •  Open Crypto Audit Project •  Existing trust chains

    •  OpenSSL audit •  Emerging •  Final thoughts
  3. Open  Crypto  Audit  Project •  OCAP originally formed to manage

    community- funded TrueCrypt audit •  Independent technical research public interest organization •  Technical Advisory Board: academic, industry, and legal experts in security •  Mission: Research, analysis & education around technical security in open source software •  Focus: software security, cryptography engineering, public awareness •  Current project: OpenSSL audit
  4. The  Software  Security   Trust  Chain 1 year post-Heartbleed • Most

    serious CVEs are (rarely) about the crypto • But the (most widely deployed) crypto trust chain is fragile • Key pieces of the core Internet network stack are virtually unexamined, and little understood
  5. The  Software  Security   Trust  Chain 1 year post-Heartbleed • Most

    serious CVEs are (rarely) about the crypto • But the (most widely deployed) crypto trust chain is fragile • Key pieces of the core Internet network stack are virtually unexamined, and little understood
  6. The  Software  Security   Trust  Chain Questions How well do

    you know the network stack you’ve deployed? How about your technical staff? Do you/they understand your core dependencies?
  7. The  Software  Security   Trust  Chain Questions How well do

    you know the network stack you’ve deployed? How about your technical staff? Do you/they understand your core dependencies?
  8. Internet  Core  Trust  Chain For example: o  XML parsers (libxml2,

    Expat, SimpleXML…) o  Image generators (libpng…) o  Internationalization libraries (libIDN) o  Compression (libzma) o  ASN.1 & x509 (everywhere) o  Middleware core: BouncyCastle, Spring, Struts… o  Deeper: libBFD, libCurl, IPSec netkey, pluto, l2tp
  9. Internet  Core  Trust  Chain Time to look really closely, at,

    say: o  XML parsers (libxml2, Expat, SimpleXML…) o  Image generators (libpng…) o  Internationalization libraries (libIDN) o  Compression (libzma) o  ASN.1 & x509 (everywhere) o  Middleware core: BouncyCastle, Spring, Struts… o  Deeper: libBFD, libCurl, IPSec netkey, pluto, l2tp
  10. The  OpenSSL  Audit •  Commissioned by Linux Foundation’s Core Infrastructure

    Initiative (CII) •  Ambitious Scope o Independent review o Coordinating closely with OpenSSL core team o Delayed for v. 1.1 maturity (significant refactor) o Diverse, complex codebase o Linux, BSDs, Windows, OSX, SRV5 (AIX, HP-UX, Solaris) o Intel x86 (incl. AES-NI), ARMv7, MIPS, PowerPC, Alpha… o FIPS module
  11. OpenSSL  Audit •  Goals •  Thorough public security analysis of

    the core code in the next major release of OpenSSL •  Demonstrate viability of a reusable open source test harness framework •  Foster web-scale peer-reviewed public tools & data sets for protocol & negotiation analysis
  12. OpenSSL  Audit •  Phase 1 •  BigNum: multiprecision ints, constant

    time, blinding •  BIO (focus on composition & file functions) •  ASN.1 & x509 (cert & key parsing, DER/PEM decoding, structs, subordinate chains) •  93M cert corpus, “Frankencert” fuzzing •  Phase 2 •  TLS state machine •  EVP (PKI constructions, H/MACs, envelopes) •  Protocol flows, core engine implementation •  Memory management •  Crypto core (RSA, SHA-2, DH/ECDH, CBC, GGM…)
  13. OpenSSL  Audit Caveats •  Schedule, funding, or quality: Pick 2

    •  High Priority •  Major architectures •  Modern (TLS 1.3) protocols & primitives •  DH, ECC, signatures, ASN.1 & x509 •  Non-crypto constructions (data structures, memory management, core API/ABI hooks) •  Lower Priority •  AES implementation (finite field tables, matrix transformations, etc. TBD, possibly in phase 3 formal academic analysis) •  RC4 •  S/MIME •  OpenSSL s_server (smtp-aware web server!)
  14. Emerging •  Better primitives and core crypto •  TLS 1.3

    •  NaCl/LibSodium, ChaCha20/Poly1305 (OpenSSL soon) •  Marlinspike et al’s work on OTR, axolotl ratchet •  Trevor Perrin’s work on public key pinning & TLS core •  Containers smaller surface (Docker, Rocket, LXC) •  Let’s Encrypt (Mozilla, Akamai, Cisco, EFF) •  USG: All fed websites & services HTTPS-only •  Open threat feeds (AlienVault Open Threat Exchange v2) •  Verizon Data Breach Investigation Report model
  15. Parting  Thoughts o  VZ DBIR: 99.9% of successful exploits last

    year relied on a CVE more than a year old o  Intelligence & defense collaboration & sharing is critical o  Encryption isn’t a magic bullet o  Understand your threat model o  Stronger security chain will require better cooperation, more open exchanges, and trust
  16. Parting  Thoughts o  We are very much in the golden

    age of web security o  We are beginning a serious re-examination of the core stack and fundamental trust chains