This post from Havoc Pennington contains some interesting musings on what it would take to make crypto with PGP or GPG user-friendly. It's more than a nice GUI around the existing tools, says Havoc, it's that it needs to be more task-centered.
I'm quite a keen user of PGP encryption, but it took me a long time to understand the concepts involved, and my use of it is still limited by the relative lack of integration of the current toolset.
Edd Dumbill is co-chair of the O'Reilly Open Source Convention. He is also chair of the XTech web technology conference. Edd conceived and developed Expectnation, a hosted service for organizing and producing conferences. Edd has also been Managing Editor for XML.com, a Debian developer, and GNOME contributor. He writes a blog called Behind the Times.
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