Outline and Show Notes Show Title: Reimagining Leadership in the Age of AI with Jerry Almendarez Teaser (written by Claude ai): Today's episode tackles a question that should make every one of us a little uncomfortable: why do our school systems keep working harder without getting meaningfully better results? My guest has spent more than 30 years wrestling with that question — first as a classroom teacher, then as Superintendent of Santa Ana Unified, leading over 41,000 students and 5,000 staff. Jerry Almendarez learned that real change doesn't come from piling on more programs — it comes from rethinking how leaders make decisions, build relationships, and see what's coming before it arrives. Now, through Creative Futures Collaborative, Jerry works with superintendents and executive teams to redesign how leadership systems actually process information — using artificial intelligence not to add another tool to the pile, but to help leaders think clearer, connect deeper, and act earlier. If you've ever felt buried by the pace of decisions you're asked to make, this conversation is for you. Stick around — we're about to get into how intelligence should move before it ever reaches governance. Sponsor Spot 1:As a teacher or administrator, you’re already juggling a hundred moving parts — and planning a student trip can feel like adding one more full-time job.That’s why I want to tell you about Kaleidoscope Adventures. They’ve specialized in educational travel for more than three decades, and they understand what it takes to run a trip that’s organized, safe, and genuinely valuable for students.They take care of everything — planning, coordination, and the behind-the-scenes details — so you can focus on the experience.If student travel is on your radar, Kaleidoscope Adventures is ready to help you travel beyond expectations. Show Intro Guest Bio (edited by Claude.ai) Jerry Almendarez is a former superintendent and founder of Creative Futures Collaborative, where he works with superintendents and executive leadership teams to redesign leadership systems for the age of artificial intelligence. With more than 30 years in public education, including serving as Superintendent of Santa Ana Unified School District, Jerry led a system of over 41,000 students and 5,000 staff. His experience revealed that meaningful change is not driven by more programs, but by fundamentally rethinking how leaders make decisions, build relationships, and anticipate the future. During his tenure, Jerry led large-scale system transformation efforts, including the expansion of digital learning and the integration of artificial intelligence into district operations — designed to strengthen decision-making and support more responsive leadership. Today, through Creative Futures Collaborative, Jerry helps leaders reclaim clarity in complex environments by rethinking how intelligence moves before it reaches governance — using technology to think better, connect deeper, and act earlier. Original Guest Bio: Jerry Almendarez is a former superintendent and founder of Creative Futures Collaborative, where he works with superintendents and executive leadership teams to redesign leadership systems for the age of artificial intelligence. With more than 30 years in public education, including serving as Superintendent of Santa Ana Unified School District, Jerry led a system of over 41,000 students and 5,000 staff. His leadership was shaped by a central question that now defines his work: why do education systems continue to work harder without achieving significantly better outcomes? His experience — from classroom teacher to district leader — revealed that meaningful change is not driven by more programs, but by fundamentally rethinking how leaders make decisions, build relationships, and anticipate the future. During his tenure, Jerry led large-scale system transformation efforts, including the expansion of digital learning, the development of community-centered engagement models, and the integration of artificial intelligence into district operations. These efforts were designed not just to improve efficiency, but to strengthen decision-making, personalize learning, and support more responsive leadership systems. Today, through Creative Futures Collaborative, Jerry works with superintendents and executive cabinets to redesign how leadership systems process information, build foresight, and make better first-time decisions. His work helps leaders reclaim clarity in complex environments — not by adding more tools, but by rethinking how intelligence moves before it reaches governance. He believes the future of education will not be defined by technology alone, but by leaders who know how to use it to think better, connect deeper, and act earlier on behalf of the communities they serve. Warmup questions: We always like to start with a celebration. What are you celebrating today?Is there a story that will help listeners understand why you are doing what you do?Questions/Topics/Prompts You focus on helping school leaders use AI in three ways:Make better decisionsFree up timeStrengthen foresightEssentially, you are helping school leaders leverage AI to develop better systems so they can focus on people and priorities instead of tasks and urgency. Let’s start at the thousand-foot view and then get down to the nitty gritty. Why AI as a systems tool?What are the essential skills APs need for leveraging AI?What are some examples of low-hanging fruit – systems that APs could build relatively easily?What pitfalls should people be aware of?If someone listening decides they want to dive into using ai to improve their systems, what is the first step?Sponsor Spot 2:I want to thank IXL for sponsoring this podcast…Everyone talks about the power of data-driven instruction. But what does that actually look like? Look no further than IXL, the ultimate online learning and teaching platform for K to 12. IXL gives you meaningful insights that drive real progress, and research can prove it. Studies across 45 states show that schools who use IXL outperform other schools on state tests. Educators who use IXL love that they can easily see how their school is performing in real-time to make better instructional decisions. And IXL doesn’t stop at just data. IXL also brings an entire ecosystem of resources for your teachers, with a complete curriculum, personalized learning plans, and so much more. It’s no wonder that IXL is used in 95 of the top 100 school districts. Ready to join them? Visit ixl.com/assistant to get started. Closing questions: What part of your own leadership are you still trying to get better at?If listeners could take just one thing away from today’s podcast, what would it be?Before we go, is there anything else that you’d like to share with our listeners?Where can people learn more about you and your work…Summary/wrap up Do for versus make easierThought partnerReducing cognitive load and attention drain (email)In a discussio...
