The recent CDAO Fall panel discussion highlighted key challenges and takeaways for organizations implementing AI and ML initiatives. Due to the COVID-19 pandemic, data science teams have had to navigate uncertainty, prioritize ML monitoring, and focus on model observability. The panel emphasized that buy-in for AI projects is tied to delivering agile insights and business value at scale. Business stakeholders' expectations are high, creating a challenge of quickly proving the real value of initiatives. Striking a balance between tools and technologies and measuring incremental value is critical, with ways to categorize ROI varying depending on whether models have a direct impact on revenue or efficiency. Ultimately, balancing short-term wins with long-term success helps sustain initiatives and deliver ROI.