Abstract: Media organizations are riding the wave of technology to multiple distribution platforms, sales channels and business models, and into a world of cross-platform advertising. The interrelated functions of ad sales are managed as a single system if an organization is to maximize advertising revenue. How does an organization manage, value, and optimize ad sales inventory in an ecosystem that has multiple sales channels competing for the same overlapping inventory segments in a multi-platform distribution model? Many organizations have tried to solve this problem with teams of analysts and consultants. However, conflicting goals and siloed analysis lead these teams to failure. Artificial intelligence is better equipped to cope with the overwhelming complexities of these mixed business models. By making decisions with a holistic view of the business, artificial intelligence can drive increased revenues through optimized allocation, placement, and pricing strategies across sales channels.