Kris shares the leadership philosophy that's carried him from a textbook warehouse to the top of one of the country's largest K-12 tech organisations over 27 years and 8 promotions.

A candid 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.

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.

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

Technology should work 100% of the time — and when it doesn’t, we take it personally.” This is a conversation about more than systems — it’s about leadership, accountability, and the human side of technology.

In this episode, Aaron and James discuss IT leadership in schools, school district technology, servant leadership, education technology, budget pressure in education, student device repair programs, leadership communication, IT operations, team culture, and digital transformation in K–12.