Bill Gates’ Mugshot, 1977
Surprisingly, even the nerdiest of billionaires can find themselves in trouble. In 1977, this mugshot of Bill Gates was taken just two years after the creation of his software company, Microsoft. At that time, Bill was still essentially another regular tech guy.

He found himself in a bit of trouble with the law due to a minor traffic violation, leading to this mugshot where he sports a floral shirt that distinctly screams “I’m a ’70s dude.” Even the glasses and haircut evoke a sense of nostalgia.