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I did learn that the BMW system only recognizes the flash drive in MS-DOS (FAT) format. Sounds like you are on the way! Good catch on the MS-DOS format. I don't have a Mac, so never was a problem for me. I would have thought iTunes would have been the natural way for you to create and maintain the folder order for you music, but $5 is not a heartbreaker. I'm pretty sure using iTunes to create playlists would work for you. I just keep forgetting the steps needed to create and export the file.
You and a buddy are out shooting balloons in the desert at 600 yards. The wind is blowing and your buddy is spotting your shots. After your last shot he tells you that your elevation was dead on, but your wind was off 2 MOA to the left. How many inches off to the left was your shot and how many ¼ MOA clicks to the right will it take to correct? 6 inches, 8 clicks B. 12 inches, 8 clicks C.
Song also has proper tags and shows no wierdness inside Itunes on Mac. 
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You’re not going to want to hear this but one of the best things I’ve ever done in terms of music is just forgetting everything that’s got me to this point and sucking it up and paying for an Apple Music subscription. Fuck all that collecting, sorting, tagging, purchasing, torrenting and hoarding.