An Educated Guest

In this exclusive episode of An Educated Guest, host Todd Zipper sits down with John Baker, the visionary Founder and CEO of D2L. John shares the remarkable 25-year journey of D2L, tracing its evolution from a student startup into a publicly traded global learning platform. The conversation explores the massive industry shift from simply managing content to building a "true perpetual learning platform" that serves K-12, higher education, and corporate clients. John argues that AI is the critical enabler—the final piece of the puzzle that will solve chronic issues like lack of personalization and high student failure rates, making models like competency-based education easier to implement than ever before. He provides a fascinating look at SkillsWave, discussing why employers are demanding stackable micro-credentials and why the future of education is less about the traditional degree and more about building skills for "more caring, more impactful work." John also addresses the challenge of AI-enabled cheating and offers a bold prediction for how personalization will redefine quality education in the next decade.Key Takeaways from this Episode:The Power of AI in the LMS: How D2L’s generative AI tool, LUMI, is already transforming the faculty workflow by automating assignment and quiz creation, freeing up time for human mentorship.Competency-Based Education (CBE): Why CBE, long seen as theoretical, is now poised for mainstream adoption, thanks to AI simplifying the difficult work of mapping skills and creating personalized pathways.The Global Advantage: Insights into how D2L achieved market leadership in countries like Singapore and Canada by obsessing over client problems and incorporating local innovations into its global product.Building Enduring Companies: John's advice on how a relentless focus on solving the client's biggest problem—and treating change as a constant—is the only sustainable strategy in EdTech.About Our Guest:John Baker is the Founder and CEO of D2L and the Executive Chairman of SkillsWave. He successfully led D2L through its IPO and remains a driving force in its strategic direction. He is recognized globally for his expertise in learning science, technology, and the future of work.

In this deeply personal and timely episode of An Educated Guest, host Todd Zipper sits down with Shaka Mitchell, Senior Fellow at the American Federation for Children. Shaka shares his compelling journey from the classroom and the courtroom into the heart of the school choice movement. He explains why his advocacy is driven by his core belief that education is the "surest way to access Whatever your version of the American dream is," and why the current system fails to deliver that promise for too many children.The conversation delves into the necessity of educational choice as a policy matter, focusing on how parents are demanding better options for their children. Shaka offers a powerful, community-based perspective on why resources should follow the student and how choice can serve as the critical mechanism to access the right education. This episode is a must-listen for anyone seeking to understand the moral and strategic imperative driving the school choice revolution today.Key Takeaways from this Episode:The School Choice Imperative: Shaka's belief that a child's background should not determine the quality of their education.Policy and Practice: How Shaka’s legal and educational experience informs his work in shaping state-level policy.The Role of Parents: A discussion on the rising power of parents and their demand for better educational options.Finding the Right Fit: Why a one-size-fits-all model doesn't work, and how choice creates the opportunity for a better educational experience for every single child.About Our Guest:Shaka Mitchell is a Senior Fellow at the American Federation for Children. A former educator and lawyer, Shaka has dedicated his career to driving educational reform and expanding opportunities for children in underserved communities.

In this powerful episode of An Educated Guest, host Todd Zipper sits down with Michael Moe, Founder and CEO of GSV Ventures, to discuss the seismic shifts occurring across the entire learning ecosystem. Michael, who was a key figure in analyzing the first online education boom, shares his perspective on the current state of education, which he describes as a mix of "chaos and dynamic opportunity." The conversation moves from the historical rise and fall of institutions like the University of Phoenix to the present-day impact of AI. Michael makes a compelling case that AI will accelerate the need for continuous, lifelong learning and discusses his framework of the Seven C's—the foundational, durable skills required for success in the 21st-century workforce. He also offers an unvarnished view of the K-12 and Higher Education funding landscape, highlighting how the rise of school choice and the immense burden of student debt are creating both a crisis and a golden age for innovative education models. Michael concludes by offering his bullish take on why now is the ideal time to invest capital in the EdTech space.Key Takeaways from this Episode:The Shift from Degree to Skills: Why the degree is no longer the sole ticket to prosperity, and how employers are moving to skills-based hiring.The Power of Invisible Learning: How gamification and new models will thread learning into our daily lives, making it continuous and engaging.School Choice and Accountability: Michael's belief that school choice, supported by 75% of Americans, is forcing necessary market accountability onto the entire K-12 system.The Investment Thesis: Why EdTech valuations are "dramatically too pessimistic" and why the industry's talent and opportunity have never been stronger.A Bold Prediction: Michael's long-term vision for American education to reclaim its status as the "best in the world," where "elite means excellence, not scarcity."About Our Guest:Michael Moe is the Founder and CEO of GSV Ventures, a venture capital firm focused on the multi-trillion-dollar education and future of work sectors. He is the co-founder of the ASU GSV Summit and is renowned for his expertise in analyzing disruptive, high-growth businesses.

