My guess is music coming off the hard drive looses it timing?
As I understand it, this is the advantage of using a USB DAC (I think the DigiDesign unit is just a processor that upsamples(?) and sends the digital feed to the DAC - much like a soundcard).
Since USB is bidirectional, using a USB DAC with a direct USB connection to the HD allows timing errors to be addressed both at the HD and at the DAC. Using optical, or S/PDIF output to the DAC you are limited as these are both unidirectional feeds. I don't know much about the Digidesign unit, but just looking at the specs it would occur to me that is using the USB for power, but I'm not getting how it is providing 24-bit S/PDIF output unless it is upsampling. Standard USB is only capable of passing 16-bit data. USB 2.0 may pass more. Check out the basic information on the Wavelength Website. You may contact Gordon Rankin via that site and inquire further. I just notice that the specs on the DigiDesign unit says "100% USB Powered"....does that mean it is passing information as well, or are you getting your digital output elsewhere?
I believe you on the timing errors making or breaking the reproduction of music.
Marco