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The Art of Stupid

Deep Dives

Explore related topics with these Wikipedia articles, rewritten for enjoyable reading:

  • Socratic method 13 min read

    The article's core message about asking 'stupid' questions and admitting ignorance directly echoes Socrates' philosophical approach of questioning to expose gaps in knowledge. The Socratic method formalizes exactly what the author discovered independently.

  • Impostor syndrome 13 min read

    The article describes students 'keeping up appearances, afraid of feeling or looking stupid' - this psychological phenomenon of fearing exposure as incompetent despite evidence of competence is directly relevant to the learning barriers discussed.

  • Mindset 17 min read

    Carol Dweck's research on growth vs fixed mindset provides the psychological foundation for why embracing 'feeling stupid' accelerates learning - the article's thesis is essentially an application of growth mindset principles to technical education.

One of the most common questions I get is “how can I start learning _____?”, where _____ is either mathematics, machine learning, or some other technical discipline.

You usually expect me to drop a hot tip that’ll make you an expert overnight, but unfortunately, I don’t have one. All I can give you is what I learned on my journey.

Whenever I decide to collect my thoughts, reflect on my experiences, and identify the patterns that emerged, I always end up at one core concept.

I can recall the exact moment my learning journey kickstarted. It was when I embraced that I knew nothing, and it’s perfectly alright.

In this post, we are going to talk about humility, that is, “the willingness to look stupid.”


I vividly remember my first semester as a young student of mathematics. “Let F be an arbitrary field. V is called a vector space over F if…” was the very first sentence I heard in my very first class, and it felt like a kick in the head, and I left the lecture feeling entirely confused about what vectors are.

The next memory: I’m sitting on the bed of my flat, staring at the lecture notes for hours, unable to comprehend a single thing.

My beginnings in math felt more like a futile wrestle with the Rosetta Stone, rather than unlocking the secrets of the universe.

“Let F be an arbitrary field.” In our class of around a hundred first-year students, no one asked WTF a field is. About 10% of them knew, but the rest were just keeping up appearances, afraid of feeling or looking stupid.

I quickly realized that if I want to become a mathematician (and that’s the only thing I ever wanted to be), I have to overcome the resistance.

Appeasing peers and professors is useless. Appearances are irrelevant. Feeding our ego is dangerous.

Knowledge and skill matter.

So, I started asking all the stupid, trivial questions.

“What is that ∑ symbol?” (It’s the summation sign.)

“Isn’t a vector just an arrow, pointing from the origin to a single point?” (No, it’s not, but it’s a good mental model in the beginning.)

“Isn’t a field just like the set of real numbers?” (Yes, it is. The set of real numbers is a good mental model of fields.)

I found that the best way to flatten the learning curve of ...

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