Hey dro0g :) I much prefer to use Linux on my own computer, though I have to use Windows and OSX elsewhere.

One trick I've found under Linux is to go with a fairly minimalist window manager, like Fluxbox. It might sound silly, but when I use Windows or OSX, the icons distract me! I find I get more done with a very basic desktop setup, and I'm much less likely to skive off playing games or surfing sites. Fluxbox just has a simple bar at the bottom (no icons, just time/date), and no desktop icons (just a right click menu).

I did try using Evolution for a while, but I've moved over to web-based mail and calendar now. VIMOutliner looks interesting, especially since VIM is my favourite text editor, though I wonder how portable the file format is. Have you looked at Emacs and its many plugins?

Affiche is good for desktop post-its, though it clutters it up a bit. Also considering Gmail Todo, which stores entered tasks on Gmail with a to-do label. Looks quite nifty; you could do it yourself on Gmail quite easily, but it's nice to have a more direct way.