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The narrative explores the tension between personal ambition and progressive values as Sherri Rosen-Mason, the admissions head at a New England prep school, strives to diversify the student body. Alongside her husband, the headmaster, they have modernized the institution. However, their ambitions are challenged when their son aims for an Ivy League university, revealing the complexities of privilege and the dangers of hypocrisy in their lives. This story offers a candid examination of the conflicts arising from societal expectations and personal desires.