What media player do you use. Windows MediaPlayer 10 has a folder monitor built into it. You may be able to specify the usb drive to monitor. I did not see anywhere to set timings for checking it. XP also normally brings up a screen when you put in a CD or USB drive with files that it recognizes. It asks you what you want to do and if you always want it to do that action. You may not have the ability to differenciate between the USB drive and any other media.