440: When Knowledge Stops Being the Gatekeeper w/ Leonard Boord
You've Been Heard, Tuesday, July 21st, 2026
IT director Leonard Boord describes how AI shifts technical work from knowledge gatekeeping to creative problem-solving.
Leonard Boord, Director of IT at Carrot Express, explores the transformation AI brings to IT leadership. He built an AI-first ticketing system in three weeks, uses support data to identify recurring issues rather than just closing tickets, and converted 13 years of exports into executive dashboards in minutes.
Key insights include the continued importance of debugging skills, human oversight, and understanding frontline operations.
Boord advises IT leaders to use adversarial prompts to stress-test their ideas and predicts slow AI adoption will become a professional liability within 18 months.