Upgrade to Pro
— share decks privately, control downloads, hide ads and more …
Speaker Deck
Features
Speaker Deck
PRO
Sign in
Sign up for free
Search
Search
The first few milliseconds of HTTPS - nluug
Search
Joshua Thijssen
November 20, 2014
1
170
The first few milliseconds of HTTPS - nluug
Joshua Thijssen
November 20, 2014
Tweet
Share
More Decks by Joshua Thijssen
See All by Joshua Thijssen
RAFT: A story on how clusters of computers keep your data in sync
jaytaph
0
30
The first few milliseconds of HTTPS
jaytaph
0
170
Paradoxes and theorems every developer should know
jaytaph
0
220
Paradoxes and theorems every developer should know
jaytaph
0
530
The first few milliseconds of HTTPS - PHPNW16
jaytaph
1
170
compiler_-_php010.pdf
jaytaph
0
80
Paradoxes and theorems every developer should know
jaytaph
0
190
Introduction into interpreters, compilers and JIT
jaytaph
1
220
Paradoxes and theorems every developer should know
jaytaph
1
830
Featured
See All Featured
Creating an realtime collaboration tool: Agile Flush - .NET Oxford
marcduiker
25
1.8k
Building a Scalable Design System with Sketch
lauravandoore
459
33k
Fight the Zombie Pattern Library - RWD Summit 2016
marcelosomers
232
17k
Building Applications with DynamoDB
mza
90
6.1k
Building Flexible Design Systems
yeseniaperezcruz
327
38k
Java REST API Framework Comparison - PWX 2021
mraible
PRO
28
8.2k
Unsuck your backbone
ammeep
668
57k
GraphQLの誤解/rethinking-graphql
sonatard
67
10k
StorybookのUI Testing Handbookを読んだ
zakiyama
27
5.3k
Gamification - CAS2011
davidbonilla
80
5k
The World Runs on Bad Software
bkeepers
PRO
65
11k
Designing for humans not robots
tammielis
250
25k
Transcript
The first 200 milliseconds of HTTPS 1 Joshua Thijssen jaytaph
2
➡ What’s happening in the first 200+ milliseconds in a
initial HTTPS connection. 2
➡ What’s happening in the first 200+ milliseconds in a
initial HTTPS connection. ➡ Give tips and hints on hardening your setup. 2
➡ What’s happening in the first 200+ milliseconds in a
initial HTTPS connection. ➡ Give tips and hints on hardening your setup. ➡ Give you insights in new and upcoming technologies. 2
➡ What’s happening in the first 200+ milliseconds in a
initial HTTPS connection. ➡ Give tips and hints on hardening your setup. ➡ Give you insights in new and upcoming technologies. ➡ Show you things to you (probably) didn’t knew. 2
This talk is inspired by a blogpost from Jeff Moser
http://www.moserware.com/2009/06/first-few-milliseconds-of-https.html Unknown fact! 3
HTTPS == HTTP on top of TLS 4
Transport Layer Security (TLS) 5
Secure Socket Layer (SSL) 6 A short and scary history
then now 7
then now SSL 1.0 Vaporware 1994 7
then now feb 1995 SSL 2.0 Not-so-secure-socket-layer SSL 1.0 Vaporware
1994 7
then now feb 1995 SSL 2.0 Not-so-secure-socket-layer jun 1996 SSL
3.0 Something stable! SSL 1.0 Vaporware 1994 7
then now feb 1995 SSL 2.0 Not-so-secure-socket-layer jun 1996 SSL
3.0 Something stable! jan 1999 TLS 1.0 SSL 3.1 SSL 1.0 Vaporware 1994 7
then now feb 1995 SSL 2.0 Not-so-secure-socket-layer jun 1996 SSL
3.0 Something stable! jan 1999 TLS 1.0 SSL 3.1 apr 2006 TLS 1.1 SSL 1.0 Vaporware 1994 7
then now feb 1995 SSL 2.0 Not-so-secure-socket-layer jun 1996 SSL
