The Prof G Pod with Scott Galloway•August 7, 2025

Ben Stiller on the Price of Fame and the Power of Failure

Scott speaks with Ben Stiller, actor, director, and executive producer of the hit series Severance, to discuss the highs and lows of a four-decade career in Hollywood. They talk about growing up in a showbiz family, the lessons hidden in failure, and the creative risks that paid off. Ben also opens up about sobriety, balancing ambition with family, and why Severance almost didn’t get made. Follow Ben Stiller, @BenStiller. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Creative Entrepreneurship

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Podcast Summary

In this episode, renowned actor, director, and comedian Ben Stiller shares insights into his storied career, from making iconic films to directing hit TV series like Severance. He explores challenges in creativity, the unpredictability of showbiz success, and the lessons learned from both triumphs and setbacks. Stiller also delves into personal reflections on family, relationships, and personal growth, providing a thoughtful and inspiring narrative for those seeking meaning and fulfillment in their professional and private lives.

Speakers

Ben Stiller

Acclaimed actor, director, and comedian, Ben Stiller is celebrated for his influential works including "Meet the Parents," "Zoolander," and the critically acclaimed TV series "Severance." With a dynamic career spanning film, TV, and comedy, Ben's unique perspective on creativity and authenticity resonates with audiences worldwide.

Scott Galloway (Host)

Professor of Marketing at NYU Stern and author of several bestselling books including "The Four" and "Post Corona," Scott Galloway offers sharp insights into the economy, tech, and society. Known for his outspoken and analytical style, Scott engages listeners with thought-provoking discussions on current business landscapes.

Key Takeaways

Embrace Your Unique Path

Ben Stiller's journey through Hollywood was unconventional, marked by tenacity and persistence. For professionals, this translates to embracing your personal journey with confidence, even when the path isn't clear or conventional. Dive into projects that resonate personally and professionally, carving a niche defined by your passions.

Resilience Through Setbacks

Stiller experienced several career setbacks, but these were essential growth points. Professionals should view failures not as endpoints, but as opportunities to learn and pivot. Approach each setback with a growth mindset, using it to fuel your next venture. For instance, Stiller moved past critical failures to direct 'Tropic Thunder,' a film celebrated for its creative audacity.

Value of Trust and Collaboration

Collaborating with other talented individuals, such as Robert Downey Jr. in 'Tropic Thunder,' was pivotal for Stiller. Build trust and foster creativity within your teams. Encourage open communication and a shared vision, allowing team dynamics to enhance project outcomes.

Personal Well-Being and Professional Growth

Stiller's decision to quit drinking aligned with personal challenges, reflecting the importance of well-being in career sustainability. Professionals should prioritize health and mental peace to maintain productivity and creativity. Create a balance by setting clear professional goals that align with personal well-being.

Adaptability in a Changing Industry

Stiller’s experience with evolving the movie and TV industry underscores the importance of adaptability. With shifting technologies and business models, professionals should stay agile, constantly updating skills and strategies to remain relevant. Consider how streaming changes content consumption and adapt your approach to reflect these shifts.