AI and the New Frontline: Rethinking Technician Enablement in Service

Traditional training models are struggling to keep pace with modern service demands. Service environments are growing more complex, and asset sophistication continues to rise, while organizations are facing mounting pressure to prepare technicians faster without sacrificing quality, safety, or customer experience. At the same time, experienced workers are retiring, workforce expectations are evolving, and frontline teams are being asked to solve more advanced problems earlier in their careers. Join us on Thursday, June 4th at 12pm EST, as we welcome Leila Rookstool, Senior Industry Advisor – Commercial for ServiceTitan to the studio. Together, we’ll examine how AI-powered guidance, diagnostics, and knowledge access are helping organizations accelerate onboarding, shorten training timelines, and enable technicians to troubleshoot and resolve issues with greater speed and confidence. The discussion will also explore the evolving role of the technician in the AI era, including how organizations can support continuous learning, improve technician engagement, and create career paths that encourage long-term retention. Leila Rookstool is a Senior Industry Advisor, Commercial, with more than 13 years of experience helping service organizations modernize operations, scale growth, and strengthen commercial service execution. A fourth-generation trades professional, Leila combines deep industry roots with expertise in end-to-end commercial service workflows, service sales strategy, estimating, and service innovation. Her career includes leadership roles within a Comfort Systems USA subsidiary and later at the corporate level, where she supported enterprise-wide service growth and technology adoption initiatives before serving as Vice President of Sales and Service for the Southeast region, overseeing organizations representing approximately $250 million in annual service revenue. She later transitioned into consulting, helping contractors align technology strategy with operational performance, before joining ServiceTitan, where she now advises contractors on scaling service operations with confidence.