Willingness to look stupid

2026-03-0910:21342116sharif.io

Looking foolish is underrated.

March 9, 2026 • 6 min read

Every Sunday I go to a coffee shop in Japantown with my laptop to write. And I write! I have no trouble writing. The writing isn’t the problem. The problem is that when I’m done, I look at what I just wrote and think this is definitely not good enough to publish.

This didn’t use to happen. A few years ago I used to publish all the time. I’d write something, feel pretty good about it, and then hit publish without a second thought. I knew nobody really cared about what I was writing, so it didn’t matter if it sucked. And honestly, a lot of what I wrote really did suck. But I published it anyway. And yet I’d somehow occasionally write a good post.

Fast forward to today: I have no trouble writing, but I've now developed this fear of hitting publish. I’m older and objectively a better writer, with supposedly better ideas. So where did things go wrong? Why’s it so much harder to share my ideas now?

1.
There’s this unfortunate pattern that happens when someone wins a Nobel Prize. They tend to stop doing great work. Richard Hamming talks about this in You and Your Research:

When you are famous it is hard to work on small problems. This is what did Shannon in. After information theory, what do you do for an encore? The great scientists often make this error. They fail to continue to plant the little acorns from which the mighty oak trees grow. They try to get the big thing right off. And that isn't the way things go. So that is another reason why you find that when you get early recognition it seems to sterilize you. In fact I will give you my favorite quotation of many years. The Institute for Advanced Study in Princeton, in my opinion, has ruined more good scientists than any institution has created, judged by what they did before they came and judged by what they did after. Not that they weren't good afterwards, but they were superb before they got there and were only good afterwards.

Before the Nobel Prize, nobody really cares who you are. But after the Nobel Prize, you're a Nobel Prize winner, and Nobel Prize winners are supposed to have Good Ideas. Every idea, every paper, every talk at a conference is now being evaluated against the standard of your Nobel Prize-winning work. Everyone is asking, “is this worthy of a Nobel laureate?” It’s a high bar to clear. So instead of trying and occasionally failing, they just... stop trying. The fear of making something bad is worse than producing nothing at all.¹

2.
Many good ideas come from young and unproven people. The Macintosh team’s average age was 21. Most researchers at Xerox PARC were under 30. Some of the best research work I’ve seen at OpenAI has come from surprisingly young people. I don’t think young people are smarter than old people. I don’t think they work that much harder either. It mostly just seems that nobody really expects much of young people, so they're free to follow their curiosity into weird, silly, and seemingly-bad-but-actually-good ideas. They're not afraid of looking stupid. Good Ideas, and I mean this in the broadest sense – research directions, startup ideas, premises for a novel – almost always sound stupid at first. They often make the person who came up with them look stupid. So if a truly Good Idea always starts out by looking unserious, then the only way to have one is to get comfortable producing stupid things.

3.
A few weeks ago my friend Aadil and I were at Whole Foods buying a birthday cake for a friend. We wanted to write something clever on the cake but couldn’t really think of anything. We stood around thinking for a few minutes before Aadil said "Let's just say a bunch of bad ideas out loud so we can get to the good ones." And it worked! We all said a bunch of terrible ideas, and eventually we landed on a good one – a pretty clever pun based on our friend’s longtime email address.

This sounds silly, but I think it captures the entire creative process well. You start by coming up with bad ideas. You will probably look stupid. That’s inevitable. But once you’re comfortable looking stupid, you can produce the bad ideas which will eventually lead to the good ones. If you don’t have the courage to look stupid, you’ll never reap the reward of having good ideas.

It feels like there's something like a conservation law at work here: the amount of stupidity you're willing to tolerate is directly proportional to the quality of ideas you'll eventually produce. I'll call this Aadil’s Law.

