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This is a tough question to answer as there is no way to know for sure. At a smaller school, it is more likely that the admissions officers will have the time to look at each essay, whereas at huge universities it would seem less likely. In terms of how many officers read each essay, that also varies from school to school. Some read regionally which means that one officer reads all the applications from all the high schools in a certain geographic region. Often they are read in committee where several officers might look at one essay. If you want to know how you will be assessed at any given school, you should feel free to ask the admissions office.
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The worst thing a college applicant can do is be generic; your application with undoubtedly get lost in the crowd. The entire reason why colleges require essays is to learn more about your personality, passions, and experiences. But if your essay is bland, boring, and cliché, it won’t matter if you’ve traveled to every country, climbed Mount Everest, and solved world hunger. College admission officers read thousands of essays every year; you need to hook them and sell yourself.