3.0 Something stable! jan 1999 TLS 1.0 SSL 3.1 apr 2006 TLS 1.1 TLS 1.2 aug 2008 SSL 1.0 Vaporware 1994 7
https://www.trustworthyinternet.org/ssl-pulse/ 25,7% 99,6% 99,3% 18,2% 20,7% SSL 2.0 SSL 3.0
TLS 1.0 TLS 1.1 TLS 1.2 8 November 2013
https://www.trustworthyinternet.org/ssl-pulse/ 25,7% 99,6% 99,3% 18,2% 20,7% SSL 2.0 SSL 3.0
TLS 1.0 TLS 1.1 TLS 1.2 8 19,4% 98,0% 99,3% 42,0% 44,3% SSL 2.0 SSL 3.0 TLS 1.0 TLS 1.1 TLS 1.2 November 2013 Oct 2014
https://www.trustworthyinternet.org/ssl-pulse/ 25,7% 99,6% 99,3% 18,2% 20,7% SSL 2.0 SSL 3.0
TLS 1.0 TLS 1.1 TLS 1.2 8 19,4% 98,0% 99,3% 42,0% 44,3% SSL 2.0 SSL 3.0 TLS 1.0 TLS 1.1 TLS 1.2 November 2013 Oct 2014 16,6% 60,6% 99,5% 45,4% 48,1% SSL 2.0 SSL 3.0 TLS 1.0 TLS 1.1 TLS 1.2 Nov 2014
RFC 5246 (TLS v1.2) 9
10 Record Layer
10 Record Layer Type Version Length
10 Record Layer Type Version Length Protocol
10 Record Layer Type Version Length Protocol Protocol Protocol
10 Record Layer Type Version Length Protocol Protocol Protocol Record
Layer Type Version Length Protocol
➡ Handshake protocol records ➡ Setup communication ➡ Change Cipher
Spec protocol records ➡ Change communication ➡ Alert protocol records ➡ Errors ➡ Application Data protocol records ➡ Actual data transfers 11
12 https://github.com/vincentbernat/rfc5077/blob/master/ssl-handshake.svg
Attention: (live) wiresharking up ahead 13
14
TLS_ECDHE_ECDSA_WITH_AES_128_GCM_SHA256 15
TLS ECDHE_ECDSA WITH AES_128_GCM SHA256 16
TLS ECDHE_ECDSA WITH AES_128_GCM SHA256 Cipher for exchanging key information
16
TLS ECDHE_ECDSA WITH AES_128_GCM SHA256 Cipher for exchanging key information
Cipher for authenticating key information 16
TLS ECDHE_ECDSA WITH AES_128_GCM SHA256 Cipher for exchanging key information
Cipher for authenticating key information Actual cipher (and length) used for communication 16
TLS ECDHE_ECDSA WITH AES_128_GCM SHA256 Cipher for exchanging key information
Cipher for authenticating key information Hash algo for message authenticating Actual cipher (and length) used for communication 16
TLS_RSA_WITH_AES_256_CBC_SHA256 17
TLS_NULL_WITH_NULL_NULL 18
Client gives cipher options, Server ultimately decides on cipher! 19
THIS IS WHY YOU SHOULD ALWAYS CONFIGURE YOUR CIPHERS ON
YOUR WEB SERVER! 20 Unknown fact!
21 https://cipherli.st SSLCipherSuite AES256+EECDH:AES256+EDH SSLProtocol All -SSLv2 -SSLv3 SSLCompression off
# Requires Apache >= 2.4 SSLHonorCipherOrder On SSLUseStapling on # Requires Apache >= 2.4 SSLStaplingCache "shmcb:logs/stapling-cache(150000)" # Requires >= Apache 2.4 Header always set Strict-Transport-Security "max-age=63072000; includeSubDomains" Header always set X-Frame-Options DENY ssl_ciphers 'AES256+EECDH:AES256+EDH'; ssl_protocols TLSv1 TLSv1.1 TLSv1.2; ssl_prefer_server_ciphers on; ssl_session_cache builtin:1000 shared:SSL:10m; add_header Strict-Transport-Security "max-age=63072000; includeSubDomains"; add_header X-Frame-Options DENY; ssl_stapling on; # Requires nginx >= 1.3.7 ssl_stapling_verify on; # Requires nginx => 1.3.7 resolver $DNS-IP-1 $DNS-IP-2 valid=300s; resolver_timeout 5s; Apache: nginx:
https://www.ssllabs.com/ssltest/ 22
23
24
25 ➡ SNI (Server Name Indication) ➡ Extension 0x0000 ➡
Pretty much every decent browser / server. ➡ IE6, Win XP, Blackberry, Android 2.x, java 1.6.x ➡ So no worries!
