The Examined Life

Carrie Sun, author of 'Private Equity' and former financial services professional, shares her journey from the high-pressure world of hedge funds to full-time writing. She dives into the intense expectations in finance, recounting late-night communications that fueled her burnout. Carrie discusses the emotional challenges of self-identity amid societal pressures, the importance of unstructured time for creativity, and the dark connections between trauma and capitalism in the industry. Her insights highlight the need for self-exploration amidst relentless ambition.

Explore the intriguing balance between a carefree lifestyle and the fear of being labeled a dilettante. The discussion reflects on the joys and challenges of pursuing new passions, like creating music at 45. Delve into the complexities of living without strict goals, and how personal growth can emerge from embracing a multifaceted approach to interests. Engaging stories about meditation, nostalgia for shows like 'The Sopranos', and the importance of authentic exploration inspire listeners to ponder their own purpose and values.

Paul Millerd, author of "Good Work" and "The Pathless Path," shares his journey from a high-stakes consulting career to a more meaningful, creative life. He discusses the concept of an 'Identity Earthquake' when prioritizing personal fulfillment over societal expectations. The conversation covers redefining success and authenticity in work, the impact of remote work on personal growth, and the emotional relationship with money. Millerd encourages embracing uncertainty and aligning your career with your values for a more joyous life.

Erin Cochran, co-founder of the Midlife Conference and branding agency Iced Coffee, Please, dives into the complexities of midlife as more than just an age milestone. She discusses the importance of community, vulnerability, and open conversations to combat the feelings of isolation that often accompany this phase. Erin shares insights on navigating shame, financial realities, and the value of relationships, highlighting that midlife can be a rich journey of self-discovery and personal growth.

A former Wall Street professional shares his unexpected journey into the world of online business. He discusses the surprising success of his email newsletter and the importance of authenticity in connecting with audiences. Listeners learn about the evolving landscape of online marketing, from algorithm-driven content to the shift towards personal branding. The conversation also touches on the challenges of aligning creativity with professional goals while navigating a competitive digital world.

Diania Merriam, a financial independence and early retirement expert, dives into the nuances of the FIRE movement. She discusses the importance of aligning work with personal values for true financial freedom. From navigating misconceptions of frugality to exploring the benefits of a slower lifestyle after moving from NYC to Cincinnati, she shares her journey of retiring at 33. The conversation also touches on parenting and teaching financial responsibility, highlighting the delicate balance between personal fulfillment and family life.

Rick Foerster, a former healthcare executive and writer, shares his journey from being a 6th employee at a $2.25 billion company to facing an identity crisis post-IPO. He discusses the emotional complexities of redefining personal purpose after success, the struggle between productivity and leisure, and the importance of finding joy in downtime. Foerster emphasizes the value of self-reflection, local contributions, and crafting meaningful work that aligns with one's passions, offering insights valuable for anyone navigating career transitions.

In this discussion, Khe Hy, a financial expert dedicated to understanding the complexities of home ownership, explores the crucial question of whether to buy or rent a home. He shares personal experiences and insights on the hidden benefits of renting, emphasizing flexibility and reduced responsibility. The conversation dives into the psychological aspects of home ownership and the financial implications of both choices. Khe challenges conventional views, suggesting that community commitment doesn't always stem from ownership and prompts listeners to reflect on their own housing motivations.

Anna Gat, a founder and community builder and a voracious reader, dives deep into the often-overlooked value of reading fiction. She challenges the notion that fiction is merely indulgent, revealing its transformative power in personal growth and emotional intelligence. The conversation covers the fluidity of cultural distinctions, the reluctance of professionals to embrace fiction, and the emotional richness found in literature. Anna emphasizes the significance of community engagement through shared ideas, making a compelling case for the broader benefits of diverse reading practices.

Mo Bunnell, founder and CEO of Bunnell Idea Group, is an expert in business development and client relationships. He challenges the traditional view of networking, advocating for genuine connections over transactions. Mo emphasizes the power of generosity in building relationships and shares strategies for overcoming the fear of rejection. He introduces the 'coffee challenge' to practice networking skills, and highlights the importance of common interests and consistent communication for meaningful connections. This fresh take on networking can transform your career!