It's easy to look stupid with no one around (editing your own writing), or with someone you trust deeply (choosing what to put on a cake with a friend), or if you're a jellyfish apparently. Those are spaces with people, or jellyfish, who you trust.
What's much, much harder is being willing to look stupid in front of people who have an interest in proving your competence (e.g. a manager or a customer) or who would be willing to hold it against you in the future (competitors, and jellyfish probably).
Being OK with taking a personal knock by asking a question that might set you back but that moves everyone else forward is a superpower. If you can build enough resilience to be the person in the room who asks the question everyone else is probably wondering about, even if it makes you look bad, eventually leads to becoming a useful person to have around. That should always be the goal.
So true! If you are in a relation focused environment/culture , looking stupid may harm your success. Context is really important as you explained.
Exactly, when your paycheck depends on you not being stupid, it takes some finesse, you can't just ask the silly questions and drop the mic.