Hy,
if I read this i asked myself wich essential Software are we use? What is essential?
Here are my suggestions:
Windows
ok, lets say SPs, Antivirus is set up
Firefox
gaim
Gnupg
Truecrypt
nmap
Whireshark
netstumbler
WinSCP
Skype
Keynote
putty
deepburner
OpenOffice
Linux (if no Live CD with all on it...)
OpenOffice
Kismet
gnupg
nmap
What else?
cu
wonderer