FixTunesWhile we’re on the subject of iPods and music, I’d like to recommend an excellent music tagging and organization program called FixTunes. I originally looked into and purchased FixTunes to automatically add album art to 1500+ files of music, but found it can do so much more - file renames, folder sorting, tag attributes, etc.
While FixTunes is on the buggy side (I had to update software after finding a bug - the program would hang if it came upon a file that had previously added tags that were corrupted), it worked like a charm if I did small batches of songs at a time, and hung around to babysit just in case things went wrong.

2:19pm