Juan Pablo Montoya
2x Indianapolis 500 Winner & F1 Driver | CART Champion | NASCAR Competitor | High-Performance Leadership & Resilience
Distinguished Scholar on the Future of Work | Senior Advisor, Harvard University | Former Dean, Columbia University | CLO, Goldman Sachs | Author of 4 Books
Dr. Jason Wingard is one of the foremost authorities on the future of work, talent strategy, and organizational learning — with a career spanning Goldman Sachs, Columbia, Wharton, and Harvard. A four-time published author and Forbes contributor, he helps senior leaders build the learning cultures and human capital strategies that keep organizations ahead of disruption.
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Dr. Jason Wingard is one of the most authoritative voices at the intersection of leadership, talent strategy, and the future of work — a scholar-executive whose career has bridged the world’s most demanding corporate and academic institutions. He earned his undergraduate degree in sociology with honors from Stanford University, where he competed as a Division I athlete in football and track, before accumulating advanced degrees from Emory, Harvard, and the University of Pennsylvania, where he completed his PhD in Education, Culture, and Society.
His professional path runs through some of the most prestigious institutions in America. At Goldman Sachs, he served as Managing Director and Chief Learning Officer, overseeing the firm’s acclaimed Pine Street Leadership Development Group and Goldman Sachs University — one of the most sophisticated corporate learning operations in the world. He subsequently led the Division of Executive Education as Vice Dean at the Wharton School of the University of Pennsylvania, before becoming Dean of Columbia University’s School of Professional Studies, where he held the Professor of Human Capital Management chair. Today, future of work speaker Jason Wingard serves as Senior Advisor at Harvard University, where he advises senior institutional leaders and leads a research agenda on workforce transformation and innovation, while also serving as Executive Chairman of The Education Board, Inc., his management consulting firm specializing in executive coaching and leadership strategy.
Wingard has built one of the most coherent intellectual bodies of work on talent and organizational learning of any executive thinker working today. His four books — Learning to Succeed (2015), Learning for Life (2016), The Great Skills Gap (2021), and The College Devaluation Crisis (2022), the latter two published by Stanford University Press — chart a sustained argument: that organizations and institutions which treat learning as a strategic priority will outcompete those that do not, and that the gap between the skills workers have and the skills the economy needs is not a talent problem but a leadership failure. He is also a Senior Contributor to Forbes, where he writes regularly on leadership strategy, workforce development, and the structural challenges facing higher education.
Beyond his primary roles, Wingard serves as Senior Advisor at the Social Finance Institute, on the boards of Kroll, JUST Capital, Roundabout Theatre Company, and Fulbright Canada, and is founder and chair of the Potomac Community Foundation, a Maryland-based nonprofit focused on youth education and workforce development.
As a speaker, Jason Wingard delivers something that is genuinely rare on the conference circuit: the combined credibility of a Goldman Sachs CLO, an Ivy League dean, a Harvard advisor, and a prolific researcher — all translated into practical, actionable insight for senior leaders. His talks address how organizations build learning cultures that drive performance, how the skills gap is reshaping talent strategy, what AI and technological disruption demand of leadership, and why the institutions that will win the next decade are those investing in human capital now. Audiences leave not just informed but equipped.
The widening gulf between the skills organizations need and the talent they can find is not a hiring problem — it is a leadership failure. Drawing on research from his Stanford University Press book The Great Skills Gap, Wingard presents a rigorous, actionable framework for how senior leaders can build talent pipelines, redesign learning architectures, and partner with education institutions to close the gap before it closes on them. Essential for CHROs, CEOs, and workforce strategists navigating an economy being reshaped by AI and automation.
The most powerful competitive advantage any organization can build is a culture of continuous learning — and most organizations are doing it wrong. Wingard draws on two decades of experience designing learning systems at Goldman Sachs, Wharton, and Columbia to show senior leaders what a true learning organization looks like, how to build one, and how to measure its impact on performance. A practical, research-grounded keynote for leadership teams serious about sustaining growth through disruption.
Higher education is facing a reckoning — and the organizations that understand it earliest will recruit, develop, and retain talent more effectively than those that don't. Based on his 2022 Stanford University Press book, Wingard examines the structural forces eroding the value of the traditional degree, what that means for how organizations should evaluate and develop talent, and why the leaders who redefine their relationship with learning institutions will have a decisive advantage in the war for skills.
AI is not replacing leadership — it is raising the bar for it. Wingard brings together his research on workforce transformation, his experience advising organizations through disruption, and his current work at Harvard to offer a clear-eyed and practical vision of what leadership requires in an AI-accelerated world. The talk addresses how to lead teams through technological change, how to invest in the human capabilities that machines cannot replicate, and how to build organizations that can learn fast enough to stay ahead of what's coming.
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