Per http://evhead.com/2007/12/how-to-evaluate-new-product-idea.asp, I'm asking fellow entrepreneurs to rate their product using EW's method.
Mine is called iTenna, mobile document management.
Tractability - Low/Med
Obviousness - Very High
Deepness - High
Wideness - Med
Discoverability - Low
Monetize - High
"Of the 26 companies that I consider realized or effectively realized in my personal track record, 17 of them made complete transformations or partial transformations of their businesses between the time we invested and the time we sold."
With this in mind, I think the most important factor is tractability. Can you build it quickly to test your theory? If your theory is off-base, can you quickly shift? I think Fred is a fairly discerning and successful investor... It's interesting to note that 2/3 of the successful teams that he has invested in have been WRONG about their initial product direction.