For myself:

• I bought a computer in 2001 that came with MacOS 9.2 and Mac OS X 10.0: running total of $0 on OS
• Users of OS X got OS X 10.1 for a media fee: running total of $15 on OS
• I bought OS X 10.2 for $80 educational (was $130 non-educational): running total of $95 on OS
• I skipped OS X 10.3 because I didn't like it, effectively saving $130.: still running total of $95 on OS
• I bought OS X 10.4 for $130: running total of $225 on OS
• I bought a new computer in 2007. Had I waited a bit I could have gotten OS X 10.5 for free. Paid $130 instead: running total of $355 on OS
• Am buying OS X 10.6 for the $30 or whatever: running total of $385 on OS.

Likely this version of the OS will last 2 years, so that's less than $400 for one decade and two computers.

if it helps, you can drag and drop album names from the browser part of the window into the playlist column and it will automagically make a playlist from it.

ah. i see. i just use the normal "view > show browser" function to navigate the genre>artist>album hierarchy.

yep. they flatten out when on my iPod, but in iTunes they have a nested directory structure

Since we are talking about iTunes's supposed flaws, how about some actual features it would be nice if it had:

• Sym-links: I have that same song on the original album, the best-of album, and a Soundtrack. Right now, there are three separate files, and iTunes doesn't know they are related. It would be nice if the playcounts were linked and they didn't show up one-after-the-other in random play orders. (Note: Minor work-around exists, but it is not perfect)
• Tags: it would be nice to be able to tag songs as "Driving" or "Downloaded" or whatever. Blog posts can be arbitrarily tagged this way, why not songs? (Note: work-around is dragging songs into playlists to tag them, or using the Comments field on the songs. Either solution is less than optimal for some purposes)
• Smarter Smart Playlists: If I can mark write an if statement for it, I should be able to have a playlist for it, but logic in forms such as ( (X && Y) || (W && Z) ) doesn't work. (Note: work-around is two smart playlists in a folder, with the folder as the real playlist. Slightly annoying)
• iTunes has incomplete Library Segregation: it separates movies from podcasts from music, but it is less helpful at separating types of music. Classical Music and Pop music should be categorized and browsed differently. Albums and singles are easier to browse apart. (Note: work-around is to uncheck the music library from the interface and use smart playlists as "libraries." It seems like it would be trivial to allow these playlists to go in the libraries part of the interface, though.)
• The visualizer button is gone in current releases (Note: work-around is to either use the menu to turn it on or grow up and stop using the visualizer. The second is what actually happens)
• Stupid iTMS links on songs. (You can turn them off in Terminal or using a third-party app)

um.... didn't they? I have folders of folders of playlists. and some of those playlists are actually folders of several playlists.