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Utilities

The following are tools and utilities which i have used and seem to like. This is not a complete list.

7-zip [open source]
Adobe Flash
Adobe Reader
AnalogX has some nice tools.
Anapod Explorer
AVG Anti-Virus Free Edition
BackTrack [open source]
BrowserShots.org [online]
Cain & Abel
CD Burner XP
ClamAV [open source]
dBpoweramp Music Converter
Debian Linux [open source]
DiskInternals has some nice tools.
Distributed.net [open source ... somewhat]
dsniff [open source]
DSLReports.com [online]
EnigMail [open source]
Eraser
ettercap [open source]
hping [open source]
nmap [open source]
PGP Universal Key Directory [online]
FileZilla [open source]
gimp [open source]
GnuPG [open source]
Google [online]
Google Earth
KeePass [open source]
Kiwi Syslog Daemon [freeware]
Knoppix [open source]
metasploit [open source]
Calendar Project: Mozilla Lightning and Mozilla Sunbird [open source]
Mozilla Firefox [open source]
Mozilla Thunderbird [open source]
nagios [open source]
NASA World Wind [open source ... somewhat ...]
nessus
nikto [open source]
ntop [open source]
Offline NT Password & Registry Editor
Open Office [open source]
OpenBSD [open source]
OpenVPN [open source]
PDF-XChange Viewer
Picasa
PowerToys for Windows XP
PuTTY [open source]
RainbowCrack Included in Cain & Abel.
robtex [online]
Slackware Linux [open source]
snort [open source]
Spiceworks
Sysinternals has some nice tools.
tcpdump [open source]
THC has some nice tools. [open source]
ToneLoc [historical]
Tor [open source]
TrueCrypt [open source]
Ubuntu Linux [open source]
UltraVNC [open source]
UltraVNC SingleClick (SC) Add-on
VirtualBox
Visitors [open source]
VLC Media Player [open source]
Winamp
Windows Defender
Windows Memory Diagnostic
WinSCP [open source]
Wikipedia [online]
Wireshark [open source]
Zero Assumption Recovery

Games

America's Army
Free Civ [open source]
FreeCol [open source]