The title is about looking stupid, but that's not what the author is communicating, to me or many others in the comments here. At no point did the author ever risk any ego, because they knew they were right every time, and no morons were going to convince them otherwise. Willingness to look stupid isn't just about ignoring other people's opinions, it's about actually being willing to find out you _are_ stupid sometimes. Nobody can avoid being stupid their whole lives, whatever cherry picked lists we might publish on our blogs. You are either willing to suffer the risk of people seeing that, and learning something, or you can hide from that risk. The author clearly has a good track record of hiding from that risk, because everything they've ever done has turned out to be correct. But that seems deeply uninteresting as a life lesson. Much more important is what happens when you try something, and the people telling you you're stupid are _right_. How you and your ego handle that is an important part of your character.

Maybe that's a subtle distinction, but I think it's important.