I've been scouring the web for a couple of (my boss') hours, looking for a piece of software that can organize my tasks in two ways.

First, I have a list of bullet points / todo items I can do at any given time. Think of stuff like solve issue X, ask X about Y, write documentation about Z, etcetera.

Second, I have a number of running projects I'd like to organize better, as in schedule for a certain part of a day of the week. Ideally (I think), my day would be organized as 50% spent on projects and 50% on the other small things.

Now, I don't like most calendar applications (such as Outlook & friends), their UI is too 'official', not really easy to move stuff around (in my experience).

I don't like most todo lists either, too static and things. I like new, fast and hip software.

I've looked at GTD versions of Tiddlywiki, and I like mGSD for one particular feature. You can make lists of tasks and basically give them one of three statusses - Now (nothing required, you can do it right away), Waiting (you need someone or something before you can work on this), or the most gratifying of all, Done.

I like that feature because it's a simple todo list, but indicates more accurately the things you can do right now and the things you depend on someone else for to do.

Anyways, that's just a small aspect of that program - most of the other things in there I can't find a particularly good use for. If there's something like that (maybe something that works even snappier, cleaner UI), combined with an easy to use bit of scheduling software (optionally separated into two applications, but preferrably not), I think I'd like that.

(Besides something like that, I also use several instances of Trac to monitor tasks and bugs and things for the various clients and projects I have to serve, and TaskCoach to monitor the amount of time I spend on each task / each client. An easy / low-maintenance time tracking software would be neat too)

Of course, the software has to be free to use. I don't like shareware, trials, limited software and the like.

I could develop my own too, but I'm lazy like that and there's a dozen other projects I'd like to do in my free time (neither of which I actually do).

Edit: I like David Seah's printable CEO stuff, if something like that (with some video game / instant achievement / gratification) exists in software, it'd be awesome.