Seth Green: Chicago’s Leadership & Society Initiative

In Series 10 of 4-Quarter Lives, Avivah Wittenberg-Cox talks with the leaders of a growing number of university faculties developing programmes for individuals looking to change direction in their 3rd Quarter of life. We explore the origins and motivations behind these programmes—and how they fit the evolving role of higher education in ageing societies.This week she welcomes Seth Green, Dean of the University of Chicago’s Graham School, which is the home to the university’s Leadership & Society Initiative (LSI). Seth discusses how a Chicago-style commitment to humanistic inquiry and free expression is reshaping midlife transitions—and the lives of the people who join them.Seth also explains why LSI exists now: longer lives, extended careers, and leaders who want to “rewire and refire” rather than retire. Chicago’s DNA—great books and rigorous debate—anchors a three-part journey: know oneself, understand the world, and envision the future. Humanistic inquiry sits at the core, from Aristotle to Viktor Frankl, complemented by executive tools and one-to-one coaching that turn reflection into direction.Free expression is treated as a feature, not a bug. Faculty deliberately present competing lenses—economics, sociology, policy—so fellows stress-test assumptions and sharpen their own views. The result is intellectual freedom many executives haven’t enjoyed while holding institutional titles. LSI then translates insight into action through practical routes to impact: board service, strategic philanthropy, and venture creation.The programme now runs along two pathways. Design, a fully embedded year on campus, immerses fellows in 15 courses (nine cohort-based plus six audits across the university), mentoring relationships, and a culminating purpose plan. Imagine, a low-residency option of four four-day gatherings with hybrid touchpoints, offers a compass for leaders who remain in demanding roles yet want structured progress toward a portfolio life.LSI is “stage-not-age.” Candidates are at meaningful inflection points—often C-suite or equivalent—eager to redeploy serious skills toward contribution. What participants rate most highly isn’t only the Nobel-calibre faculty; it’s the peers. Values-based dialogue forges friendships that outlast titles and help executives escape what Seth calls the “underside of achievement,” the prestige trap that can slow reinvention.Midlife transitions take longer than most expect. LSI supports the arc beyond year one through its Alliance community, accompanying fellows as they iterate purpose into practice. Demand is strong—over 700 candidacies in the programme’s first years—while the university’s leadership champions LSI as part of a broader vision of an “engaged university,” integrating experience-rich leaders with research and teaching to co-create societal value.Seth Green is Dean of the University of Chicago’s Graham School. Before joining Graham, he served as Founding Director of the Baumhart Center for Social Enterprise and Responsibility at Loyola University Chicago. Previously he led Youth & Opportunity United (Y.O.U.), a nonprofit organization that prepares low-income youth for post-secondary and life success. Earlier in his career, Green worked as a consultant at McKinsey & Company. A recipient of McKinsey’s Community Fellowship, he spent one year of his time at the firm supporting nonprofit clients, including the Gates Foundation and United Way.USEFUL LINKS* Chicago’s Leadership and Society Initiative Website Get full access to 4-Quarter Lives | Elderberries at elderberries.substack.com/subscribe