Gpg4win

Gpg4win is a installer package for Windows (2000/XP/2003) with computer programs and handbooks for EMail and file encryption. Gpg4win and the software included with Gpg4win are Free Software.

You can choose all or some of the following modules during installation:
GnuPG: The core; this is the actual encryption tool
WinPT: A key manager and helper for various encryption matters
GPA: Another key manager, tasts are simply different
GPGol: A plugin for Microsoft Outlook 2003 (email encryption)
GPGee: A plugin for Microsoft Explorer (file encryption)
Claws Mail: A complete email program including the plugin for GnuPG

Windows
KeePass

Today you need to remember many passwords. You need a password for the Windows network logon, your e-mail account, your homepage's ftp password, online passwords (like CodeProject member account), etc. etc. etc. The list is endless. Also, you should use different passwords for each account. Because if you use only one password everywhere and someone gets this password you have a problem... A serious problem. The thief would have access to your e-mail account, homepage, etc. Unimaginable.

KeePass is a free/open-source password manager or safe which helps you to manage your passwords in a secure way. You can put all your passwords in one database, which is locked with one master key or a key-disk. So you only have to remember one single master password or insert the key-disk to unlock the whole database. The databases are encrypted using the best and most secure encryption algorithms currently known (AES and Twofish). For more information, see the features page.

Linux
Windows
Mac OSX
OpenVPN

OpenVPN is a full-featured SSL VPN solution which can accomodate a wide range of configurations, including remote access, site-to-site VPNs, WiFi security, and enterprise-scale remote access solutions with load balancing, failover, and fine-grained access-controls (articles) (examples) (security overview) (non-english languages).

OpenVPN implements OSI layer 2 or 3 secure network extension using the industry standard SSL/TLS protocol, supports flexible client authentication methods based on certificates, smart cards, and/or 2-factor authentication, and allows user or group-specific access control policies using firewall rules applied to the VPN virtual interface. OpenVPN is not a web application proxy and does not operate through a web browser.

For a good conceptual introduction to OpenVPN, see the program notes for James Yonan's talk at Linux Fest Northwest 2004 -- Understanding the User-Space VPN: History, Conceptual Foundations, and Practical Usage. See also OpenVPN and the SSL VPN Revolution by Charlie Hosner.

OpenVPN is an Open Source project and is licensed under the GPL. Commercial licenses are also available for firms who would like to redistribute OpenVPN with their own proprietary applications. Contact info@openvpn.net for more information.

Linux
Windows
Mac OSX
OpenVPN GUI (Windows)

OpenVPN is a full-featured SSL VPN solution which can accomodate a wide range of configurations, including remote access, site-to-site VPNs, WiFi security, and enterprise-scale remote access solutions with load balancing, failover, and fine-grained access-controls.

OpenVPN is normally run in a console window, which can be a little annoying to have lying on the taskbar all the time. OpenVPN GUI lets you run OpenVPN without this console window. Instead you get an icon in the notification area (the area on the right side of the taskbar) from which you can control OpenVPN to start/stop your VPN tunnels, view the log, change your password and other useful things.

OpenVPN GUI is an Open Source project and is licensed under the GPL.

Windows
Truecrypt

Free open-source disk encryption software for Windows Vista/XP/2000 and Linux

Linux
Windows
Tunnelblick (OpenVPN GUI)

Tunnelblick is a simple graphical user interface for the great VPN software OpenVPN 2.0 and higher. It is written in Cocoa and comes in a ready to use distribution with all necessary binaries and drivers. Please send feedback and suggestions to info@tunnelblick.net.

Mac OSX
WinSCP

WinSCP is an open source free SFTP client and FTP client for Windows. Legacy SCP protocol is also supported. Its main function is safe copying of files between a local and a remote computer.

Windows