Stewart is a leader in Data Strategy and Technology. As the former Vice President at World Wrestling Entertainment, WWE, he established Centers of Excellence in Business Intelligence and Digital Analytics, championing a data-first philosophy within WWE. He introduced WWE's first-ever Master Data Management solution and cross-business Data Governance teams, significantly enhancing data quality across the company's OTT platform, WWE Network. Stewart was crucial in managing the transition with the strategic deal that transitioned WWE from a rights owner to a content provider on NBC Universal's Peacock platform. He leveraged AI-driven proofs of concept to showcase AI's potential to reduce subscriber churn and foster new revenue streams. He also led advancements in the company's streaming capabilities and Media Supply Chain.

At Viacom, serving as Vice President, Stewart was at the forefront of Digital Transformation. He delivered cutting-edge software solutions for asset management, rights management, and operations, transitioning the company from manual, tape-based workflows to an automated digital supply chain that serviced multiple platforms across broadcast, DTO, VOD, and digital. Stewart's leadership consistently resulted in the creating of innovative products that delivered value, reduced costs, and spurred growth.

Stewart holds an MBA from the Johnson Graduate School of Management at Cornell University and a Bachelor's in Computer Science. He is the lead inventor on two patents in Media Packaging, highlighting his contributions to digital media innovation.