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Charm seems great - CLI-based no less!
Thanks karthik!

The problem is that you're dealing with strings there, which changes the sorting order:

>>> sorted([20, 1, 2, 10])
[1, 2, 10, 20]
>>> sorted(["20", "1", "2", "10"])
['1', '10', '2', '20']

sorted allows you to use a custom function, which you could use to change the respective criteria.

FWIW, you could probably simplify the following lines with a list comprehension:

for file in filter(lambda file: file.endswith("txt"), files):
    holder.append(os.path.join(relRoot, file))

Thanks ggordon!
While I'm not too impressed with dwm itself, your dwm post now makes sense to me - and the tutorials linked from there made me realize how different window managers are accessed (via GDM's Select Session dialog, which I'd never actually used before).

So I've been playing around with wmii a little bit, and it's not exactly what I was hoping for either - which only means I'll keep experimenting...

Will report any findings here.

Update:

I've played around with Awesome a bit, and it seems much more promising. (I also tried XMonad, which somehow only gave me a blank screen, and StumpWM, which didn't install properly - that's probably my fault and/or impatience though.)

However, while I don't like the idea of using a TWM on top of an existing desktop environment (i.e. GNOME or OpenBox), my main concerns for everyday TWM use are system tray (think network manager) and notifications (e.g. libnotify).

Foomandoonian just notified me of this thread.
FWIW, I'm one of the TiddlyWiki core developers, and would be happy to help out if there are any specific issues.
Also, the TiddlyWiki community is very friendly and helpful (much like the folks right here, natch... ).

Having said that, it's important to choose the Right Tool for the Job. That might very well be TiddlyWiki, but it might not be.
For example, TiddlyWiki per se doesn't lend itself to multi-user collaboration too well - for that a server-side implementation (one of the things I'm working on these days) is recommended.

So I ended up with the OLPC community's Ubuntu 8.10 adaptation (which uses Xfce) because it seemed like the best fit for the hardware.
However, I might look into converting this setup to #! - though I'm not quite sure what that involves at this point.

As a CLI junkie, I'm a big fan of MOC - it doesn't quite fit your requested profile, but might still be worth considering.