4.
Yesterday, I visited the Monterey Bay Aquarium and could not stop thinking about the jellyfish exhibit. They are seriously weird creatures. Jellyfish have no bones, brains, teeth, or blood. Some are bioluminescent for reasons we don’t fully understand. They’re pretty much sacs of jelly contained within a thin membrane, drifting aimlessly at the mercy of ocean currents. Yet somehow, jellyfish have been around for over 500 million years. So by most definitions of evolutionary success, jellyfish are a great idea.

But how was evolution able to get to the jellyfish? The evolutionary process is pretty simple: generate a ton of random mutations and then let natural selection filter them. The overwhelming majority of mutations end up being harmful or neutral. An exceedingly small fraction are beneficial. If you could somehow give evolution a sense of embarrassment, so if every time it produced a fish with no fins or a bird with no wings, it felt a deep sense of shame and promised to be more careful next time – evolution would no longer work. It needs to be able to explore the fitness landscape with bad traits in order to produce good traits, and this exploration requires a willingness to produce unfit organisms. The only way evolution could get to the jellyfish was by being willing to produce the countless jellyfish-adjacent organisms which went extinct.

5.
There might be a good reason why smart people want to avoid looking stupid. I’ve spent a long time thinking about what this reason could be. The only plausible explanation is that our egos are fragile, and by not sharing any work at all, we never have to risk our egos being damaged. If we never share anything, then nothing bad can ever happen to us. But the flip side to protecting our egos is that we never end up making anything worthwhile.

I think there are two very different failure modes here, each at an opposite end of the spectrum:

  1. Overshare, but look stupid: You have lots of ideas, and you share them indiscriminately. You look stupid because you don’t really care about what you share, and people eventually learn to tune you out.
  2. Undershare, but never do anything interesting: You have lots of ideas, but share almost none of them. You’re afraid of looking stupid, so the exceedingly few ideas that you do share end up being incredibly bland. You never look stupid, but this comes at the expense of never doing anything interesting ever again.

Knowing myself, I’m definitely more at risk of undersharing my work. I’d also bet that the most people reading this blog post are prone to undersharing as well.

6.
So where do we go from here? I think the answer is actually in that Whole Foods story. Aadil's implicit goal was to “think of something clever to write on this cake" but none of us could do it because cleverness was the standard and none of our ideas met it. But when Aadil said "Let's just say a bunch of bad ideas," he changed the frame entirely. We were now playing a game where the only way to lose was by saying nothing at all.

I think that’s the key here. Your goal shouldn’t be to share something good. It should just be to share something at all. Even if it isn’t good. A half-baked blog post. A silly demo. A weird project. I’ve been doing too much selection, and not enough production.

7.
I keep thinking about the version of me from a few years ago. He was worse at almost everything. Worse writer, worse thinker, worse at making things. Nobody really knew him and nobody really cared what he had to say. And yet he had so much more courage. He’d write something in an afternoon and publish it that evening and go to bed feeling good about himself. He wasn’t performing for anyone. He was just a guy with a blog, putting his thoughts out into the world, mostly for himself. I miss that guy.

Evolution didn’t get to the jellyfish by being careful. Aadil didn’t come up with a good cake idea by trying to be clever. I think it's just about overcoming fear. Not a matter of talent, taste, or intelligence.

Just this: are you willing to look stupid today? That’s it. That’s all there is to it.

Footnotes

¹ My favorite counterexample to this is that Alec Radford (the researcher behind GPT-1) is still writing papers on cleaning pretraining data, arguably the most unglamorous thing you could work on in ML research in 2026.


Read the original article

Comments

  • By 21asdffdsa12 2026-03-137:318 reply

    This posts observation have interesting side-effects. Measurements, metrics and surveillance kill creative work. And hierarchies and the fear of embarrassment do too. So, the more you try to force "excellence" into existence via external pressures and resource tracking, the more it disappears.

    Which leaves as observation, you can only do truly creative work - in a high trust society, where people trust you with the resources and leave you alone, after a initial proof of ability.

