To install

For windows

WinDirStat
CCleaner
Irfanview, Picasa [for management]
MPC HC, VLC (both)
Opera
Dropbox
Everything search
Evernote, Tomboy Notes [poor]
Taskbar Shuffle
Photoshop, GIMP [poor]
LibreOffice
PDF-XChange Viewer
7zip
Notepad ++, Eclipse, Geany
Infrarecorder
Microsoft Security Essentials
Audacity
DVDdemux
SysInternals Process Explorer
Rainlendar
F.lux
Google Earth
Typing Program
Steam
Flashcard Program
Color Calibration

[needs backup software]
[needs workspaces]
[needs uninstaller]
[needs a never forget copy-paste clipboard]
[needs a defragger]
[needs batch renamer]
[needs better file manager] - Free Commander
[needs better calendar] - Google?
[needs recover software]
[needs image duplicate remover]
[needs a semantic file browser/ activity journal]
[needs screencasting software]

Foobar, Clementine, Winamp Classic Pro, AIMP2, Mediamonkey (pick one)
Music Brains

Graphical Tweaks
3dcc
Stardock Loginstudio
Hack Windows Orb

--or just install ubuntu 10.10---