You may be right and I can see how that process would be cleaner (using crates just for event specific purposes). I may have to do that. I know you use BPM Supreme though, right? It seems BPM naturally dumps the music in your Downloads folder when you download them. Do you just re-route the path to have them download to your My Music?
Also, Itunes has a "Add Folder" option, right? I had never used this before and did a test of just a couple of songs in a folder (calling it Itunes Test) and clicked on Add Folder. I thought Itunes would make a playlist or at least an album called Itunes Test so I could find it and then re-distribute the songs in there to the playlists I wanted. I did this so I could eventually add a folder that contained about 1000 songs. But when I did the test, it just imported the songs in a scatter-gun fashion. I had to know the name of every song to find the individual songs. It didn't add them all under a folder/album name. So that means if I add a folder of a 1000 songs, I'd have to go and find each one separately and put them in playlists. That seems really inconvenient.
Also, don't you find that to do it the way you are (putting it all in Itunes) that you would quickly run out of I-cloud storage space and have to pay monthly for more space. Or do you just not use I-cloud?