This is a graphic that Complex is using to get people to believe that goofy fedora hats are somehow a positive style choice; truly, they are not.
What I think brings this graphic down is the fact that the images are completely out of sync with one another in terms of size and order in which they are worn. The shoes are at the bottom, the hat is at the top, normally; here, you start with the hat pointed one way, the shoes are cantered backwards and to the right, and the sunglasses are skewed facing away out of the image to the lower left. This creates confusion for the eye. Did you notice that the shirt has a pocket? Where are the socks?
Not a great way to sell anything, including style.