    Or in a truly low-trust society, where you are part the kleptocrat chieftain system and you just use your take to do this kind of work. The classic MBA process will totally destroy any scientific or creative institution.

    • By flats 2026-03-139:14

      Interesting—this feels like a very “engineering manager” sort of observation that isn’t actually all that generalizable.

      My observation is that people share incredibly creative work all the time in all different sorts of societies. Humans are inherently creative beings, and we almost always find a way. Certainly a person needs _some_ resources (time, most importantly) in order to work creatively, but confidence in one’s abilities can and does regularly get the better of fear (e.g. that which can emerge from observation, measurement, hierarchies, etc.).

      I can think of countless artists—writers, musicians, visual artists—who have succeeded in both doing & sharing “truly creative work” (however that’s defined) in the face of “success” & all of its concomitant challenges.

    • By gdorsi 2026-03-138:41

      I see this post as something motivational around public writing or public speaking.

      It's true that the more you are afraid of expressing yourself, the worse your "performance" is going to be.

      On general work level it's different.

      There the trust needs to be balanced.

      People should feel free to express themselves, but also that they need to meet some certain standards of quality at work.

      Otherwise we may tend to relax too much and become sloppy in certain areas.

    • By miroljub 2026-03-138:131 reply

      Nicely put. That's why most of the innovation over the centuries came from the high trust style societies.

      With the decline of trust, I fear we as a civilization are going into a long period of stagnation or even regression. Unfortunately, at this point there's no socially acceptable way to reverse the trend of trust destruction.

      • By vincnetas 2026-03-1310:15

        Reputation. Its a good concept. We might need to bring it back and not externalise it to linked-in blindly. Honour is also nice to have.

    • By matt3210 2026-03-139:04

      Leadership requires hourly updates all the way down to me so I barely get anything done

    • By ludicrousdispla 2026-03-138:34

      I agree with your main points, but as I have both a BFA and an MBA I want to point out that the MBA focused very much on creating high-trust work environnments.

      I think there must be a better label for the process that is destroying scientific and creative institutions.

    • By timr 2026-03-138:53

      > Which leaves as observation, you can only do truly creative work - in a high trust society, where people trust you with the resources and leave you alone, after a initial proof of ability.

      I don’t know about “high trust”, but I can say with confidence that the “make more mistakes” thesis misses a critical point: evolutionary winnowing isn’t so great if you’re one of the thousands of “adjacent” organisms that didn’t survive. Which, statistically, you will be. And the people who are trusted with resources and squander them without results will be less trusted in the future [1].

      Point being, mistakes always have a cost, and while it can be smart to try to minimize that cost in certain scenarios (amateur painting), it can be a terrible idea in other contexts (open-heart surgery). Pick your optimization algorithm wisely.

      What you’re characterizing as “low trust” is, in most cases, a system that isn’t trying to optimize for creativity, and that’s fine. You don’t want your bank to be “creative” with accounting, for example.

      [1] Sort of. Unfortunately, humans gonna monkey, and the high-status monkeys get a lot of unfair credit for past successes, to the point of completely disregarding the true quality of their current work. So you see people who have lost literally billions of dollars in comically incompetent entrepreneurial disasters, only to be able to run out a year later and raise hundreds of millions more for a random idea.

    • By themafia 2026-03-138:281 reply

      I've never understood the "high-strust/low-trust" social dichotomy. I've never processed "society" as a single entity, but a large system with many independent aspects, and my levels of trust vary wildly across them and over time.

      I'd also offer that there's no difference between "truly creative work" and "truly creative and profitable work" but we often see the two as separate because we only have convenient access to one or the other.

      • By kjksf 2026-03-138:501 reply

        It's not that complicated: statistics matter.

        5% of people create 90% of the crime. Double 5% to 10% and you double the crime. Make it 50% and and you 10x the crime.

        You still have 50% of non-criminals but society with 50% criminals has way more crime than society with 5% criminals.

