Grading Compare-and-Contrast Essays on The Prince and The Discourses
Published on October 11th, 2026 by the GraideMind team
Few assignments in political theory are as common as asking students to compare The Prince with The Discourses. The pairing is rich because the books seem to disagree: one advises rulers, the other praises republics. A weak essay lists differences like a table, while a strong one explains why the books might still belong to the same mind.

Grading these essays well starts with deciding what counts as a good comparison. Teachers sometimes reward any essay that mentions both books, which produces inflated scores for papers that never connect them. A better standard is that the essay must organize itself around a question, such as how each book treats the role of the people, and then show how the answers differ or agree.
Students also bring predictable misconceptions to this prompt. Many assume The Prince is the real Machiavelli and The Discourses is a side project, or that the republican book cancels out the princely one. Naming these traps in your instructions saves time later, because you can grade the reasoning instead of correcting the same basic assumption on every paper.
Look for a comparison that has a point
The best essays make a claim about the relationship between the books, not just a catalog of features. For example, a student might argue that both books treat founders as exceptional figures who must act alone, which explains why violence appears in each. That kind of thesis gives the essay direction and forces every paragraph to do comparative work.
- A thesis that makes a claim about how the two books relate
- Evidence from both books, cited by chapter or section
- Paragraphs organized by theme, not by book, so comparison happens in every paragraph
- Acknowledgment of context such as the different audiences and purposes of each work
- A conclusion that says what the comparison reveals about Machiavelli's thinking overall
An essay that treats two books as separate summaries has not really done the comparison.
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Block structure, where a student writes about The Prince for three paragraphs and then The Discourses for three more, is the most common organizational flaw. It postpones comparison until the conclusion, where there is rarely room to do it well. Telling students to restructure around themes, with both books appearing in every body paragraph, usually fixes the problem in one revision.
Feedback on structure works best when it is concrete. Instead of writing needs better organization, point to a specific paragraph and suggest which theme it could belong to, such as the use of force or the role of the people. Students can act on that comment immediately, and they learn a reusable strategy for any future comparison assignment.
Check evidence from both books equally
Essays often lean heavily on The Prince because it is shorter and more quotable. That leaves the other half of the comparison thin, with vague references to Rome or republics instead of specific chapters. A rubric row for balanced evidence tells students they must read both books closely and gives you a fair reason to deduct when they do not.
Watch for paraphrases that sound plausible but do not match the text. A student might claim Machiavelli always prefers princely rule, when Discourses I.58 argues that peoples can be more constant than princes. Spot-checking two or three claims per paper against the actual chapters is a reasonable way to catch these errors without rereading the whole book.
Grade the conclusion, not just the thesis
A comparison essay should leave the reader knowing something new about Machiavelli. Conclusions that only restate the thesis miss the opportunity to draw out an implication, such as what the two books together suggest about whether he valued order or liberty more. Including a conclusion criterion in your rubric encourages students to finish with a real insight.
When feedback is generated with the help of software, it is worth checking that the comments address the comparison itself and not just general writing quality. A useful comment names the pair of ideas the student has linked and says whether the link holds up. Grading becomes faster when your rubric and your comment bank both speak the language of comparison.
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