Episode Summary: Graydon Carter and The Editor’s Eye

In this engaging episode of Fail Better with David Duchovny, host David Duchovny invites former Vanity Fair editor Graydon Carter to delve deep into the themes of failure, resilience, and authenticity within the media landscape. Released on April 1, 2025, this conversation offers listeners an insightful exploration of Graydon Carter’s illustrious career, his approach to editing, and his perspectives on navigating setbacks and triumphs in the ever-evolving world of publishing.

1. Introduction to Graydon Carter’s Journey

David Duchovny begins by introducing Graydon Carter, highlighting his 25-year tenure as the editor-in-chief of Vanity Fair. Carter shares anecdotes from his early days, including a memorable Vanity Fair photoshoot where photographer Annie Leibovitz famously adorned him with dead flies—a moment Duchovny humorously recounts at [10:01].

Notable Quote: Graydon Carter reflects on his memoir, saying, “I really realized how fortunate I was to live through this golden period of New York, golden period of magazines” ([04:32]).

2. The Impetus Behind Writing a Memoir

Carter explains that his decision to pen a memoir was largely influenced by a desire to inspire his children and others who view themselves as average yet harbor dreams of excellence. He emphasizes that success does not require exceptional beginnings but rather the perseverance through everyday efforts and learning from failures.

Notable Quote: David Duchovny observes, “You say this in the sense of failure, not in the sense that average is failure,” prompting Carter to affirm, “I don't think most people... have some sort of dreams of being on average if they can” ([05:38]).

3. Building a Collegial Culture at Vanity Fair

A significant portion of the discussion focuses on Carter’s role in shaping the culture at Vanity Fair. He contrasts his collaborative approach with the more competitive environments he experienced earlier, emphasizing mutual respect and teamwork over rivalry.

Notable Quote: Carter shares, “There’s no school for editing. It’s just trial and error,” illustrating the organic development of his editorial style ([08:35]).

4. Transition from Spy to Vanity Fair

Carter recounts his transition from editing Spy magazine to leading Vanity Fair, highlighting the challenges and adjustments required to shift from a satirical outsider tone to managing a mainstream, influential publication. He discusses how he revamped Vanity Fair’s writing style to be less baroque and more accessible, fostering a more collegial and respectful workplace.

Notable Quote: “When I got to Vanity Fair, the first thing was to change the baroqueness of the writing,” Carter explains ([34:06]).

5. Embracing Failure and Learning from Setbacks

Central to the episode is the theme of failing better. Carter shares personal anecdotes about his early fears of failure, such as doubting his role as editor and the anxiety of competing with other editors for exclusive stories. He underscores that embracing failure is essential for growth and that every setback is an opportunity to improve.

Notable Quote: Carter candidly admits, “All the time. First, I woke up every morning terrified...” reflecting his constant battle with the fear of failure ([37:10]).

6. The Evolution to Digital with Air Mail

Carter discusses his latest venture, Air Mail, a digital platform designed to encapsulate the aesthetic and substance of traditional magazines in a modern, online format. He emphasizes the importance of having a clear purpose, stating, “If you want to be noticed, it has to have a point” ([47:58]).

Notable Quote: When explaining the vision behind Air Mail, Carter states, “I wanted it to look beautiful and I didn’t want programmatic ads,” highlighting his commitment to quality and design ([48:36]).

7. Reflections on New York and Personal Resilience

The conversation turns personal as Carter reflects on his long-standing relationship with New York City. He shares how the city’s rich history and the memories of past colleagues and friends contribute to his resilience and passion for his work. Duchovny and Carter also touch upon the challenges of living in a city steeped in history and the emotional weight it carries.

Notable Quote: Carter muses, “I adore the past and figures big in the books I read, in the movies I watch,” illustrating his appreciation for history and its influence on his present ([27:26]).

8. Navigating Public Figures and Media Responsibility

A brief but poignant discussion arises around public figures like Donald Trump, exploring the media’s role in shaping public perceptions through satire and critique. Carter asserts that while media can influence, individuals are ultimately responsible for their own narratives.

Notable Quote: Carter states, “I understand that you’re not supposed to watch television in bed... but this works for us,” reflecting on the power dynamics between media portrayal and personal identity ([44:32]).

9. Emphasizing Enjoyment and Authentic Living

In the concluding sections, Carter emphasizes the importance of enjoying life and finding fulfillment beyond professional success. He advocates for balancing work with personal joy, underscoring that life’s pleasures are vital for overall well-being.

Notable Quote: Carter passionately declares, “Life is grab life now... nothing is permanent,” encouraging listeners to seize the moment and cherish their experiences ([54:45]).

10. Final Thoughts on Resilience and Overcoming Fear

David Duchovny and Graydon Carter wrap up their conversation by discussing resilience and the human capacity to overcome fears of failure. Carter shares his philosophy of enduring and thriving despite challenges, reinforcing the episode's overarching theme of failing better to achieve personal growth.

Notable Quote: Carter confidently concludes, “I don’t depress easily. I worry all the time, but I don’t depress easily,” encapsulating his resilient mindset ([55:06]).

Conclusion

This episode of Fail Better provides a rich, in-depth look into Graydon Carter’s professional journey and personal philosophies. Through candid discussions and insightful reflections, Carter offers valuable lessons on embracing failure, fostering a positive work culture, and living authentically. Listeners gain a deeper understanding of the complexities of magazine editing, the importance of resilience, and the pursuit of genuine enjoyment in life.

Key Takeaways:

• Failure as Growth: Embracing and learning from failures is essential for personal and professional development.
• Cultivating Culture: A collegial and respectful work environment fosters creativity and long-term success.
• Purpose-Driven Projects: Clear objectives and intentionality are crucial in creating impactful work.
• Resilience and Enjoyment: Balancing professional aspirations with personal joy leads to a fulfilling life.

Notable Quotes Recap:

• “I really realized how fortunate I was to live through this golden period of New York, golden period of magazines.” — Graydon Carter ([04:32])
• “There’s no school for editing. It’s just trial and error.” — Graydon Carter ([08:35])
• “Life is grab life now... nothing is permanent.” — Graydon Carter ([54:45])

This episode is a must-listen for anyone interested in media, personal growth, and the intricate dance between success and failure.