> I just feel like an incapable two year old with a messy desk trying to work in a floating WM like OS X/Windows now.
http://irradiatedsoftware.com/sizeup/
It's not a tiling WM, but augments the standard OS X window management keyboard shortcuts with grid stuff, and doesn't have any odd side effects with GUI apps.
Personally I think OS X and its app population comfortably swing the overall usability balance vs desktop Linux so I won't follow your footsteps :-)