Richard Masters, Senior Managing Director and Head of AI Strategy at Ancora AI by Design and former VP of Data at Virgin Atlantic joins Juan and Tim to discuss how to tie data and AI work to business strategy.

The first basic question: what does the organization want to look like in three to five years, and what has to happen to get there? Platforms and models only matter if they serve that answer. And how do you measure? Setting a baseline is hard, slow work, and teams often skip it to start building. Without one, it is hard to tell whether the work is worth doing, and harder to ask that question once the build is underway.

We cover: starting with AI instead of a workflow or metric, running a pre-mortem, tracking evaluation scores instead of the business outcomes, governance engineering, and the roles that change as AI takes over work that used to be outsourced.