DANE Secured Demonstration. Wes Hardaker Parsons
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1 DANE Secured Demonstration Wes Hardaker Parsons <>
2 Overview My Background In scope topics Securing Requirements Implementing Each Requirement 2
3 My Background Part of the Network Security Research Group A small division within PARSONS Experts on and evangalists for security protocols My DNS history Multiple DNS RFCs: 4509, 6168, 7477, 7671, 7672 DNSSEC-Tools development DNS-Sentinel DNS/DNSSEC monitoring service DNS-Sentinel DNSSEC-Tools 3
4 What I am covering How to set up secure with DANE What I am not covering How DNSSEC and DANE work See my slides from ICANN 53 / Buenos Aires My YouTube Tutorial on DANE and DNSSEC video: Securing clients to their ISP IE: We're not discussing POP, IMAP, etc. Today: server to server (ISP to ISP) 4
5 Server-to-Server Simple Mail Transport Protocol (SMTP) Mail Transfer Agent 1: Alice's Mail User Agent (MUA) sends the to her ISP 2: Alice's ISP forwards the message to Bob's ISP We're talking about this today Mail Transfer Agent 3: Bob's MUA downloads the message via IMAP or POP Largely secured today through Manual configuration parameters 5
6 Requirements for Receiving Secure 6
7 Receiving Secure Be found by the distant server DNSSEC Accept an authenticated connection DANE Accept an encrypted connection DANE Your DNS zone must be DNSSEC signed Your DNS zone must include a DANE record 7
8 Receiving Secure Mail with Postfix (regardless of DANE usage) Create a certificate to use: openssl req new newkey rsa:2048 days 365 nodes x509 keyout server.pem out server.pem Tell postfix to use it: smtpd_tls_key_file = /etc/postfix/server.pem smtpd_tls_cert_file = /etc/postfix/server.pem smtpd_tls_security_level = may 8
9 DNS Records for our test zone In the DNSSEC-Tools.org zone, I created: dane.dnssec-tools.org: dane IN 60 A dane IN 60 MX 10 dane.dnssec tools.org. _25._tcp.dane IN 60 TLSA e8d145d7df0b269d19a5107e489419e0445df7d3c256e0ec24a2a23 ff25d249c And DNSSEC signed it! dane.dnssec tools.org. 60 IN RRSIG A dnssec tools.org. UY3+UB7GyO/eaNsf5fFTbTBx9G6R... 9
10 CRITICAL When you update your mail server certificate You must update your TLSA record to match! You must continue to resign your zone You should monitor your services: DNS/DNSSEC health checks DANE records match the mail server certificate Have it yell loudly when broken!! 10
11 Test It! A fantastic SMTP/DANE/DNSSEC testing utility Checks if: Your zone is properly signed Your zone contains TLSA records Your SMTP TLS certificate matches your DANE records For each server! 11
12 Requirements for Sending Secure 12
13 Sending Secure Requirements DNS Software that verifies DNSSEC records EVERY lookup from start to finish must be verified MX records Address records DNSSEC signatures and chain records Mail server software that verifies DANE records Collects DNSSEC validated TLSA records Certificates must match these TLSA records 13
14 Configuring Postfix Needed deployment architecture: DNSSEC Validating Resolver Postifx 2.11 or better Running on the same host Needed configuration: smtp_tls_security_level = dane smtp_dns_support_level = dnssec 14
15 Demonstration Sending via an insecure mail server Sending to a DANE secured address Sending to a DANE failing address Sending to a domain with two MX records (with the first being broken) 15
16 Demonstration Test #1 No security turned on Plain text transfer An undetectable man-in-the-middle possible org dnssec-tools.org NS MX A dane Deliver this for me! Where should I send mail? To this guy! dnssec-tools.org DNS Server Mail Transfer Agent My Laptop Here's some mail dane.dnssec-tools.org SMTP Server 16
17 Demonstration Test #2 Using a validating resolver Authenticated and Encrypted ! No chance of a man-in-the-middle org dnssec-tools MX A TLSA NS dane Deliver this for me! Where should I send mail? To this guy! With this X.509 dnssec-tools.org DNS Server Mail Transfer Agent My Laptop Here's some mail dane.dnssec-tools.org SMTP Server 17
18 Demonstration Test #3 A bad guy Simulated by a bad record! (could be a mistake! Be careful!) org dnssec-tools MX A TLSA NS dane-bad Deliver this for me! Where should I send mail? To this guy! With this X.509 dnssec-tools.org DNS Server Mail Transfer Agent My Laptop Here's some mail dane.dnssec-tools.org SMTP Server 18
19 Demonstration Test #4 Two MX records The first one should fail The second should succeed org dnssec-tools NS dane-bad2 srv1 Deliver this for me! srv2 Where should I send mail? dnssec-tools.org DNS Server To this guy! With this X.509 Or this guy! With this X.509 Mail Transfer Agent My Laptop srv1.dnssec-tools.org SMTP Server srv2.dnssec-tools.org SMTP Server 19
20 Come On Out And Play 28,000 Domains with DANE/SMTP enabled! And the RFC has only been out for a week! 20
21 Questions? ICANN 53 Buenos Aires 21
22 Extra Slides 22
23 Available Software DNSSEC Compliant Name Servers Most recent releases of just about everything (no excuses here) Mail Software Postfix 2.11 or higher EXIM 4.85 or higher 23
24 Try looking up the data! Using a DNSSEC compliant resolver: dig dane.dnssec-tools.org MX dig dane.dnssec-tools.org A dig _25._tcp.dane.dnssec-tools.org TLSA dig +dnssec dane.dnssec-tools.org MX 24
25 Resources RFC6698 DANE RFC7218 DANE Acronyms RFC7672 SMTP RFC7671 DANE Guidance
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