Life Worth Living: What Questions To Ask Yourself with Dr. Matthew Croasmun

2026-02-21

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What does it really mean to live a life worth living? And in a world that rewards achievement, speed, and measurable success, how do we make space for deeper questions about purpose, values, and what truly matters? In this episode, host Alita Guillen sits down with Dr. Matthew Croasmun, theologian, professor at Yale University, and coauthor of the New York Times bestselling book Life Worth Living: A Guide to What Matters Most. Together, they explore the big questions that shape our lives — from how we define meaning and s...

In this episode, host Alita Guillen sits down with Dr. Matthew Croasmun, theologian, professor at Yale University, and coauthor of the New York Times bestselling book Life Worth Living: A Guide to What Matters Most. Together, they explore the big questions that shape our lives — from how we define meaning and success to why so many of us rarely pause to reflect on what we’re actually living for.

Dr. Croasmun shares insights from Yale’s popular “Life Worth Living” course, where students wrestle with questions like: Who or what are we responsible to? What is worth hoping for? How do we respond to failure and suffering? And how can we articulate our core values in a world that often prioritizes productivity over character?

They discuss the tension between “resume virtues” and “eulogy virtues,” why modern life makes these questions feel more urgent than ever, and how cultural shifts — from increasing diversity of perspectives to the impact of COVID — have changed how we think about stability, ambition, and the future.

The conversation also explores the role of love, belonging, and community in shaping our sense of worth, and why knowing that we are loved can be more grounding than any achievement. Dr. Croasmun offers practical ways to begin reflecting on your own life, including conducting a “life inventory” of how you spend your time, attention, and resources.

Whether you’re navigating a transition, questioning your priorities, or simply curious about how to live more intentionally, this episode is an invitation to slow down, ask better questions, and consider what kind of life you truly want to build.

Book: Life Worth Living: A Guide to What Matters Most
Web: https://www.matthewcroasmun.com/
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