I'm back already! I just did some more testing and here's the results.
On my setup I pressed the following buttons in the order listed.
Watch - Radio Press and Hold (PH) Listen - Radio PH Watch - Movie PH Listen - Sat TV PH (The button failed to register on this button press)
The next thing I tried was to turn the backlight on and go through the same sequence. I did a press and hold an every device alternating between the Watch and Listen pages for a total of somewhere between 40 and 50 Press and Hold button presses. I couldnt get it to fail even one time.
I then turned the backlight back OFF and went through the same alternating "Watch/Listen" and device Press and Hold sequence again. It failed again but this time it took somewhere between 10 and 20 Press and Hold sequences before it failed.
So... I did it one more time with the backlight on. It never failed. I also did it one more time with the backlight back OFF again. It failed again somewhere between 15 and 25 Press and Hold sequences.
So there you have it folks! So far it appears there is some correlation between the backlight being on or off and the buttons failing. This should give the engineers something more to go on.
Please post your testing results as well to see if you come up with similar patterns.