I just select the songs in a playlist and drag them to a named folder on the drive. I am able to select from song, album, artist, composer, genre ect. Doesn't really take that long to boot up.With the USB drive already selected from a previous start I timed the period it took for all the files to show up so that I can select any song from the 1496 I have on this file and it took 1:38 (98 seconds) timed from my iPhone. I think that is pretty fast!