Co-design is an increasingly adopted approach in digital health to develop innovations that are more relevant and effective. Engaging people with lived/living experience at the outset is often recommended to maximize the value of co-design. This paper reports on the co-design of the co-design of a Patient Journey Dashboard—an approach where both the co-design process and dashboard are co-designed with patient partners from the Centre for Addiction and Mental Health. There were challenges navigating the process at first; however, collectively embracing the messiness allowed for a meaningful engagement experience.