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ChatGPT as an essay-writing assistant – Part III

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The Challenge of a Satisfying Conclusion

When I published Part II of this series back in February 2025, I had a plan for Part III. Show the prompts I used, analyze the time investment, evaluate the result against Part I’s GPT-3.5 baseline, maybe try one more iteration with even newer tools. Straightforward. Methodical.

But I never finished it. To be honest, I lost interest. Another marginally better AI-generated essay wasn’t going to cut it—not for me, and probably not for you readers either. Another iteration showing GPT-4.5 writes slightly better than GPT-4? That’s predictable, uninspiring… so I dropped it.

But the unfinished series sat there in the back of my mind. I wasn’t actively working on it, but I also couldn’t quite let it go. It created a kind of block—I found myself not writing about anything at all, partly because this felt incomplete, partly because my interests had genuinely shifted elsewhere.

Recently though, I came back to this question. Not because I wanted to complete the series for completeness sake, but because I wanted to understand what would actually make Part III worthwhile.

So I asked for help. I brainstormed with Claude (Anthropic’s AI) about what Part III should actually be about—what would make it worth writing and worth reading. And something clicked.

What Was the Question Really Asking For?

Looking back now, with decades between me and that moment in Professoressa Carbone’s classroom, I think I understand what she was asking for. She wasn’t looking for recitation of Plato’s philosophy mechanically applied to medieval warfare. She wanted to see if I could reason using philosophical frameworks in unfamiliar territory. Synthesis, not facts. Thinking, not performing memorization.

At 15, I wasn’t ready for that. I had volunteered for the oral examination thinking I could rely on prepared material about Plato’s recent lessons. Instead, she cut through my preparation with a single question that required genuine philosophical thinking: “What would Plato have thought about the Hundred Years’ War?”

It was a brilliant pedagogical move. It required understanding Plato’s ideas deeply enough to apply them to a completely different context—a context Plato never encountered, in a historical period he never knew. It required the kind of intellectual flexibility and reasoning that, honestly, I didn’t have yet.

The humiliation I felt wasn’t really about not knowing facts. It was about being exposed as someone trying to get by on memorization rather than understanding. And I think she knew it. She saw through my bluff.

So What Would Satisfy?

This brings me back to the problem of Part III. Showing that AI can now generate a more sophisticated-sounding essay than my 15-year-old self could produce doesn’t prove anything interesting. AI is very good at generating sophisticated-sounding content. That’s almost the problem.

What would actually satisfy—both as closure for this series and as something worth your time reading—is demonstrating the kind of reasoning Professoressa Carbone was asking for. Can I, now, with the benefit of intellectual maturity and AI assistance, actually think through what Plato might have thought about prolonged warfare between nations? Not just string together plausible-sounding paragraphs with proper citations, but engage in genuine philosophical reasoning?

What Would That Actually Look Like?

If I were to actually write that essay—the one demonstrating real philosophical reasoning rather than AI-generated content—what would it need?

Looking back at the GPT-4 essay from Part II, it has proper citations and coherent structure, but it’s superficial. It lists Platonic concepts (philosopher-kings, guardians, ideal states) and applies them mechanically to medieval warfare. That’s exactly the kind of recitation Professoressa Carbone was testing me against.

Real reasoning would require:

  • Connecting Plato’s specific ideas to specific events or decisions during the Hundred Years’ War—not just general principles applied generally
  • Exploring how Plato’s concepts might actually illuminate something about prolonged conflict between nations that we wouldn’t see otherwise
  • Considering contemporary interpretations or modern applications—what do we learn about conflict, governance, or political philosophy from this exercise?
  • Drawing genuine insights about both Plato and warfare, not just restating both

That’s the essay I’d want to write someday. Not as an academic exercise, but as personal closure—proving to myself I can do the kind of thinking she was asking for.

Closure for Now

But that’s not this post. This post is about giving you, the readers, closure on this series. About acknowledging honestly what I learned about AI as a writing assistant, and why simple iteration wasn’t the answer.

Here’s what I’ve learned:

AI is excellent at generating plausible content. GPT-4 produced an essay that looks credible—proper structure, citations, coherent arguments. For many purposes, that’s enough.

But AI doesn’t reason, it recognizes patterns. The essay from Part II strings together familiar ideas in familiar ways. It’s sophisticated pattern matching, not thinking. It can’t do what Professoressa Carbone was asking for: genuine synthesis that produces new insight.

The real value of AI as a writing assistant isn’t in replacing thinking—it’s in supporting it. AI can help with research, organization, articulation. It can reduce cognitive load so you can focus on the hard part: the actual reasoning. But you still have to do the reasoning.

Writing with AI requires clarity about what you’re trying to accomplish. If you want content generation, AI does that well. If you want thinking support, you need to know what thinking you’re trying to do. The tool can’t figure that out for you.

This series started with a simple question: can AI help me write an essay? The answer turned out to be more nuanced than I expected. It depends entirely on what kind of essay, and what role you want AI to play. For the essay I’d need to write to truly answer Professoressa Carbone’s question—the one that demonstrates reasoning rather than recitation—AI could help, but it couldn’t do the essential work.

