The HOLMES Advisory Board was set up as a non-commercial knowledge-sharing platform where the industry leaders, government officials, startup executives, and academia can exchange ideas, experiences and best practices for applied AI. The Board met for the first time in June 2018 to discuss ways to bridge the gap between ‘art of the possible,’ and ‘science of the real.’ And the discussion immediately threw open a bunch of challenges faced by enterprises across verticals. Organizations today struggle with voluminous unstructured data, while at the same time, redeploying staff freed due to automation is a major concern. To top it all off, legacy mindset and resistance from workforce offer huge hindrance to AI adoption. Yet, to succeed in today’s changing economy, it is imperative to build a digital organization. Every second organization in the world is making significant investments in RPA. And since only one-fifth of the C-suite executives are happy with merely cost reduction through AI and automation, RPA and back-end automation is quickly giving way to more sophisticated AI technologies. Despite all the challenges, the overall confidence in the ‘art of possible’ with AI is very high and the Board members feel that they have only scratched the surface when it comes to extracting the full value of AI.