Day of the Locust by Nathanael West
West and Fitzgerald were close friends — in fact, West was so distraught by news of Fitzgerald's death that he crashed his car a day later, tragically killing himself and his wife. His work survives as a much grittier version of Fitzgerald's Jazz Age lyricism, and nowhere is that more clear than in his stunning breakout novel The Day of the Locust. In this no-holds-barred takedown of 1930s Hollywood, West perfects his trademark at finding humor in incredibly dark situations. West's other two famous novels, Miss Lonelyhearts and A Cool Million, are both relentlessly funny in a "how am I laughing at this?!" way as well.