This (pretty awesome) article I wrote last year needed updating. So I just updated it. (Yes, the images are fixed, finally.)
For those curious whether I still use this method for managing my music, I do not. I no longer use an iPod Classic — and I’m fully in the iTunes Match camp now, with no full local copy of my music collection on any computer or device. Further, I’m incredibly excited for iTunes Radio, when it launches later this year.