The Examined Life
Khe Hy
Here’s a scary fact about adulthood. We stop asking questions. We lose the playful curiosity and creativity that we had as children. And it’s a shame. Questions are gateways to our deepest desires, insecurities and dreams. Reflecting on a deep question takes us one step closer to a life well-lived. Each week, we’ll ponder and debate one of life’s thorniest questions. We’ll explore ambition, careers, money, relationships, productivity and psychology — all in the pursuit of living an Examined Life.
Episodes
Mentioned books
Jun 20, 2024 • 59min
How do you build a lifestyle business? [Kevin Espiritu]
Kevin Espiritu shares his journey from online poker to a $40 million gardening empire. Topics include passion pursuit, financial mindset, success vs. shame in entrepreneurship, and overcoming obsessive nature.
5 snips
Jun 13, 2024 • 57min
How do you get off the hedonic treadmill? [Geraldine DeRuiter]
Author Geraldine DeRuiter discusses the limitations of external achievements in resolving insecurities, impact of childhood experiences on adult drives, transformative power of vulnerability, and importance of recognizing moments of success. The conversation delves into navigating ambition, achieving goals, financial aspects of book publishing, and journey to discovering intrinsic happiness.
Jun 6, 2024 • 49min
Why do I love surfing? [Khe Hy]
Khe Hy shares his bold career pivot to live life on his own terms, reflecting on the lessons learned. Topics include worthiness of pursuing passions, risks involved, and finding happiness through surfing. The podcast delves into the emotional and communal aspects of surfing, emphasizing the dedication needed to master board sports, and reflecting on the challenges and community found in surfing.
54 snips
May 30, 2024 • 57min
How do I get started with AI? [Dan Shipper]
Dan Shipper, AI expert, discusses using AI for negotiating with vendors, compressing information, understanding dense books, and more. The podcast explores starting with AI, navigating capability blindness, and enhancing reading skills with AI assistance.
May 23, 2024 • 56min
Should we fear death? [Maura Ball]
Maura Ball, founder of Hello Mortal, discusses the fear of death and its impact on living a purposeful life. She shares personal experiences, explores cultural perspectives on death, and emphasizes the importance of embracing connection and reflection in the face of mortality.
4 snips
May 16, 2024 • 1h
How’s life after Wall Street? [Khe Hy]
Former Wall Street professional Khe Hy shares insights on money, envy, simplicity, and relationships post-Wall Street. Topics include financial decisions, embracing simplicity, emotional freedom, parenting milestones, and navigating fame and privacy.
21 snips
May 9, 2024 • 1h 2min
Does money ruin kids? [Michael Perry]
Father of two boys and serial entrepreneur, Michael Perry discusses struggles with self-hatred, parenting challenges, and helping kids grow into resilient individuals. Touches on the impact of money on upbringing, instilling values, and finding self-acceptance amidst success.
May 2, 2024 • 59min
Do you belong in an open relationship? [Suzi Sosa]
Serial entrepreneur Suzi Sosa discusses the rise of open relationships, emphasizing the need for self-awareness, non-conformity, and trust. The podcast explores various forms of non-monogamy, societal taboos, and the impact of porn culture on relationships and sexual health. Insights on communication, personal growth, and societal norms in different relationship dynamics are shared, offering a thought-provoking exploration of modern relationships.
Apr 25, 2024 • 35min
What are psychedelics like? [Khe Hy]
Experienced in guided psychedelic journeys, Khe Hy explores his emotional distancing, inner critic, and people-pleasing tendencies during a transformative experience. The podcast delves into the introspective effects of MDMA and mushrooms, contrasting party settings with silent introspection. Hy reflects on relationships, support dynamics, emotional barriers, and personal growth, offering profound insights into vulnerability and self-discovery.
Apr 18, 2024 • 1h 2min
Do you need an MBA? [Jack Raines]
Jack Raines, a writer and Associate Editor at Sherwood Media, shares insights on networking online, the power of satire, and de-risking a sabbatical in the changing job landscape. The podcast explores his unconventional path from a Columbia MBA to starting a new division at RobinHood and his success as the world's greatest LinkedIn shitposter.
