An Educated Guest

S3E6 | The Kaplan Way: Andy Rosen on Reinvention, Global Scale, and the Future of Outcomes-Driven Education


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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.

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An Educated GuestBy Todd Zipper

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