iSniff
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SSL man-in-the-middle tool targeting iOS devices < 4.3.5
iSniff.py [updated release 2011-08-25]
SSL man-in-the-middle tool inspired by Moxie Marlinspike's sslsniff 0.8
Successfully tested against iOS < 4.3.5 devices vulnerable to CVE-2011-0228 basic constraints validation issue (see http://support.apple.com/kb/HT4824) discovered by Gregor Kopf / Paul Kehrer
Written by hubert(a)pentest.com / @hubert3
Redirect SSL traffic from NAT'd clients to iSniff as follows:
iptables -t nat -A PREROUTING -p tcp --destination-port 443 -j REDIRECT --to-ports 2000
Linux/iptables is currently required for iSniff to determine the intended destination of redirected traffic and generate working certs. Other platforms are not supported.
Any certificate trusted by iOS can be used as signing_cert - The example config below uses an APNS cert extracted from an iPhone using 'nimble' (tool and cert not included). The certificate chain constructed with this config is similar to the one presented at https://issl.recurity.com. Website certs issued by other trusted CAs such as Verisign, Startcom, Comodo etc. also work.
Tested on Debian GNU/Linux 6.0 (kernel 2.6.32-5-686, Python 2.6.6) Packages required: python-m2crypto