1.Name: Mark Zuckerberg

Position: Co-Founder and CEO of Facebook

Why he’s the worst-dressed: Zuckerberg is famous for being one of the best entrepreneurs of his generation and was named as the TIME person of the year when he was 24. But it looks like this Harvard-dropout wants to maintain the college-image that made Facebook so popular, and extends it to the way he looks—but in a bad way. He usually wears elastic-waist jeans, unflattering ‘90s Adidas flip-flops, and loose T-shirts or hoodies, even during conferences. According to the GQ magazine, there’s even a mock-fashion brand “Mark by Mark Zuckerberg” that is inspired by the billionaire’s horrid sense of fashion.

On a more positive note, you obviously can’t judge a book by its cover, but with so many paying attention to appearances, these CEOs show the world that looks, and the way one dresses doesn’t really matter. The iconic Steve Jobs was a perfect example of it, with his trademark black turtleneck, baggy jeans and sneakers. (Maybe he was trying to follow Albert Einstein, who was said to have had exactly seven sets of clothes, which looked exactly the same so that he wouldn’t spend time thinking what to wear everyday). Food for thought?