What is the best chat protocol/service to use with Tails and Pidgin in order to maintain the highest level of annonimity? Is there a service that keeps the little or no logs of chats or user info? I've seen some threads on the best options for email, but nothing addressing real time chat.

I would say Pidgin + Off the record plugin.

Good luck!

Comment by Anonymous Tue 17 Jul 2012 02:09:52 PM CEST
Use XMPP and a trusted server. Several not-for-profit provide XMPP/Jabber accounts (CCC, riseup, APINC and probably dozen others). Always use OTR on top of that.
Comment by Anonymous Tue 17 Jul 2012 03:59:35 PM CEST