This episode explores the complexities of the college application process, focusing on the often-overlooked pre-application phase. Against the backdrop of the overwhelming number of college choices, the hosts, Yale admissions officers Mark and Hannah, emphasize the importance of a thoughtful and reflective approach to building a college list. More significantly, they introduce the concept of "financial fit" alongside academic and social fit, advising students to utilize resources like online calculators to assess affordability before applying. The discussion then pivots to the art of asking effective questions, with the introduction of Samantha, a Yale Senior Assistant Director, who shares her experience guiding students. For instance, Samantha highlights the value of asking questions tailored to the audience (current students vs. admissions officers) and focusing on the quality of questions over quantity. In contrast to superficial questions, the hosts advocate for conversations that reveal the student's interests and aspirations, enabling a more personalized and insightful exchange. Ultimately, the episode underscores the student's agency in the college search, encouraging a proactive and informed approach to finding the right college fit.