I have a friend that I voip chat with in another country using Skype. Since Skype's encryption is propietary and the company has a history of catering to the whim of large governments, I have need to find an alternate source of encryption. I recently had an idea about redirecting the audio stream from line-in through gpg, before it when to Skype. Once on the other end, the other person would do something simular to decrypt the stream before it went to their audio out. I think this might be possible, but I'm not quite sure how, and so I was wondering if anyone around here might have some ideas.

well, you may have more luck with SSL. SSL seems more oriented towards encrypting data streams, while GPG seems more oriented towards encrypting files. I would ask, since your current solution already requires that these be computer-to-computer calls and that your friend have specific software (GPG or SSL) - does it have to be skype? There are a number of free voip alternatives that keep a corporate big brother out of the equation. Although I haven't used it myself, I know that ekiga is one such alternative.

I could just switch to another app, but my organization already has a large (aka several thousand person) user base, and convinceing them all to switch apps would be a nightmare at best. However, if I could just give them somthing to install that would secure the application that they currently use, they would be much more likely to use it.

About SSL, is there any way I could do the stream redurections via pipes in bash, or would involve somthing more complex?

Ah, sorry - I thought this was personal use only. Yeah, convincing organizations to change isn't likely. Well, I'm sure there is a simple way to do this, but I'm not sure what it is.