22/5/26

Dr. Benjamin Weems - From At-Risk Student to CTO: A Story of Leadership & Impact

What does real IT leadership actually look like?

In this episode of Strategic Syncing, James sits down with Dr. David Benjamin Weems — a former petroleum engineer turned CTO — who transformed one of the most remote school districts in West Texas.

From rebuilding infrastructure and connectivity to solving real-world challenges in education, this conversation goes beyond technology, into leadership, people, and impact.

In this episode:

  • The transition from engineering to education leadership

  • What it takes to scale technology in real environments

  • Why leadership matters more than tools

  • The reality of operating in remote and underserved communities

  • Confidence vs competency in leadership

This is a candid conversation for IT executives, operators, and anyone building systems that actually need to work in the real world.

Previous

Cara Carter - From Classroom to CTO: Leading Technology at Scale in K12

Next

Dr. Chad Jones - Consistency Over Chaos