        You might say high-crime society is much worse than low-crime society even though they both have individuals that are criminals and non-criminals.

        Replace "crime" with "trust" and you understand high-trust vs. low-trust society. They both have individuals with various levels of trust, but emergent behavior driven by statistics creates a very different society.

        > there's no difference between "truly creative work" and "truly creative and profitable work"

        To state the obvious, the difference is "profit".

        Also I don't see you're bringing the "true scottsman" judgement here. What's the difference between "creative" and "truly creative" work. Who gets to decide what is "truly creative" vs. merely "creative".

        • By themafia 2026-03-1310:00

          > Replace "crime" with "trust" and you understand high-trust vs. low-trust society.

          We already have "high-crime society" and "low-crime society." What this has to do with overall levels of trust in different parts of the system, say, education, is not immediately clear to me. Do all high crime societies have untrustworthy education systems as well?

          > To state the obvious, the difference is "profit".

          To make my intention clear, the other difference is "popularity," which exemplifies the precise confusion I was reacting to.

          > What's the difference between "creative" and "truly creative" work.

          I didn't invoke it. The GP did. I'm willing to admit to whatever their subjective judgement is. I wonder if their connection between trust and "true creativity" is valid regardless of any possible definition. My gambit above was to openly suppose a good faith reason for the difference in my point of view.

    • By AIorNot 2026-03-138:04

      This comment is spot on

  • By CM30 2026-03-1310:13

    Gonna be a bit controversial here, and say that sometimes the opposite can happen. That someone becoming successful can give them the confidence to share ideas they wouldn't have shared otherwise, and give ideas that people would have otherwise written off as 'ridiculous' a level of extra credibility in the process.

    And that can be a double-edged sword. On the one hand, a lot of ideas put forward by successful companies and business people (like many from Apple or Google or Nintendo or whatever else) would never get off the ground if put forward by a random individual or company, and that risk taking gets us results that make the world better off.

    At the same time though, there are a lot of successful people and companies that get hung up on 'bad' ideas that should have been shot down earlier. Like ex Nobel Prize winners that get into psudeoscience or grand overarching theories of everything, popular artists and creators that get away with shaky writing and uninteresting story concepts (George Lucas and the Star Wars prequels, JK Rowling after Harry Potter, etc) or any number of celebrities and politicians completely detached from reality.

    So, there is a flipside to the article. Yeah, success can make you less likely to try stupid things because of your ego, but it can equally make you more likely to try them since your status gives you extra credibility and there's often no one there to tell you no.

  • By alwa 2026-03-135:114 reply

    If you haven’t had the pleasure of Los Angeles public-access television’s Let’s Paint TV…

    https://www.letspainttv.com/

    Or, to save your eyes, https://en.wikipedia.org/wiki/Let's_Paint_TV

    For more than 20 years, Mr. Let’s Paint TV (artist John Kilduff) has encouraged viewers to “EMBRACE FAILARE”—charitably put, to pass through the valley of incompetence as it’s the only path to the slopes of mastery. Just do the thing.

    I couldn’t agree more with that impulse and TFA’s: the common trait that cuts across all the most impressive people I know—from artists to businesspeople to scientists to engineers to even leaders-of-organizations—is a cheerful unselfconsciousness, a humility, a willful simplicity—a willingness to put it out there while it’s raw and stupid and unformed, and hone it through practice with the people around them.

    A taste:

    https://m.youtube.com/watch?v=PvbL_5rH1QQ

    • By moss_dog 2026-03-136:20

      Fantastic, thanks for sharing! I hadn't heard of this before. Very entertaining video!

    • By katzenversteher 2026-03-136:12

      That's super trippy but I like it.

    • By byproxy 2026-03-135:16

      goddam, that's beautiful. thanks for sharing!

    • By morbusfonticuli 2026-03-137:50

      Well, now I went down that rabbit hole. Thanks, I guess :-)

HackerNews