I've been using GnuPG since years. Well, using is too strong. I have a GPG key that I've created somewhen and use it once in a while when sending login credentials to other Linux people. But since Edward Snowdens NSA leaks I now get encrypted mails by non-Linux people. It is great that people are making use of strong encryption to protect their communication, but it is frightening that people have to do so because of NSA mass surveillance the complete world and violating our civil and human rights.
Anyway, one problem with GnuPG and other PKI tools is, that you should keep your private key secret. When you use more than one device to write your mails, you will run into usuability problems like I did. My main computer is my Debian box, but I use a MacBook Pro laptop with OSX very often as well. There is GPGSuite (formerly GPGMail) for OSX to pimp your Mail.app with GPG. It uses, of course, a local .gnupg/ directory and thus it would create a separate GnuPG pair of keys. But apparently I want to use my existing pair of keys - without the need to copy them over from my Linux box to my laptop.
The solution would be a simple setup of netatalk to mount your home directory from the Linux box under OSX and a matching symlink to your Linux .gnupg/ directory (or even better: symlink the contents where necessary and not the whole directory). But that would've been too easy, I guess, because I got this error message on OSX:
So, basically this didn't work right out of the box. Fortunately the GPGSuite support guys replied quick and solved this problem. The version they released yesterday did fix that problem, but I needed to add the following line to my ~/,gnupg/gpg-agent.conf, which didn't exist before too:
With that line everything works like a charme under OSX with Mail.app using my GPG keys on my Debian box.