For our next Cohort 13 CEO Story, we are delighted to introduce you to Sasha Seymore from Learn to Win!
Sasha Seymore, a Morehead-Cain Scholar, attended the University of North Carolina at Chapel Hill, where he also played basketball. Later, Seymore earned his MBA from Stanford University’s Graduate School of Business, alongside his roommate from UNC and co-founder, Andrew Powell.
When Seymore joined UNC’s basketball team, he faced the challenge of learning numerous plays. To simplify the process, he and Powell, who was the student body president, experimented with ways to make learning more engaging for student athletes. While at Stanford’s business school together, they ended up creating a breakthrough in learning techniques and decided to create a startup around it.
Sasha explains they noticed big improvements in student athletes’ overall performance. Their initial success was even recognized in the New York Times. This accomplishment inspired Andrew and Sasha to expand their horizons: “Why not use these methods for military training, where the value of peak performance is even higher than athletics?” Sasha and the Learn to Win team have not only expanded to the Department of Defense, but into corporate training as well. Engage is proud to be partnering with the company as they continue to bring their amazing learning technology to the world of business.
Their platform is used by NFL referees and college football teams, including the University of Michigan, who won the 2024 National Championship. Alongside various enterprise organizations, their most noteworthy partner is the U.S. military, including branches like the Air Force, Space Force, Navy, and Marine Corps.
Sasha also serves as a reserve officer with the Defense Innovation Unit, helping the US military accelerate the adoption of advanced commercial technology. Before founding Learn to Win, Sasha worked as a consultant for McKinsey & Company in Atlanta, played professional basketball in Europe, and was recently named to Forbes’ 30 Under 30 in Education.