Problem: if you want to debug a IOS app with MITMProxy, the iPhone needs to trust the MITMProxy CA. This is done by going to http://mitm.it/ and clicking on the apple symbol. Then you have to accept the “profile” in Settings “downloaded profiles”. Then you have to trust this new CA cert in “Settings” “General” “About” “Trust Root Cert” “mitmproxy”. But then the certs generated by the MITMProxy are still not trusted.
Discussion: Starting with IOS 13, TLS server certificates must have a validity period of 825 days or fewer and MITMProxy generates certs with an expiration period of 1095 days.
Solution: I changed the py file of MITMProxy to shorten the cert validity, by changing the file /usr/lib/python2.7/dist-packages/netlib/certutils.py
# DEFAULT_EXP = 94608000 # = 24 * 60 * 60 * 365 * 3 DEFAULT_EXP = 31536000 # = 24 * 60 * 60 * 365
Versions: test with MITMProxy 0.18.2-6+deb9u2 but it looks as if current versions of MITMProxy on github still use 3 years as default expiration.