Bangalore: What would you do if you had astronomical riches? Buy yourself a dream home, or a few gadgets, maybe a flying car? But all this, after you’ve got yourself a good dress, or a pair of shoes at the very least, right?

Well, the Tech CEOs on this list (compiled by GQ Magazine) are rich, and have even changed the world through technology, but don’t seem to care about the way they dress. In fact, with the attire they choose, one has to give a second thought to whether smart is really the new sexy.

7. Name: Craig Newmark

He is Founder of Craigslist

Why he’s the worst-dressed: Newmark dressing style blurs the thin line between aesthetically “artsy” clothing and dressing up in a way that makes others look at you with concern. It looks like he has a fetish for the beret cap (he hardly has a picture without it) and his wrinkled shirts, topped with hugely over-sized blazers don’t flatter him at all. His pants too—they usually hover over his ankles. This is not to undermine Craigslist—if you haven’t checked out the site, you should. It’s an extremely helpful tool.