This paper explores the communication challenges and opportunities associated with Augmentative and Alternative Communication (AAC) systems through the lens of Elaine Drover, a woman in her 60s with cerebral palsy (CP) from Newfoundland, Canada. Employing a 'with' rather than 'for' philosophy, this design research project utilizes a three- dimensional framework of inclusive design, which includes recognizing and respecting human uniqueness and variability, using open and transparent processes, and co- designing with those who find current designs challenging. This approach addresses the necessity of designing within complex adaptive systems and highlights the significance of co-design methodologies. By integrating personal narratives and collaborative design, the study investigates the specific needs of individuals with cerebral palsy, aiming to dismantle communication barriers and foster a more inclusive society. The findings emphasize the importance of understanding user needs, goals, and contexts, particularly when developing essential tools that require substantial personal investment. This research not only provides insights into enhancing current AAC systems but also proposes a foundation for future technological innovations in assistive communication, advocating for a shift towards more empathetic and inclusive design practices.