Skydiver, stuntman, and Red Bull athlete Jeff Provenzano joins Jimmy to discuss his upcoming visit to Yale as a guest speaker in Jimmy’s undergraduate seminar, Courage and Its Shadows. Jeff shares his journey as a student and artist on the path to professional skydiving and discusses his expectations for meeting a group of Yale students for the first time. Follow Jeff and watch his signature Miracle Man trick at instagram.com/jeffprovenzano

Current Yale student Milan Singh joins Jimmy to discuss political attitudes and trends among today's college students and other members of Gen Z. Milan is co-founder and director of the Yale Youth Poll and an opinion editor for the Yale Daily News.

Jimmy and Yale Professor of Economics and Public Health Zack Cooper discuss how university research shapes public policy, how universities can extend their reach beyond their students, and how an improbable skydiving trip put Jimmy on the path to becoming a Yale student.

Jimmy reflects on the value of grappling with uncomfortable ideas and the power of experiencing literature from differing cultures and viewpoints with guest Sarah Mahurin. Dean Mahurin has served as the Dean of Yale's Timothy Dwight College since 2014, where she advises several hundred undergraduate students. She also teaches undergraduate seminars on Black Southern literature and biography.

Jimmy discusses the power of literature in public and private life with Sterling Professor of English David Bromwich. Professor Bromwich has taught at Yale for more than 35 years, leading courses on Shakespeare, Melville, eighteenth-century prose, and English poetry, as well as teaching in the Directed Studies Program. He is the author of 10 books, and his writing has appeared in a wide range of literary journals and popular political blogs. Jimmy and Professor Bromwich discuss how literature can change our understanding of ourselves and our politics; the importance of academic freedom and having uncomfortable conversations; and how to engage with literature outside an academic environment.

After 26 years in the military, former U.S. Navy SEAL Jimmy Hatch became Yale's oldest freshman at age 52. On his new podcast, Jimmy sits down with military veterans, professors, thought leaders, and changemakers to discuss the strengths and flaws of our institutions, connecting with those who are different from us, and the universal threads that make us human.