Actually, I agree with where you're trying to go, but I think it's a little more complex.
I believe that what happens with super talented players is they look at other players and only see the physical tools. Using Elway as the example, you look at his physical tools . . . great arm, above average mobility. But those were things that any number of players possess. So now, Elway looks at a player and says "Hey, this guys has the same physical tools that I had." And he's right. What these executives who were formerly players aren't able to adequately measure and judge is what's in the head and heart.
These exec's fail because they simply assume that if you have the same physical tools, you have the same internal tools as well. Nothing could be further from the truth, and honestly that's the biggest difference between successful and unsuccessful players more often than not. This to me is something that I see over and over. How else do you explain those 7th round / undrafted players who go on to be great?
The most successful exec's are what they are because they've somehow learned to pick out the indicators of what a player has inside.