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Dead Letters to Alice - Reachability of E-Mail Addresses in the PGP - PowerPoint PPT Presentation

Introduction Study Design Results Conclusion Dead Letters to Alice - Reachability of E-Mail Addresses in the PGP Web of Trust Benjamin Leiding 1 ahn 2 Andreas D 1 University of G ottingen Telematics Group


  1. Introduction Study Design Results Conclusion Dead Letters to Alice - Reachability of E-Mail Addresses in the PGP Web of Trust Benjamin Leiding 1 ahn 2 Andreas D¨ 1 University of G¨ ottingen Telematics Group benjamin.leiding@cs.uni-goettingen.de 2 University of Rostock andreas.daehn2@uni-rostock.de August 1, 2016 Benjamin Leiding Dead Letters to Alice — BaSoTI 2016 1 / 18

  2. Introduction Study Design Results Conclusion Overview 1 Introduction 2 Study Design 3 Results 4 Conclusion Benjamin Leiding Dead Letters to Alice — BaSoTI 2016 2 / 18

  3. Introduction Study Design Results Conclusion Introduction Benjamin Leiding Dead Letters to Alice — BaSoTI 2016 3 / 18

  4. Introduction Study Design Results Conclusion PGP Web of Trust • Decentralized trust model for public keys • Mainly used for encrypted email communication • Users sign other users’ public key using their own private key to certify authenticity • Interpreting each key as node and each signature as directed edge results in a directed graph → The PGP Web of Trust Benjamin Leiding Dead Letters to Alice — BaSoTI 2016 4 / 18

  5. Introduction Study Design Results Conclusion Motivation • Many different trust metric calculations applied to underlying graph of the Web of Trust • Commonly used trust metrics exclude expired/revoked keys and signatures BUT: Reachability of corresponding email account has not been considered as a criteria so far. Benjamin Leiding Dead Letters to Alice — BaSoTI 2016 5 / 18

  6. Introduction Study Design Results Conclusion Study Design Benjamin Leiding Dead Letters to Alice — BaSoTI 2016 6 / 18

  7. Introduction Study Design Results Conclusion Study Setup 1 Preparation 2 Syntax check of e-mail addresses 3 DNS testing 4 Validation 5 E-mail account testing Benjamin Leiding Dead Letters to Alice — BaSoTI 2016 7 / 18

  8. Introduction Study Design Results Conclusion Preparation and Syntax Check 1. Preparation • Keyring snapshot retrieved on October 22, 2014 • Extract e-mail addresses • Remove duplicates 2. Syntax check of e-mail addresses • Filtering for syntactical validity • No .onion-addresses (and similar) Benjamin Leiding Dead Letters to Alice — BaSoTI 2016 8 / 18

  9. Introduction Study Design Results Conclusion DNS Testing, Validation and E-Mail Account Testing 3. DNS testing • Pull each domain’s DNS record and extract mail exchange (MX) server 4. Validation • Test MX servers’ validation policy → 27d89e25a3518f4a7434474c2a7d4f1e43911bc58bec5f1@cia.gov 5. E-Mail account testing • Actual testing of e-mail addresses Benjamin Leiding Dead Letters to Alice — BaSoTI 2016 9 / 18

  10. Introduction Study Design Results Conclusion Study Duration Main-Study • Between February 12, 2015 and July 24, 2015 Sub-Study • Between August 11, 2015 and August 30, 2015 • Used a subset (1%) of the syntactical correct and unique addresses • Almost same results (88%) Benjamin Leiding Dead Letters to Alice — BaSoTI 2016 10 / 18

  11. Introduction Study Design Results Conclusion Results Benjamin Leiding Dead Letters to Alice — BaSoTI 2016 11 / 18

  12. Introduction Study Design Results Conclusion Findings - Syntactical Correct Unique E-Mail Addresses Account is reachable 34.7 % Account is unreachable 28.0 % 12.9 % 6.5 % Domain problem 17.9 % Error during test No validation due to server policy Benjamin Leiding Dead Letters to Alice — BaSoTI 2016 12 / 18

  13. Introduction Study Design Results Conclusion Findings - Server Allowed Validation Account is reachable 50.1 % 9.4 % Error during test 40.5 % Account is unreachable Benjamin Leiding Dead Letters to Alice — BaSoTI 2016 13 / 18

  14. Introduction Study Design Results Conclusion Top 5 Mail Exchange Domains MX domain Overall Tested dead Tested alive rel + abs. abs. abs google.com 472,528 14.84 % 64,268 369,816 googlemail.com 142,350 4.47 % 44,401 64,599 hotmail.com 125,857 3.95 % 50,036 53,128 gmx.net 106,818 3.35 % 18,943 63,796 yahoodns.net 83,747 2.63 % 745 476 + to number of syntactic correct e-mail addresses the WoT Benjamin Leiding Dead Letters to Alice — BaSoTI 2016 14 / 18

  15. Introduction Study Design Results Conclusion Selected Mail Exchange Operating Companies Provider Overall Tested dead Tested alive rel + rel ++ rel +++ abs. abs. abs Google 614,878 19.31 % 108,669 12.18 % 343,415 31.11% United Internet 216,999 6.82 % 49,569 5.56 % 115,479 10.46 % Microsoft 183,104 5.75 % 54,076 6.06 % 57,360 5.20 % + to number of syntactic correct e-mail addresses in PGP web of trust ++ to number of e-mail addresses found unreachable in the study +++ to number of e-mail addresses found reachable in the study Benjamin Leiding Dead Letters to Alice — BaSoTI 2016 15 / 18

  16. Introduction Study Design Results Conclusion Conclusion Benjamin Leiding Dead Letters to Alice — BaSoTI 2016 16 / 18

  17. Introduction Study Design Results Conclusion Conclusion Conclusion • Extracted about four million e-mail addresses and tested three million of them • 40% of the e-mail addresses are unreachable • 46% of the reachable e-mail addresses are operated by one of three organizations Benjamin Leiding Dead Letters to Alice — BaSoTI 2016 17 / 18

  18. Introduction Study Design Results Conclusion Questions? Benjamin Leiding Dead Letters to Alice — BaSoTI 2016 18 / 18

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