How Should I Think? — Think Deeply
II
The Second Question

How Should I Think?

Thinking well is harder than it looks. Most of us reason not from first principles but from whatever we already believe, using logic to defend positions we arrived at by other means. The question of how to think is really a question about how to catch yourself doing that and whether you can stop.

The thinkers here approached this problem from different directions. Some began with radical doubt. Some began with patient observation of their own minds. Some began by asking what it means to believe anything at all. The methods diverge. The honesty behind them is the same.

What unites these essays is not a method of thinking. It is the conviction that thinking badly is a kind of harm, that the quality of your reasoning shapes the quality of your life, and that the gap between the two is worth taking seriously.

Deep Inquiry

Hume and Nagarjuna on Whether There Is a Self at All

Hume looked inward for a stable self and found only a bundle of perceptions. Nagarjuna argued that nothing possesses inherent existence. Two thinkers who never read each other arrived at positions that, on this question, are remarkably close.

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31 min read
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Deep Inquiry

Nietzsche and Confucius on What Virtue Requires of Us

Nietzsche thought virtue imposed by society was a disguised form of resentment. Confucius thought virtue cultivated within society was the highest expression of human capacity. The disagreement goes all the way down.

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29 min read
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Michel de Montaigne
Essays
Invented the essay as a method for watching his own mind work. The subject of all his writing was himself. This was not vanity. It was method.
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René Descartes
Meditations on First Philosophy
Tore everything down to find what he could not doubt. An attempt to build knowledge on a foundation that actually held.
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David Hume
An Enquiry Concerning Human Understanding
Followed reason as far as it would go. His skepticism was cheerful rather than despairing, which is part of what makes him worth reading.
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Friedrich Nietzsche
Beyond Good and Evil · The Gay Science
Asked what happens to thought when the structures that organize it collapse. He was not celebrating nihilism. He was trying to think past it.
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For those who want a structured space to work through difficult questions, Inquiry Log is built for exactly this kind of thinking.

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