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Wingard is featured in an interview with Knowledge@Wharton on "How Companies Should Manage Millennials." He also led an episode of the Knowledge@Wharton podcast alongside Wharton's Dr. John Percival on "The 'Forward-looking' CFO: Linking Financial Rigor with Leadership." The American Management Association interviewed Wingard for the AMANet Podcast, "Jason Wingard on Keeping Up with Business Education." In 2016, Bloomberg's signature business radio show, The Bloomberg Advantage with Carol Massar and Cory Johnson, featured Wingard as a guest to discuss "Preparing Students for Ever-Changing Work."

Wingard has taught at Stanford and Wharton, and teaches "Leadership Development" and "Organizational Strategy & Learning" at Columbia. Wingard has held executive education and leadership training with organizations including Columbia Athletics and LinKS@Wharton. In Columbia's fall semester of 2015, Wingard launched the Talks@Columbia thought-leadership series. In 2016, he led a new "Global Human Capital Trends" course that was developed in partnership with Deloitte. Wingard has pioneered several new access initiatives to offer Columbia's education to underserved populations, including the Columbia Girls in STEM Initiative and the Columbia HBCU Fellowship Initiative. He serves as a Director-at-Large on the University Professional and Continuing Education Association's Board of Directors.

Learning to Succeed has received recognition including The Washington Post's Leadership Book of the Week in July 2015, Soundview Executive Book Summaries' 30 Best Business Books of 2015, and was chosen as getAbstract's September's Top 3 Reads in 2015.

Wingard served as Vice Dean of the Wharton School, University of Pennsylvania, where he led the Aresty Institute of Executive Education—a leading provider of management education for global executives. Before that, he was Executive Director of the Stanford Educational Leadership Institute (renamed the Stanford Educational Leadership Initiative) at Stanford University.

Wingard also garnered national media attention as a student athlete when he played for Stanford's football team. Since then, he has attracted significant coverage from outlets including USA Today, Black Enterprise, and the NY Daily News for his consulting work with professional sports organizations and players. His engagements and activities have included research and analytics on trends and performance in collaboration with the Wharton Sports Business Initiative, as well as the design and delivery of advisory services and training programs related to preparing professional athletes for life after their playing careers—most notably the development of the NFL Business Management and Entrepreneurship Program with colleague Kenneth Shropshire and former player and NFL Executive Vice President of Football Operations Troy Vincent for football players. As Dean of the Columbia University School of Professional Studies, he also oversees, and teaches students in, one of the world's top ranked Sports Management graduate degree programs and is often solicited for commentary and insights related to strategy, leadership, and best practices in the sports industry.

Wingard served as the Chief Learning Officer at Goldman Sachs where he was responsible for the strategy and implementation of learning solutions for the firm's global workforce. In this role, he oversaw the Pine Street Leadership Development Group, which provides strategic leadership development for the firm's top leaders (Managing Directors and Partners). Since 2004, Wingard has served as President and CEO of The Education Board, Inc., a boutique management consulting firm specializing in organizational strategy, leadership development, and board effectiveness. He also served as Senior Vice President at ePals, Inc.— a provider of school-safe collaborative learning products—and in a variety of executive roles in cross-industry, global organizations, including The Vanguard Group and Silicon Graphics, Inc. (SGI).

As a scholarship athlete for Stanford University's Cardinal football team, he competed in the 1991 Aloha Bowl vs. Georgia Tech, the 1992 Disneyland Pigskin Classic vs. Texas A&M, the 1992 Blockbuster Bowl vs. Penn State, and was a member of the 1992 Pac-10 Co-Champion team (now referred to as the Pac-12 Conference). He was also named Pac-10 Conference Academic All-American Honorable Mention in 1992. In track, he competed for Stanford in the 400m hurdles.

Wingard was the 1990 high school Pennsylvania state champion in the 300m intermediate hurdles. His high school 4x400m relay team won the premier global event, "Championship of America," at the 1991 Penn Relays in a dramatic photo finish against Jamaica College of Kingston, Jamaica, that was broadcast on ESPN (Wingard ran the lead-off leg). Wingard was inducted into the West Chester Henderson High School Wall of Fame.

Jason Wingard (born December 13, 1971) is Dean and Professor of the School of Professional Studies (SPS) at Columbia University. He is an academic and executive in the areas of leadership development, professional learning, and human capital management. As part of this work, he has authored several books.