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Actually curious on this point - is there an app for jailbroken iPhones to see what data is being sent out from your phone? A simple way? Packet sniffer with your phone's IP?

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See Andy Baio's "How I Indexed The Daily" for information about using a proxy to monitor/inspect traffic from a device similar to an iPhone.

http://waxy.org/2011/02/how_i_indexed_the_daily/

If you connect over wifi, you can easily sniff the packets from your router.

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