Two days before his death, the author’s father gifted him a book with a cryptic 18-word note. Despite later attempts with AI tools like ChatGPT to decipher it, the message remained largely illegible. The book, Dear Lupin: Letters to a Wayward Son, offered humor, yet the father’s intention was elusive. Seven years post-passing, AI advancements spurred the author to analyze previous handwritten letters, leading to a partial decoding. Although some insights emerged, like the father’s disdain for gloomy weather, the second line of the note remains a mystery. The exploration highlighted the challenges of digital resurrection and the complexities of human relationships. The search revealed cherished bookmarks and memories, emphasizing the significance of connection over resolution. Legal discussions on digital rights for the deceased emerged, raising concerns about privacy. Ultimately, the father’s last words serve as both a puzzle and a poignant reminder of their bond, perhaps too intricate to fully unravel.