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How to Write a Supplemental Essay on Difficult Conversations

Published on: August 28, 2024

As part of their supplemental essay prompts, many schools ask you to elaborate on a difficult conversation or a time you were challenged. How should you approach these questions? How much of a risk should you take? What is a “safe” topic to address?

While tricky at first sight, successfully tackling this type of essay can showcase that you’re someone with a  growth mindset who isn’t afraid to learn from others.

Take a look at example prompts about difficult conversations below:

  • At Boston College, we draw upon the Jesuit tradition of finding worthwhile conversation partners. Some support our viewpoints while others challenge them. Who fulfills this role in your life? Please cite a specific conversation you had where this conversation partner challenged your perspective or you challenged theirs. (400 words) – Boston College
  • Reflect on a time you discussed an issue important to you with someone holding an opposing view. Why did you find the experience meaningful? (400 words) – Yale University
  • We believe there is benefit in sharing and sometimes questioning our beliefs or values; who do you agree with on the big important things, or who do you have your most interesting disagreements with? What are you agreeing or disagreeing about? (250 words) – Duke University

 Start by reading the prompt carefully. For multi-part questions, make sure you address each part of the question. While Boston College and Yale have asked for essays of similar length, Duke University’s prompt gives you less room to respond to the prompt. Regardless of the word count, use your words wisely in these essays: focus on your growth, as well as how you have moved forward since the conversation. Let admissions officers understand who you are and how you engage in conflict or uncomfortable situations.

When responding to these essay prompts, pay attention to the nuances of the way the question is asked. Boston College and Duke have both asked specifically about people you’ve had hard conversations with. Yale specifies that you should focus your essay on why the conversation was meaningful to you. BC also specifically asks you to describe a conversation that challenged your views, while Duke gives the option to write about a time you either agreed or disagreed with a person. Yale’s prompt, like BC’s, asks for an opposing view as well. Read these prompts carefully and respond accordingly.

Tone is important for prompts about difficult conversations. Choose a topic that reflects your honest perspective, and make sure that your tone is respectful toward others. Even if you were defending your perspective during a conflict, ensure that your tone–and your whole essay–focuses on progress and learning. If you write about a time that ended up changing your opinion on a subject, show the admissions committee that you’re open to growth. What did you learn from the difficult conversation?

Once you’ve finished a draft of a “difficult conversation” essay, read it over to consider how you come across. Does the essay demonstrate that you’re someone who isn’t afraid to be challenged or speak up for what they believe in? Does it demonstrate that you can defend your point of view while still being respectful of others?

It can be helpful to look up the college’s mission statement so you know what they value in their student body. If characteristics that reflect their values are implicitly included in your response, that is a good sign. Colleges bring together people from different backgrounds whose upbringing and values will inevitably vary. Upon reading your essay, admissions officers hope to understand how you would fit in their community–giving them a picture, for example, of how you’d handle a classroom debate or awkward dorm room conversation once on campus.Use supplemental questions about difficult conversations to let the reader to imagine how you would fit in on campus, grow as a member of a community, and flourish within their school.

Article by Expert Admissions / Academic Advice, Admissions Advice, Application Process, College Admissions, College Essay, College Fit, College Search, College Visits, Demonstrated Interest, High School Seniors Leave a Comment

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