Maybe someday I’ll write that essay. For now, I’m moving on to other projects where I’m excited about what AI can do: document extraction in geoscience, agentic workflows, problems where AI’s strengths align better with what I’m trying to accomplish.

Thank you for following this journey with me. Even if it didn’t end where I originally planned, I learned something worth sharing.

A Final Thought: Rigor Without Brutality

I started this series partly because of concerns about AI in education—concerns rooted in my own experience.

ChatGPT has educators calling for more in-class writing and oral examinations. I agree we need assessment that can’t be faked by AI. But I’m deeply opposed to the brutality that often came with those older systems.

Here’s the thing: the brutality was never necessary for the educational value. Professoressa Carbone’s question was pedagogically brilliant. The public humiliation didn’t make it more effective; it just made it traumatic.

We need assessment methods that demand genuine reasoning, in environments that support both students and teachers. It’s possible to have rigorous evaluation without breaking people in the process.

AI forces us to confront what we actually value in education: not the appearance of learning, but the development of genuine understanding and reasoning. The question is whether we can build systems that nurture that without the cruelty.

AI/HI Transparency Statement Modified from Brewin http://www.theguardian.com/books/2024/apr/04/why-i-wrote-an-ai-transparency-statement-for-my-book-and-think-other-authors-should-too

Has any text been generated using AI?Yes
Has any text been improved or corrected using HI?Yes

Additional context: This post was collaboratively written through an iterative conversation with Claude (Anthropic). The human author provided the direction, constraints, personal context, and decisions about what to include/exclude. The AI assistant drafted text, which was then reviewed and revised based on feedback. Sections were rewritten multiple times to match the author’s voice and intentions. The final editorial decisions, including what content made it to publication, were made by the human author.

ChatGPT as an essay-writing assistant – Part II

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The blog post below was produced entirely by GPT-4.0, following a series of iterative prompts I provided, from the Introduction to the References and Footnotes, included. Please refer to my AI (Artificial Intelligence) and HI (Human Intelligence) Table in the last section. In the next post, I will include the full listing of my prompts, text evaluation, and time investment versus return analysis. I will also attempt prompting for some further improvements beyond this initial analysis.

Plato’s Perspective on the Hundred Years’ War

Introduction

The Hundred Years’ War, a prolonged and devastating conflict between England and France (1337-1453), was a historical event unknown to the ancient Greek philosopher Plato. Nonetheless, by examining his philosophical ideas, primarily in “The Republic” and “Laws,” we may speculate on his potential views regarding such a conflict.

The Philosopher King and the Ideal State

The Philosopher-King and the Ideal State In his magnum opus, “The Republic,” Plato presents the concept of a philosopher-king, an individual embodying wisdom and justice, who governs the ideal state (Plato, Republic, Stephanus 473c-d, Book V)1. This enlightened ruler, possessing both knowledge and moral integrity, would guide society toward harmony and justice.

War as Necessary Evil

In the “Laws,” Plato acknowledges that war might be a necessary recourse, particularly when defending the state against injustice (Plato, Laws, Stephanus 625c, Book I)2. However, he also emphasizes the importance of striving for peace and pursuing diplomacy whenever possible.

Striving for Peace

Plato contends that an ideal state should always seek to cultivate peace with other nations, fostering a spirit of friendship and cooperation (Plato, Republic, Stephanus 470a-b, Book V)3. This suggests that, had he been aware of the Hundred Years’ War, Plato would likely have advocated for diplomatic efforts to resolve the conflict.

The Guardians as Defenders of the State

The Guardians: Defenders of the State In “The Republic,” Plato introduces the guardians, a class of citizens specifically trained to defend the state and uphold its values (Plato, Republic, Stephanus 414a-b, Book III)4. These individuals, educated in both martial and intellectual pursuits, would protect the state from external threats, such as those posed during the Hundred Years’ War.

Governance in Times of War

Though Plato acknowledges the potential necessity of war, he cautions against allowing it to dominate the state’s agenda (Plato, Republic, Stephanus 468a-b, Book V)5. Instead, he argues that governance should remain focused on promoting the well-being of citizens and maintaining social harmony.

Fostering Social Harmony and Virtue

Plato maintains that an ideal state should strive to cultivate virtue among its citizens, promoting wisdom, courage, moderation, and justice (Plato, Republic, Stephanus 427e-428a, Book IV)6. In this context, the prolonged conflict of the Hundred Years’ War might be seen as a distraction from the state’s primary goal of fostering a harmonious and virtuous society.

Conclusion

Though Plato lived centuries before the Hundred Years’ War, his philosophical ideas can provide valuable insights into how he might have viewed such a conflict. By examining his writings, particularly “The Republic” and “Laws,” we can speculate that Plato would have recognized the potential necessity of war in certain circumstances but would have strongly advocated for peace, diplomacy, and the pursuit of justice and virtue in governance.

References

TitleAuthorDate WrittenChicago citation
The RepublicPlato380 BCEPlato. The Republic. Translated by G.M.A. Grube. Indianapolis: Hackett Publishing Company, 1992.
LawsPlato348 BCEPlato. Laws. Translated by A.E. Taylor. London: Dent, 1934.

