@Jason > Ok, lets get a few things straight. Where is your music database you want to work with? On your internal HDD? If so, import those tracks into rekordbox, let them be analysed by the software, and then export as necessary to whatever media you want to use. Remember, the media needs to be formatted to FAT32 as this is the recognised partition structure required.
Once you get this running correctly, get back to me and we can address using the Note.