I seem to have misunderstood the poster's question. I thought they were asking why everymen in fiction seems to be losers... Which is wy I linked them to the Arthur Dent page.
As to having Genre Savvy being used against him... You could always have him being Wrong Genre Savvy
. Or make the villain Dangerously Genre Savvy
. Or, hell, just have the villain aware that he's Genre Savvy, and manipulate him by deliberately playing up certain Genre Tropes and having the hero avoid them, missing Mac Guffins
and such as he goes.