“Write what you know.” That piece of advice has been given countless times to countless writers across countless different mediums, from books to films to TV shows. It’s not a bad tip, especially for greener storytellers, but it can also be limiting. In the world of songwriting, especially, one of the great joys is how a song can allow you to inhabit someone else’s life for a few minutes, or to experience a world other than your own. There’s something exhilarating about when a talented songwriter steps outside their own life to take a walk in someone else’s shoes, whether it’s Springsteen writing a bunch of songs about killers and criminals on Nebraska or Taylor Swift closing her own diary to explore character on folklore and evermore. Still, for some writers, the “Write what you know” mantra is the gateway to brilliance, and few young songwriters ever took it more seriously than Andrew McMahon did on Something Corporate’s 2002 major label debut, Leaving Through the Window.

McMahon turned 19 on September 3, 2001. A few months later, on the day after Christmas, he and his bandmates commenced recording for the album that would become their big breakthrough statement. By January, the album was done, and on May 7, 2002, it hit the streets. McMahon was still four months shy of his 20th birthday, and less than two years out of high school. Rather than try to write songs that hid his youth, McMahon embraced it. The result was one of the greatest and most authentic albums ever made about teen angst, growing up, and coming of age. Leaving Through the Window is now older than McMahon was when the record came out, but it remains gripping and beautiful due to how timeless the themes and stories proved to be.