In this fascinating episode of An Educated Guest, host Todd Zipper sits down with Matthew Pittinsky, a true pioneer in education technology. Matt, the co-founder of Blackboard and former CEO of Parchment, shares his incredible journey from the dawn of the internet to the age of AI. He takes us back to 1997 to reveal the core problem he and his co-founder, Michael Chasen, were trying to solve with Blackboard and how that platform became a ubiquitous force in online learning.The conversation then pivots to his time at Parchment, where he saw a new opportunity to disrupt the antiquated process of academic credentialing. Matt discusses his vision for a digital credential that is more than just a list of courses and grades—one that truly represents a student's skills and competencies. He offers a compelling take on the student debt crisis, the future of the four-year degree, and why he believes the integrity of the credential is the most important mission of any university. This episode is a must-listen for anyone interested in the history of EdTech, the future of credentials, and how AI will fundamentally change how we learn and what we teach.Key Takeaways from this Episode:The LMS Defined: A clear and concise definition of what a learning management system is, its pros and cons, and why it has remained relatively unchanged for over two decades.The Power of the Digital Credential: An exploration of how a student-managed digital record of learning and skills could solve a myriad of problems, from college admissions to skills-based hiring.AI's Role in EdTech: Matt shares his optimistic view on AI as a "sustaining" force that can make learning more efficient and a "disruptive" force that could reorder the entire EdTech landscape.A "Crawl, Walk, Run" Approach to Innovation: Matt's pragmatic advice for universities on how to innovate with technology without disrupting their core mission.A Bold Prediction: Matt's vision for an AI agent that will serve as an omnipresent guide for students, helping them navigate their education and career pathways.About Our Guest:Matthew Pittinsky is an EdTech pioneer and the co-founder of Blackboard, where he served as CEO and Chairman. After earning a Ph.D. from Columbia University's Teachers College, he went on to become the CEO of Parchment, a global leader in digital credentials. Matt is also an active angel investor and a respected thought leader in the education technology space.

In this illuminating episode of An Educated Guest, host Todd Zipper sits down with Sari Factor, the Vice Chair and Chief Strategy Officer of Imagine Learning, to discuss the monumental shifts occurring in K-12 education. With a career spanning several decades, Sari shares the powerful journey of Imagine Learning, from its early days as a credit recovery provider to its current position as a leader in digital-first curriculum, serving over 15 million students.The conversation delves into the most pressing challenges facing schools today: the end of pandemic-era federal funding, the proficiency crisis in reading and math, and the disruptive rise of school choice. Sari offers both a realistic and hopeful perspective, sharing how a focus on high-quality instructional materials and teacher development is creating a "bright side" to the current challenges. She also provides a compelling vision for the future, exploring the transformative potential of AI to personalize learning, empower teachers, and solve some of education's most persistent problems. This episode is a must-listen for anyone seeking to understand the K-12 landscape and what it will take to prepare a new generation for the future.Key Takeaways from this Episode:Imagine Learning's Evolution: The founding story of a company built on the mission of personalized learning and its growth into a major K-12 education provider.The Post-Pandemic K-12 Reality: A breakdown of the key macro forces—from funding cuts to declining birth rates—that are forcing public schools to reinvent themselves.The Science of Learning: An exploration of what evidence-based practices, such as the "science of reading," are actually working to reverse the proficiency crisis in reading and math.AI's Role as a Co-Pilot: How AI can and should be used to augment a teacher's role, shifting their focus from mundane tasks to the human-centric work of mentoring and motivating students.The Power of Durable Skills: A discussion on why skills like resilience and empathy are becoming more crucial than ever and how schools can teach them effectively.About Our Guest:Sari Factor is the Vice Chair and Chief Strategy Officer of Imagine Learning. With a career spanning over four decades in the K-12 education space, Sari has served as a visionary leader at companies like McGraw Hill and Kaplan. She is a recognized expert on the future of education, technology's role in the classroom, and the importance of professional learning for educators.

