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SSL Deployment Best Practices Jan Krutisch Ruby Usergroup Hamburg https://jan.krutisch.de/ PGP-Key: A3E52A33 CF40 36B2 DBC8 83BA 29F1 3745 D400 34B1 A3E5 2A33

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SSL? TLS?

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Source: http://wiki.linuxwall.info/doku.php/en:ressources:dossiers:voip:tls_sips_rtps

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Certificates

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Free Not free Self signed CACert Commercial

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Self signed

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Security vs. Trust

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Let’s go shopping http://www.flickr.com/photos/prozla/4937459350/

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Deployment

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TL;DR version

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Apache

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SSLEngine on SSLCertificateFile /etc/ssl/private/cert.crt SSLCertificateKeyFile /etc/ssl/private/private_key.key ! SSLCertificateChainFile /etc/apache2/ssl.crt/chain.crt

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Nginx

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ssl on; ssl_certificate /etc/ssl/certs/ssl-bundle.crt; ssl_certificate_key /etc/ssl/private/private_key.key;

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Test!

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https://www.ssllabs.com/ssltest/

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https://www.ssllabs.com/ssltest/ Dafuq?!?

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Common issues

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Common issues according to my story

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Cert Chain

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Cipher Suites

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RC4 vs. BEAST

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TLS compression (CRIME)

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BREACH?

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Forward Secrecy

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EDH vs. EECDH

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Ephemeral (Elliptic Curve) Diffie Hellman

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# Apache SSLProtocol all -SSLv2 -SSLv3 SSLHonorCipherOrder on SSLCipherSuite "EECDH+ECDSA+AESGCM EECDH+aRSA+AESGCM EECDH+ECDSA+SHA384 \ EECDH+ECDSA+SHA256 EECDH+aRSA+SHA384 EECDH+aRSA+SHA256 EECDH+aRSA+RC4 \ EECDH EDH+aRSA RC4 !aNULL !eNULL !LOW !3DES !MD5 !EXP !PSK !SRP !DSS" ! # Nginx ssl_protocols TLSv1 TLSv1.1 TLSv1.2; ssl_prefer_server_ciphers on; ssl_ciphers "EECDH+ECDSA+AESGCM EECDH+aRSA+AESGCM EECDH+ECDSA+SHA384 \ EECDH+ECDSA+SHA256 EECDH+aRSA+SHA384 EECDH+aRSA+SHA256 EECDH+aRSA+RC4 \ EECDH EDH+aRSA RC4 !aNULL !eNULL !LOW !3DES !MD5 !EXP !PSK !SRP !DSS"; https://community.qualys.com/blogs/securitylabs/2013/08/05/configuring-apache-nginx-and-openssl-for-forward-secrecy

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Bam!

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Domains vs. IPs

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Server Name Indication

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