That is a pretty old system, did you ensure the USB ports work at all? What do you mean you can't get a flash drive to download, as in copy files to the computer? What exactly happens when you try? Do you see the drives as drive letters with data? 15 pin output to HDMI, are you using a VGA to HDMI converter? What model? Did you check in the graphics properties to see if the TV was seen in the system and you just need to enable it and extend the screen to it.