As someone who has been around, been cool, been hip, and been none of the above in his life so far, I find your definition of "cool" to be funny. In my experience, I find the proverbial "wearing of sunglasses" - aka posturing and reveling in your own pretenses - to be pretty much the opposite of being genuine. In fact, I would argue that "coolness" and striving to be cool (in a fashion-intellectual-meets-kitschy hipster sort of way) often means trying hard to be anything but genuine or sincere.

That has nothing to do with the site, other than the fact that it's also funny to see all these remarks about the news industry by a bunch of people who obviously don't know anything about it, and probably don't even actually read the Bee on a regular basis.