In 1992, writer Susan Orlean was tired of celebrity profiles. Instead, she wanted to do something bigger, deeper, and much harder: She wanted to profile the inner life of an average American boy. After convincing her editor, Orlean spent a week going to fifth grade and hanging out with Colin Duffy, a ten-year-old from Glen Ridge, New Jersey. The resulting article—“The American Man at Age Ten”—stands as one of the most intimate and touching portraits of what it feels like to be a boy in America. Orlean joins host David Brancaccio to discuss how the story came about, what it was like to shadow Colin, where he is now, and how the piece continues to reverberate almost twenty-five years after it was first published.