Have a look at the HTTP-proxy software Charles (No affiliation of mine.) In the last question of the FAQ the monitoring of SSL-connections within iPhone-apps is

Have a look at the HTTP-proxy software Charles (No affiliation of mine.) In the last question of the FAQ the monitoring of SSL-connections within iPhone-apps is explained: http://www.charlesproxy.com/documentation/faqs/ http://www.charlesproxy.com/documentation/faqs/ There is no bug. This is what SSL will do, when you install additional certificates. (Oh, and it's a fun way to find new web services to play with.) :-)