What does it take to land a song on a Billboard chart? Billboard’s managing director of charts and data operations, Keith Caulfield, joined host Kristin Robinson to unpack the history and evolution of the Hot 100 and Billboard 200, explaining how today’s rankings blend radio, sales, and streaming. He shared insights on the resurgence of catalog albums, how Billboard determines an artist’s genre, and how stars like Taylor Swift, Morgan Wallen, and Drake dominate the No. 1 spot. From vinyl variants to the revival of CDs and cassettes, Caulfield revealed how modern artists use every format and fan connection to make chart history.