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Some links providing background on why it's a somewhat hard to implement encryption with web mail, and to get people to use it.
https://freedom-to-tinker.com/blog/felten/end-to-end-encrypted-gmail-not-so-easy/ http://www.washingtonpost.com/blogs/wonkblog/wp/2013/06/14/nsa-proof-encryption-exists-why-doesnt-anyone-use-it/ http://www.techrepublic.com/blog/it-security/email-encryption-using-pgp-and-s-mime/