In this poignant documentary short, director Harlan Banks explores the profound question of human aspiration through a series of intimate, visually arresting portraits. The film follows a diverse group of individuals from different walks of life, each grappling with their own version of a seemingly impossible dream. Whether it is a young dancer training for a prestigious competition, an elderly inventor tinkering in a cluttered garage, or a single mother striving to start her own business, the central conflict emerges from the tension between their soaring ambitions and the harsh realities of their daily lives. With a gentle, observational tone, the documentary does not offer easy answers but instead captures the quiet beauty of persistence and the fragile hope that drives people forward. Through stunning cinematography and raw, unfiltered moments, "i wonder shall i fly" becomes a meditative and deeply human reflection on the courage it takes to simply keep trying, leaving viewers with a powerful sense of wonder and empathy.