In this interview, we discuss an overview of Ryder and Rajeev’s purview as CIO, the IT function’s four strategic goals, and the company’s approach to eliminating technical debt. We also discuss the COVID-19 pandemic, including why Ryder was prepared for it and how the company has created a sense of community throughout it. Lastly, we discuss Rajeev’s take on a variety of rising trends, such as AI modeling, robotics, and autonomous vehicles.