Death of an Optimist is the debut studio album by Canadian-American musician Grandson. The album was released on December 4, 2020, through Fueled by Ramen.

Jordan Edward Benjamin, known professionally as Grandson, is an American-Canadian singer, songwriter, and rapper currently signed to Fueled by Ramen. He released his major label debut EP, A Modern Tragedy Vol. 1, on June 15, 2018, and released the follow-up A Modern Tragedy Vol. 2 on February 22, 2019. The initial EP featured the single "Blood // Water", which appeared on several Billboard charts in the United States and Canada. Benjamin's music focuses on modern-day issues that are less recognized by the media and public. On December 4, 2020, he released his debut studio album, Death of an Optimist, and his second album, I Love You, I'm Trying, was released on May 5, 2023.