The Icon Sessions with Taylor Swift 2026

A 20-Year Retrospective

In this career-spanning conversation, Recording Academy CEO Harvey Mason jr. sits down with Taylor Swift to reflect on two decades of songwriting, from her earliest work through the albums, collaborations, and creative risks that have defined her career. Recorded before a live audience in one of the Grammy Museum's most intimate settings, the conversation offers a rare, up-close look at the artistry behind one of the most influential songwriting careers in modern music.