This body of research explores the alarming decline of human imagination in North America to what many have deemed a creativity crisis. At age five, children score at a 95% genius creative level. This drastically depletes to 2% by the age of 30, essentially unlearning creativity as they mature. As one of humanity’s most important soft skills, creativity is essential to a nation’s well-being and economic growth as we emerge toward a more complex, uncertain future. Methodologies used to explore this problem included a strategic foresight design toolkit along with life centered-design thinking, to unpack, analyze and synthesize gathered information. Major findings resulted from the understanding of a decline that started in 1990 during which many technological and societal forces were at play including the rise of the internet, the millennial generation living with social media and the growth of artificial intelligence (AI). Further expert interviews consolidated the idea of AI as a creativity partner rather than a suite of creative tools to automate emerging generative design. While AI evolves to machine learning (ML), key research questions are asked regarding a future when we are saturated with similar forms of ML tools at our disposal. What will humans rely on next to contribute creatively? This research proposes design for a computer-human interaction solution in an attempt to reverse the creativity decline and act as the imaginative companion required to foster creative capacities.