I had a similar experience! It was 2012 and the site Airtime had just launched. It was similar to Chatroulette, i.e. random video conversations with people on the web. I had only spoken to a handful of people until I got paired with Ben. It took a few minutes before he shared that he was the founder of a website called Pinterest, which I was intimately familiar with. Pinterest wasn't quite as famous at the time but already had millions of users. Ben was incredibly friendly, humble and smart. A few months later he gave me a tour of Pinterest HQ. It was such a random and wonderful thing, I'll always remember it.