26
What an SSL certificate is NOT: 27 ➡ SSL certificate
(but a X.509 certificate) ➡ Automatically secure ➡ Automatically trustworthy ➡ In any way better self-signed certificates ➡ Cheap
What an SSL certificate is: 28 ➡ The best way
(but not perfect) to prove authenticity ➡ A way to bootstrap encrypted communication ➡ Misleading ➡ (Too) Expensive
29
29 ➡ X.509 Certificate
29 ➡ X.509 Certificate ➡ Owner info (who is this
owner)
29 ➡ X.509 Certificate ➡ Owner info (who is this
owner) ➡ Domain info (for which domain(s) is this certificate valid)
29 ➡ X.509 Certificate ➡ Owner info (who is this
owner) ➡ Domain info (for which domain(s) is this certificate valid) ➡ Expiry info (from when to when is this certificate valid)
30 yourdomain.com
30 yourdomain.com Intermediate CA
30 yourdomain.com Intermediate CA
30 yourdomain.com Root CA Intermediate CA
30 yourdomain.com Root CA Intermediate CA
30 yourdomain.com Root CA Intermediate CA
31 IMPLIED TRU$T
➡ (Root) Certificate Authorities ➡ They are built into your
browser / OS and you will automatically trust them. 32
33 wget http://mxr.mozilla.org/mozilla-central/source/security/nss/lib/ckfw/builtins/certdata.txt\?raw\=1 -O - -q | grep Issuer |
sort | uniq | wc -l
33 wget http://mxr.mozilla.org/mozilla-central/source/security/nss/lib/ckfw/builtins/certdata.txt\?raw\=1 -O - -q | grep Issuer |
sort | uniq | wc -l 182 And rising...
34
34 ➡ X.509 certificates are used to authenticate the server.
34 ➡ X.509 certificates are used to authenticate the server.
➡ Servers can ask clients to authenticate themselves as well.
34 ➡ X.509 certificates are used to authenticate the server.
➡ Servers can ask clients to authenticate themselves as well. ➡ APIs
35
36 Generating secrets:
36 pre master secret server rand client rand Generating secrets:
+ +
36 pre master secret server rand client rand master secret
Generating secrets: + +
36 pre master secret server rand client rand master secret
master secret server rand client rand Generating secrets: + + + +
36 pre master secret server rand client rand master secret
master secret server rand client rand key buffer Generating secrets: + + + +
36 pre master secret server rand client rand master secret
client MAC client KEY client IV server MAC server KEY server IV master secret server rand client rand key buffer Generating secrets: + + + +
https://github.com/jaytaph/TLS-decoder 37 http://www.adayinthelifeof.nl/2013/12/30/decoding-tls-with-php/ Try it yourself, php style:
38
39
40
41 Wireshark CAN decrypt your HTTPS traffic Unknown fact! SSLKEYLOGFILE
https://isc.sans.edu/forums/diary/Psst+Your+Browser+Knows+All+Your+Secrets+/16415
42 launchctl setenv SSLKEYLOGFILE /tmp/keylog.secret on a mac:
➡ TLS has overhead in computation and transfers. But definitely
worth it. ➡ Google likes it. ➡ Some ciphersuites are better, but slower. ➡ Speed / Security compromise ➡ (try: “openssl speed”) 43
Are we safe yet? 44
euh,.. no :/ 45
46 PRE MASTER SECRET
What if somebody* got hold of the site private key?
47
48
49
50
51
(PERFECT) FORWARDING SECRECY 52
Compromising the pre-master secret does not compromise our communication. 53
PFS: Can’t compromise other keys with a compromised key. 54
Unfortunately.. 55
56 PFS needs server AND browser support
57 http://news.netcraft.com/archives/2013/06/25/ssl-intercepted-today-decrypted-tomorrow.html
58 http://news.netcraft.com/archives/2013/06/25/ssl-intercepted-today-decrypted-tomorrow.html
Update your cipher suite list and place PFS ciphers at
the top 59
But beware: heavy computations 60
61 SSL Test https://www.ssllabs.com/ssltest/
-ETOOMUCHINFO 62
63 https://www.ssllabs.com/projects/best-practices/index.html
http://farm1.static.flickr.com/73/163450213_18478d3aa6_d.jpg 64
65 Find me on twitter: @jaytaph Find me for development
and training: www.noxlogic.nl Find me on email:
[email protected]
Find me for blogs: www.adayinthelifeof.nl