Research indicates strong positive correlation between an organization's maturity in applying design thinking and customer satisfaction and revenues. However, the majority of contemporary product organizations are still not utilizing design for maximum benefit or they struggle with integrating their product/service/UX design activities with their existing agile development approach. Design Operations (DesignOps) practice has emerged in the global design community over the last few years. DesignOps refers to the orchestration and optimization of people, processes, and craft in order to amplify designs value and impact at scale. DesignOps researchers have developed Design Maturity Models to assess and develop organization's design approach. We developed ours based on data and experiences from building and leading design organizations for 20+ years. To expedite the application of our model with our DesignOps consulting practice clients, we built an MVP for an online self-assessment tool. To expedite this even further, we recently built an MVP of a generative AI self-assessment version and we are exploring opportunities to conduct an organization's DesignOps current state analysis with AI. In this talk we present learnings from our DesignOps AI experiments that indicate significant opportunity to elevate an agile product organization's design maturity and impact, increasing customer satisfaction and revenues.