10.08
For some reason, I have a habit of placing all kinds of random files throughout my home directory on my laptop. Sometimes things end up in ~/Documents, other times ~/Desktop, and still others just in ~. This is bad.
My desktop, on the other hand, I keep squeaky clean. On the other hand, I sometimes have related files on my laptop and desktop… so even more filesystem mayhem.
So I think I need a good way to manage my laptop files. First off, more self discipline. 
Secondly, I’m thinking of a small utility to merge files between two systems. Perhaps some sort of bi-directional rsync based on modified dates? Maybe also a method for mapping particular files/directories on one system to the other. From the days of Windows 9x, I remember something like Windows Briefcase (if that’s what it was called) and it now seems like a decent idea. Anyone know of this? If not, maybe it’s time to learn some Glade and pyGTK.
Sounds like Unison would work well for you. I wrote about it last year:
http://www.endperform.org/2007/07/11/howto-backup-and-sync-with-unison/
I used the command-line client, but there is also a GTK frontend too.