Join Julianne Escobedo Shepherd, a writer and editor known for her work with Pitchfork and The Fader, as she shares her heartfelt memories of interviewing Amy Winehouse. The conversation dives into Winehouse's iconic album 'Back to Black' and its powerful impact. They explore her duality of vulnerability and confidence, particularly during her Grammy acceptance speech. Julianne reflects on the contradictions of Winehouse's public image and the emotional legacy that continues to resonate in today's music landscape.

Join Rob as he dives into his deepest darkest memories of clinging to gymnasium walls as all the other brave middle schoolers got their groove on to some ’90s R&B. Oh and, somewhere along the way, listen and learn about Salt-N-Pepa and their sexually charged song “Shoop.” Later, Pitchfork’s Julianne Escobedo Shepherd joins the mix to answer some of Rob’s Salt-N-Pepa questions (48:00).Host: Rob HarvillaGuest: Julianne Escobedo ShepherdProducers: Jonathan Kermah and Justin SaylesAdditional Production Support: Chloe Clark Learn more about your ad choices. Visit podcastchoices.com/adchoices

Music critics Jeremy Larson, Julianne Escobedo Shepherd, and Ryan Dombal discuss Drake's music, analyzing his favorite songs, the controversy surrounding a rapper, and the disappointment with his latest album. They propose ideas for his next album, including collaborations and a concept album, while expressing their disappointment and recognizing his potential.