F. Scott Fitzgerald, a luminary of American literature, is best known for his vivid depictions of the Jazz Age and the disillusionment that followed. His most celebrated work, *The Great Gatsby* (1925), has inspired numerous film adaptations, but collectors particularly cherish the 1974 version starring Robert Redford and Mia Farrow, as well as the visually stunning 2013 adaptation by Baz Luhrmann. These films not only capture the opulence and tragedy of Fitzgerald's narrative but also have become sought-after items in the physical media community, with special editions and collector’s sets often featuring rare behind-the-scenes content. While Fitzgerald's novels were not widely appreciated during his lifetime, they have since been recognized as masterpieces, leading to a resurgence of interest in his work. The 2020 documentary *Gatsby in Connecticut: The Untold Story* offers a fresh perspective on his life and the influence of his surroundings on his writing, making it a must-have for any serious collector. The combination of Fitzgerald's timeless themes and the cinematic interpretations of his work create a rich legacy that continues to captivate fans and collectors alike.