Hi Byron
Thank you for the diagnostic work.
We do not think the length is an issue in this situation. Any USB length <2m should be fine.
From your results, the Wireworld cable conforms correctly to USB Specifications. However many cables are likely not of the correct characteristic impedance for USB (90 Ohm +/- 5 Ohm).
This may be of small consequence if the cable is short and used by itself between a computer and DAC.
However at the end of what is in effect another cable and an A-to-B adapter (which is what the iUSB Power is as far as the USB Data is concerned) any deviation from the USB Standard can cause major issues/drop outs.
We do not know all your brand of USB cable but from our experience, many "Boutique" USB Cables from small manufacturers deviate from the 90 ohms impedance standard as mandated by
www.usb.org (the people behind the USB standard).
Once the deviation strays too far from 90 ohms, then the signal drops. Which is what you experienced.
This tech note sheds some light on the USB standard.
http://ifi-audio.com/tech-notes/
Just for completeness, to measure the impedance, one needs access to a TDR (Time Domain Reflectometer - a 30K USD+ piece of gear), a simple multimeter is of no use for this.
The Gemini Cable, is compliant with the USB Specifications and of good quality.
We hope this has clarified the drop outs you have experienced - just ask if you have any questions.