From At-Risk Student to CTO: A Story of Leadership & Impact

From a Warehouse to CTO of Texas's 4th Largest School District | Kris Trejo

How do you lead technology for 100,000+ students across 127 campuses, without becoming the bottleneck, the bureaucrat, or the burnout? This week, host James Symons sits down with Kris Trejo, Assistant Superintendent for Technology Services (CTO) at Northside Independent School District, the 4th largest school district in Texas. From a textbook warehouse to the C-suite over 27 years and 8 promotions, Kris shares the leadership philosophy that's carried him to the top of one of the country's largest K-12 tech organisations. He opens up about building a "work toward a yes" culture, why he believes it's his job to make himself replaceable, and how he leads with steadiness in the most challenging political and budgetary climate public education has faced in decades. In this episode: * What an Assistant Superintendent really does * How to avoid bureaucracy in a leadership group of 30+ * The "work toward a yes" philosophy that flips traditional IT culture * Hiring for growth potential, not pedigree * Leading through pressure: "Public education is under assault" * Why emotional intelligence matters more than ever at scale * "Real life starts at 5:00", protecting the humanity of your team A masterclass in leading at scale without losing the human in the work.

The Kids Are Smarter Than the Filters | Dustin Harden, CTO Clear Creek ISD

Dustin Harden runs technology for Clear Creek ISD, a Texas district where NASA engineers sit on the school board, students earn National Merit honors, and 12-year-olds team up on Discord to outsmart the district's filters. In this episode, Dustin joins James for a candid conversation about leadership, ego, and growing up inside the CTO role. He landed his first director job at 26, beating a candidate with a doctorate in education, and spent years unlearning the "smartest guy in the room" instinct that came with it. We talk about the summer his team finally told him to slow down, why students who hack the filters often end up as future employees, what ed-tech vendors actually need to do to earn a district's trust, and why K-12 CTOs across Texas share openly with each other instead of competing. An honest, grounded look at modern educational technology leadership, what it takes, what it costs, and why the best leaders eventually stop trying to be the smartest person in the room. Topics: K-12 leadership, ed-tech, servant leadership, vendor relationships, innovation under budget constraints, district collaboration, growing through ego.

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

What does it really mean to lead technology in a district of 33,000 students across 35 campuses? Cara Carter is the CTO of Northwest ISD in Texas, one of the fastest growing districts in the DFW Metroplex. She started as a classroom teacher and has spent 20 years building something remarkable: a technology culture that is deeply human. In this episode, Cara unpacks what it actually takes to lead at scale — building a cyber-aware culture from the ground up, stepping into AI before the roadmap is clear, and making hard decisions when the people you care about don't yet understand why. This one goes beyond strategy. Cara talks about the emotional weight of leadership, being misunderstood, letting people see your heart, and the quiet confidence that only comes with time. In this episode: * Why K12 is the most targeted industry for cyber attacks, and how Cara built a culture of caution across non-technical staff * Stepping into AI early, intentionally, and without all the answers * The leadership lesson that only time can teach you * What it costs to lead people you deeply care about 🎧 Listen on your favourite platform: 🟢 Youtube 🎙️ Apple Podcasts 📦 Amazon Music 📲 Follow the conversation: Instagram → @stratgicsyncing LinkedIn → Strategic Syncing

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

What does it really mean to lead technology in a district of 33,000 students across 35 campuses? Cara Carter is the CTO of Northwest ISD in Texas, one of the fastest growing districts in the DFW Metroplex. She started as a classroom teacher and has spent 20 years building something remarkable: a technology culture that is deeply human. In this episode, Cara unpacks what it actually takes to lead at scale — building a cyber-aware culture from the ground up, stepping into AI before the roadmap is clear, and making hard decisions when the people you care about don't yet understand why. This one goes beyond strategy. Cara talks about the emotional weight of leadership, being misunderstood, letting people see your heart, and the quiet confidence that only comes with time. In this episode: * Why K12 is the most targeted industry for cyber attacks, and how Cara built a culture of caution across non-technical staff * Stepping into AI early, intentionally, and without all the answers * The leadership lesson that only time can teach you * What it costs to lead people you deeply care about 🎧 Listen on your favourite platform: 🟢 Youtube🎙️ Apple Podcasts 📦 Amazon Music 📲 Follow the conversation: Instagram → @stratgicsyncingLinkedIn → Strategic Syncing

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 leadershipWhat it takes to scale technology in real environmentsWhy leadership matters more than toolsThe reality of operating in remote and underserved communitiesConfidence vs competency in leadershipThis is a candid conversation for IT executives, operators, and anyone building systems that actually need to work in the real world.