The Risk is Worth it: Unlearning, Uncertainty, and the Real Lessons of Entrepreneurship with Jay Margalus

In this episode, we talk with Jay Margalus, Johnson Professor of Entrepreneurship and Leadership and Director of the Connolly Center for Entrepreneurship at W&L. Margalus shares his unconventional path from law to software to academia, and why he believes embracing risk is essential, not just for entrepreneurs, but for anyone seeking a meaningful life. We explore how he's helping students unlearn rigid, test-driven thinking and rediscover creativity through play, uncertainty, and real-world experimentation. From the philosophy behind W&L’s entrepreneurship programs to the hands-on work happening at the Connolly Center, this episode is packed with insight into what it means to take smart risks, build boldly, and avoid the quiet danger of regret. Whether you're an aspiring entrepreneur, educator, or just rethinking your next move, this conversation will inspire you to take the leap.