On May 8, 2017, during the Pitchfork Live performance in Brooklyn, Mac DeMarco was promoting his album "This Old Dog," which had been released just a couple of weeks prior on May 5, 2017. This album marked a significant moment in DeMarco's career as it showcased his evolving sound and matured lyrical content, focusing on themes of love, loss, and self-reflection. The live recording features several tracks from this album, including the poignant title track "This Old Dog" and the energetic "My Old Man," both of which were highlights of his set. Known for his relaxed and endearing stage presence, DeMarco’s performance at Pitchfork exemplified his signature laid-back style, and it was a crucial point where he transitioned from indie darling to a more established artist within the music scene. Notably, this period also reflected a phase of experimentation in his music, blending lo-fi aesthetics with more polished production.