1) i wanted one track by the Hoodoo Gurus. I had a couple bucks’ credit limit burning a hole in my pocket. I went to Apple’s site to get the song. There doesn’t seem to be a way to check the iTunes website to see if the tunes you want are actually available before going through the trouble of downloading the whole thing. Ten minutes later I’m finished–and find out there’s no Hoodoo Gurus at all.

2) The main suck point on the software is that it is very unlike standard Windows programs. The killer point of the original Mac’s wasnt the GUI, it was that ALL SOFTWARE WORKED THE SAME WAY. Now, iTunes (and the QuickTime app) look and act different from everything else. Imagine if that happened with the stalks on your steering wheel? The wipers would start every time you got to a right turn…

3) Apple has a lossless format, but apparently you can’t get iTunes in that format. You’re stuck getting sub-CD quality at no huge discount to CD prices.

So far they haven’t gotten a dime from me.

> For playlist maintenance with iTunes, it would be nice if, as you went through your Library (the actual songs from which all playlists are composed), the playlists which include the song would be highlighted. As it is, there’s no easy way to find out what playlists a particular song is in. This is a no-brainer UI component; it’s pretty shocking that they don’t do this.
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While it doesn’t highlight, you can right-click a song in the library and move down to “Playlists” to see which playlists a specific song is a member of.

> There’s no way to turn off the annoying “do you really want to delete this song?” dialog that pops up when you try to delete a song.
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Really? This may be a recent addition, because I’ve always wanted a confirmation as I’m a bit of a quick draw on the Backspace button, but an option to not show the message again is in at least the latest iTunes.

> I’d like to be able to mark a song and/or playlist as “don’t export to iPod”. I know that I can move out of the auto-update mode at which point only playlists I mark will get copied over, but I’d like a simple “don’t copy me” override to the automatic updates.
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Straight from the help (and I know it’s worked for quite a while now, although granted I don’t know how to apply this to playlists, just individual songs): To automatically update your iPod, iPod nano, or iPod mini with only certain songs, select the checkboxes next to the songs you want to copy in the iTunes window. Then connect your iPod to your computer and when it appears in the Source list, choose iTunes > Preferences and click the iPod button. Click the Music button and make sure “Automatically update all songs and playlists” is selected. Then select the “Only update checked songs” checkbox.

I hope I’m not providing excessive suggestions considering this was three months ago and you probably have figured out all this stuff by now.