Using AI with large documents to produce new insights has never been easier

Today I performed a big thought experiment: to test the ability of AI to analyze and compare the thoughts and views of profound and impactful thinkers throughout human history. From these comparisons, I wanted to detect possible conflicts of opinion, paradoxes or contradicting views. For this project, I decided to use Anthropic’s Claude chatbot due to its tremendous ability to accept large amounts of data in the prompt (one of the largest token size windows available); in principle, this chatbot can swallow up entire books!

Marveled by the wisdom, insights and the unique views of celebrated thinkers throughout history, I had carefully selected and collected many celebrated quotes through a special period in my life for my own personal delight and to satisfy my never-ending quest for truth and knowledge. Although of limited scope, the selection of authors of these quotes span a period of history from around 500 BC to the present day.

In total, I fed Claude with 15,381 words encompassing 513 quotes from 122 different authors. The earliest author included is Lao Tzu, who lived around the 6th century BC, while the most recent authors included are from the late 20th/early 21st centuries (e.g. Terence McKenna, Robert Anton Wilson). Thus, for this experiment, the complete time period covered is about 2,500+ years of human history and thought.

The prompt:

Consider all the thoughts, ideas and views expressed in the manuscript provided by all the different authors. Make comparisons among these and determine which views contradict each other or which quotes, when compared to others within the same manuscript, may hint at paradoxes given opposing or conflicting elements present which highlight extremely different views between different authors. Provide the result revealing the two conflicting or opposing or paradoxical views with a brief explanation of their unique positions, referencing the author’s names and why each may have taken each position and highlighting the strength and validity of each proposition, world view, idea or quote. Try to find as many of these opposing, paradoxical or conflicting views in the manuscript to provide as best as possible a critical and analytical report on this matter.

The result:

Navigating Life’s Paradoxes

Life presents us with many paradoxes and contradictions that defy simple answers. The wisest minds throughout history have grappled with complex dichotomies relating to issues like faith versus doubt, free will versus determinism, and self-interest versus altruism. Though these dualities can seem irreconcilable, it may be most prudent to walk the middle path rather than adopting an extreme stance. Single fixed truths rarely encompass life’s nuance and ambiguity. As we examine some of humanity’s deepest paradoxes, maintaining an open and a critical mind can broaden our vision and allow us to transcend rigid dogmas. The truth often dwells in the spaces between opposite perspectives.

Faith vs. Doubt

Kierkegaard advocates faith in God, writing “If you cannot believe, then you cannot be helped.” In contrast, Descartes declares “If you would be a real seeker after truth, it is necessary that at least once in your life you doubt, as far as possible, all things.” While faith provides conviction and meaning, doubt propels the quest for truth. 

Free Will vs. Determinism

Sartre asserts human freedom and responsibility, stating “Man is condemned to be free.” Spinoza argues for determinism – “Men believe themselves to be free simply because they are conscious of their actions, and unconscious of the causes whereby those actions are determined.” Though we feel free, our choices may be shaped by forces outside conscious awareness.

Subjective vs. Objective Truth

Kant critiques pure reason, arguing “Thoughts without content are empty, intuitions without concepts are blind.” But Camus contends “Fiction is the lie through which we tell the truth.” While reason reveals objective facts, subjective experience expresses truths reason cannot directly convey. 

Self-interest vs. Altruism 

Ayn Rand promotes rational self-interest, stating “My happiness is not the means to any end. It is the end.” But Mahayana Buddhists extol compassion, saying, “One should not pursue nirvana only for oneself, but out of compassion for all sentient beings.” Does our own well-being override others’ needs, or vice versa?

Unity vs. Individuality

Rumi proclaims “Everything you see has its roots in the unseen world. The forces change yet the essence remains the same.” But Ayn Rand argues, “Every man is an end in himself. He exists for his own sake.” Is our essential nature universal oneness or unique individuality?

Practicality vs. Idealism

Aristotle declares “A tyrant must put on the appearance of uncommon devotion to religion. Subjects are less apprehensive of illegal treatment from a ruler whom they consider god-fearing and pious.” But Gandhi urges, “Power is of two kinds. One is obtained by the fear of punishment and the other by acts of love.” Should we compromise morals for practical gains?


The paradoxes suggest that singular, fixed truths may not encompass life’s complexity. Rigid adherence to any single perspective risks narrowing our vision. An open yet critical stance may be wisest.


Liked our experiment? Which experiment would you want us to do with AI next? Share your thoughts!

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2 responses to “Using AI with large documents to produce new insights has never been easier”

  1. Tom Hodges Avatar

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    1. Human Earthling Avatar
      Human Earthling

      Thank you for your kind words! Your words brought to mind a thought: What really separates a machine from a human is the purpose and desire to do something. While AI can be a powerful tool, it is our human purpose and desire that steer its course.

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