Footnotes

  1. Plato, Republic, 473c-d. Perseus Digital Library | The Internet Encyclopedia of Philosophy 
  2. Plato, Laws, 628a-630d. Perseus Digital Library | The Internet Encyclopedia of Philosophy 
  3. Plato, Republic, 470a-471c. Perseus Digital Library | The Internet Encyclopedia of Philosophy 
  4. Plato, Republic, 433b-c. Perseus Digital Library | The Internet Encyclopedia of Philosophy 
  5. Plato, Republic, 414b-415d. Perseus Digital Library | The Internet Encyclopedia of Philosophy 
  6. Plato, Laws, 348, 663a-b. Perseus Digital Library | The Internet Encyclopedia of Philosophy 

AI (Artificial Intelligence) and HI (Human Intelligence) Statement

Modified from Brewin http://www.theguardian.com/books/2024/apr/04/why-i-wrote-an-ai-transparency-statement-for-my-book-and-think-other-authors-should-too

Has any text been generated using AI?Yes
Has any text been improved or corrected using HI?No
Has any methods of analysis been suggested using HI?Yes
Has any methods of analysis been suggested using AI?No
Do any analyses utilize AI technologies, such as Large Language Models, for tasks like analyzing, summarizing, or retrieving information from data?Yes

ChatGPT as an essay-writing assistant – Part I

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Outline

Introduction and background

In this multi-part series of articles, I will document my efforts in writing a high school Philosophy paper using ChatGPT. The paper shall answer in writing a question I was asked at an impromptu oral assessment in Philosophy class in my 3rd year of high school.

Let me take a step back to give you some context. I was enrolled in Classical High School in Rome, Italy. This type of school has a strong 5-year emphasis on History and Philosophy, as well as Latin, Greek, and Italian literature and grammar, with a bit of Science and Math. Students are typically evaluated on weekly written assignments, a minimum of 3 scheduled written tests each semester, and a minimum of 2 oral assessments per semester. During the latter ones, the teacher would (usually) pick two names at random from the attendance list once a week and gauge their knowledge on both the weekly lesson, in detail, but also on anything covered in the year up to that point; this could last between 30-60 minutes, and would happen in front of an audience of (often roaring) classmates. Seriously: brutal!

Only occasionally were students allowed to give a presentation on a prepared topic or volunteer for a full oral evaluation. This was the case for me during a block on Plato. And so it was that the teacher, the famously feared Professoressa Carbone (who taught both History and Philosophy), probed into my soul with her terrifying eyes and asked with a sinister smile, “Tell me, Niccoli, what would Plato have thought about the Hundred Years’ War?“

My first prompt

When I heard about OpenAI ChatGPT being available, it seemed very fit to try this question in my first investigation. So I went ahead and asked the question “What would Plato have thought about the Hundred Years’ War?“, with only the minor modification to add citations and break down the response in steps.

GPT-3.5 result

Below is the result from the default GPT-3.5 model:

Essay written by Chat GPT-3.5

Time investment and return

  • Time investment: the whole investigatyion took about 30 minutes, including a very light read on prompts from a reputalbe source, and reading the answer (becaue the citations really did not come as full references, there was really nothing else to do other than that).
  • Return: was this worth 30 minutes of my time? The answer is, as often, it depends! On the one hand, this is a really poor answer in my view (see next section for a more detailed evaluation). So, as an essay (l imagine myself as a student looking for a quick free lunch), this would not do it; not even close. For me… but then again, even at 13 in my first year of high school I would’ve known this was not going to cut it… or in Junior high, for what matters. On the other hand, I was deliberate in providing a very simple, not engineered or iteratively refined prompt. As such, the response will come useful as a benchamrk against wich I will compare other efforts (for example using a better model, GPT4, and improving the prompt).

Evaluation

Is the answer grammatically correct? yes; is it written in a uniform style, appropriate for a school essay? yes; Does it contain any hallucination? I would say no, everything sounds reasonable. However I must admit that without reference to specific passages to Plato’s work, it is hard to say for sure. From what I remember of Plato’s Philosophy it’s reasonable, and that’s all.

On the other hand, had I been handed in this as a teacher, I would not be impressed. IF this were the output of an in-class exam, I probably would have marked it as a D- (a D for the very mediocre text and a minus for the ridiculousness of the citations). Had it instead been handed for an at home written assignement (in which cse the student would have had access to their notes and books) this would definitely be certainly worth an F (Fail). Now I sound like Professoressa Carbone.

You may reasonably wonder at the end of this article: how did I fare in that evaluation in 1986? Fair question. And I am not ashamed to confess it was a disaster. At 15 I was still very immature, intelligent but unengaged in school work, and also unable to do a real analysis. By that I mean interpret information rather than just accumulate facts and connect them. I honestly do not recall the mark I got (we had different levels of Failure that went progressively deeper, not too dissimilarly from the Circles in Dante’s Inferno) but I rememberr that an F definitely it was.

P.S. The model did a perfectly fine job in proofreading my first draft for this post. THat was definitely worth a lot, given I type very slowly, and I make lots of typos.