|Larry Page, Google
Never wear a shirt that employed more graphic designers than your home page did.
|Mark Zuckerberg, Facebook
Facebook Beacon was actually only Zuckerberg’s second worst invention. His first? Business Fleece.
|Dick Costolo, Twitter
This shirt is so over capacity in the arms and torso it could fit the #failwhale
|Andrew Mason, Groupon
Mason models the answer to the question: Is there anything on the planet so worthless even Groupon can't unload a few thousand SKUs of it at 90 percent off?
|Tim Cook, Apple
Stylistically, Steve Jobs left some very tiny shoes to fill at Apple. But Cook's baggy "Reverse Hansbrough" is barely an upgrade to Jobs' perennial toolbag trifecta of Dad jeans, turtlemock, and New Balance 992s.
Earlier: The Tyranny of the Untucked Sport Shirt