Carl Madi, the innovative founder and CEO of Stepful, shares his journey from companies like Uber to revolutionizing healthcare training. He discusses Stepful’s unique model combining bite-sized learning with AI simulations, drastically improving completion and job placement rates. Carl dives into the urgency of addressing the healthcare skills gap, the role of employer-sponsored apprenticeships, and how AI can enhance training. He even predicts a bold future where education is employer-driven and accessible, reshaping career pathways in healthcare.

In this conversation with Todd Zipper, Matt Sigelman, CEO of the Burning Glass Institute, unveils the complexities of the modern job market. He discusses the 'experience paradox,' showing how entry-level positions increasingly require prior experience, challenging new graduates. Matt explores the rapid obsolescence of skills and the impact of AI on job structures, emphasizing the urgent need for continuous learning. He advocates for aligning education with workforce demands and enhancing accountability to ensure real career opportunities arise in an evolving landscape.

In this engaging episode of An Educated Guest, host Todd Zipper sits down with Raoul-Gabriel Urma, the founder and CEO of Cambridge Spark. Raoul shares his unique journey from a self-taught coder to leading a company at the forefront of the AI education revolution. The conversation explores how Cambridge Spark is helping individuals and organizations prosper in the age of AI by equipping them with critical data and technical skills.Raoul offers a compelling perspective on AI’s impact on the workforce, arguing that while it may not reduce our workload, it will redirect our focus from routine tasks to strategic, creative, and collaborative problem-solving. He also delves into the importance of a blended learning approach—combining AI-powered companions with human mentorship and social learning to foster a new generation of adaptable workers. This episode is a must-listen for anyone seeking to understand the real-world implications of AI on careers, education, and entrepreneurship.Key Takeaways from this Episode:The Future of Work is AI-Augmented: Raoul makes the case that every job will require AI literacy, reframing the conversation from job replacement to skill augmentation.Beyond the Enterprise Hype: Get a realistic perspective on where AI is currently delivering significant value (cost efficiency) versus where its full potential (new revenue creation) is still unfolding.The Entrepreneurial Shift: Understand how AI and accessible technology have lowered the barrier to entry for entrepreneurs, shifting the focus from coding to problem-solving and opportunity identification.The Power of Blended Learning: Learn why the most effective learning models for the future will combine AI's personalized feedback loops with human mentorship and social collaboration.The Importance of Apprenticeships: Discover why the apprenticeship model, especially in technical fields like data and AI, is a highly effective way to bridge the skills gap and provide immediate career impact.The Coding Evolution: Explore how the role of a coder is changing from writing code from scratch to a more strategic function of owning, maintaining, and architecting solutions in a world of automated code generation.About Our Guest:Raoul-Gabriel Urma is the founder and CEO of Cambridge Spark, a UK-based education company focused on AI and data science. With a background as a software engineer and a passion for education, Raoul built Cambridge Spark with the vision of helping everyone prosper in the age of AI. He is also the co-author of the best-selling book Java 8 in Action.

