Encrypt Your Email With GPG and Thunderbird
Protect Your Privacy With a Few ClicksE-mail is one of the most useful areas for encryption -- it's nice to not have to treat e-mail as a postcard! -- and also the one where it's most important that encryption should Just Work. Enigmail offers a very usable GnuPG plugin to Thunderbird.
To use it, you'll first need to install GPG (also probably available as a package for your distro), then the Enigmail plugin (download it from the web site, then use the Tools-Addons menu and click Install to find and install the downloaded file).
After this, you can manage your keys and preferences via the OpenPGP menu. Use the Key Management menus to import keys from a file or a keyserver or to generate a new public keypair. From the Preferences menu, you can set how long your passphrase should be remembered. (Be aware of the security risk here!) In the Preferences menu, choose the Expert Options (then close and reopen the menu) to get a huge range of options covering default reply options, fetching external keys, and what keyservers to use. There are supposed to be per-recipient rules available, but I couldn't find this setting on my Mac.
Unfortunately, it's a plugin so you can't install it system-wide, but you can at least use it yourself and encourage your users to use it. Other mailers -- most notably mutt -- also have GPG usability, and the GnuPG web site links to plug-ins for several mailers.