In a retrospective discussion regarding Jef Raskin’s contributions to interface design, particularly in his 1986 interview, the core theme revolves around the humanization of technology. Raskin's intention was to create interfaces that acknowledge human cognitive processes, allowing for more intuitive interactions with machines. Comments from the community reflect on how his emphasis on reducing cognitive load and anticipating user intent relate to current AI advancements. The debate emerges on whether AI technologies can fulfill Raskin's vision of humane interfaces, suggesting that while AI may facilitate a more user-friendly experience, it also poses new challenges to established assumptions. Furthermore, nostalgic sentiments arise regarding the evolution of technology, particularly in relation to modern devices like the iPhone, indicating a potential disconnect between Raskin's ideals and today’s technological landscape.