In this deeply inspiring episode of An Educated Guest, host Todd Zipper sits down with Erika Halstead, CEO of Minds Matter National, an organization close to Todd's heart. Erika shares her personal journey from starting her career as a bilingual teacher to leading Minds Matter, an organization that started in 1991 with no full-time employees and has grown to serve 1,100 high-achieving, low-income students annually with the support of 2,000 volunteers across 14 chapters.Erika unpacks Minds Matter's unique multi-year mentorship model, emphasizing why its "people-to-people" approach, focusing on social-emotional learning and expanding students' horizons, remains paramount even amidst technological advancements like AI. She reveals how Minds Matter helps students secure over $2.5 million in scholarships annually, enabling them to attend top-tier colleges while paying significantly less than their peers. The conversation also explores the challenges facing the non-profit sector, including the post-pandemic decline in volunteerism, and how Minds Matter is adapting its funding and visibility strategies, including recent features with celebrities like Jalen Hurts. Finally, Erika shares her bold vision for scaling Minds Matter's impact to end poverty through education, advocating for a nationwide movement that champions talent from underserved communities.Key Takeaways from this Episode:The Minds Matter Model: A deep dive into the unique volunteer-driven, multi-year mentorship program that provides comprehensive college advising, test prep, and holistic student development.Tangible Economic Mobility: How Minds Matter's support translates into real financial outcomes, helping students secure significant scholarships and pay substantially less for college.Human Connection vs. AI: A compelling argument for why human mentorship and in-person relationships remain the most critical lever for student success, even as AI transforms other aspects of education.Navigating Non-Profit Challenges: Insights into the current state of the non-profit sector, including funding dynamics, the post-pandemic decline in volunteerism, and strategies for sustainable growth and visibility.Scaling for Systemic Change: Erika's ambitious vision to dramatically expand Minds Matter's reach, creating a national movement to address systemic inequities and unlock talent from low-income communities.About Our Guest:Erika Halstead is the CEO of Minds Matter National. With a background as a bilingual teacher and a deep personal connection to education's transformative power, Erika has dedicated over a decade to Minds Matter. She has led the organization's growth from the Executive Director of the New York City chapter to her current national role, championing access and equity for high-achieving, low-income students across the United States.

In this insightful episode of An Educated Guest, host Todd Zipper welcomes Andy Rosen, CEO of Kaplan, for a deep dive into the evolution of one of the world's most enduring education companies. Andy shares his personal journey at Kaplan, reflecting on over 30 years of continuous reinvention that transformed a test prep company into a global powerhouse in higher education, professional training, and international student pathways.The conversation explores Kaplan's unique "outcomes-first" DNA, its strategic approach to M&A as a tool for capability building, and how its long-term orientation, supported by Graham Holdings, enables strategic patience. Andy provides a compelling look at the future of assessment in an AI-driven world, including Kaplan's innovative performance-based evaluations for high-stakes professions. He discusses the critical role of corporate partnerships, exemplified by Kaplan's work with Amazon's Career Choice program, and reveals how Kaplan cultivates a culture that keeps its diverse global team motivated and passionate, earning it a spot as a Newsweek Global Most Loved Workplace. This episode offers invaluable lessons on leadership, innovation at scale, and adapting to the ever-changing demands of the education and workforce landscape.Key Takeaways from this Episode:The Power of Reinvention: How Kaplan's culture of continuous transformation and outcome-driven approach has enabled it to adapt and thrive through decades of industry shifts.Strategic M&A: Kaplan's philosophy of using acquisitions as a tool to acquire specific capabilities that align with its long-term vision, rather than solely for scale.Assessment in the AI Era: Insights into how AI is redefining the landscape of assessment, moving towards more rigorous, performance-based evaluations that validate uniquely human skills.Optimizing Corporate Education: A deep dive into Kaplan's role in major corporate partnerships like Amazon Career Choice, demonstrating how tailored educational advising can maximize ROI for both employers and learners.Building a Loved Workplace at Scale: Lessons on fostering a highly motivated and engaged workforce in a large, global education company, contributing to Kaplan's recognition as a top "Most Loved Workplace."Global Education Trends: Andy's perspective on the massive demographic shifts driving international education growth and the strategic importance of global alignment in educational development.About Our Guest:Andy Rosen is the CEO of Kaplan, a leading global provider of educational and career services. With over three decades at the company, Andy has played a pivotal role in Kaplan's strategic evolution, expanding its reach across test preparation, higher education, professional licensure, and international student pathways. He is recognized for his leadership in driving innovation, fostering a strong company culture, and maintaining a relentless focus on student outcomes.