330. You Only Die Once: The Ultimate Guide to a Life with No Regrets with Jodi Wellman (Part 1)

Israa Nasir is a distinguished author and therapist known for her work on mental health and productivity. She is the author of "Toxic Productivity: How to Reclaim Your Time and Emotional Energy in a World that Always Demands More." Nasir's expertise lies in helping individuals navigate the intricacies of productivity culture and identity, especially within the context of first-generation immigrants and diaspora communities. Her insights draw from her experiences as a Canadian South Asian and her professional practice assisting young adults in exploring and integrating their multifaceted identities. Episode Summary: Greg invites Israa Nasir, the author of "Toxic Productivity," to explore the pitfalls of relentless striving and the quest for identity. Nasir shares insights on developing a rich, multifaceted existence and the dangers of living fragmented lives due to cultural and societal pressures. They discuss how upbringing influences values of achievement and how understanding one's emotions can lead to a more authentic life. Key Takeaways: The Nature of Toxic Productivity: Understand the detrimental effects of productivity that focuses solely on achievement rather than genuine fulfillment. Identity Integration: Learn how to integrate disparate parts of your identity to create a holistic and dynamic sense of self. Role of Family Dynamics: Explore how familial and cultural backgrounds influence our attitudes towards achievement and belonging. Skills for Emotional Regulation: Gain insights into the importance of emotional literacy and how it enhances personal resilience and authenticity. Intergenerational Self-Understanding: Discover the significance of having an intergenerational perspective to build resilience and a sense of continuity in life's narrative. Notable Quotes: "People want to put you in a box so that you are easier for them to understand." "As long as you're achieving, people were loving you. And so you learn very quickly that you can barter achievement for praise." "We can just show up in our lives more authentically by connecting with our emotions." "Therapy is not accessible to everyone, but the process can be therapeutic without a therapist." Resources: Israa's book: Toxic Productivity Follow Israa on LinkedIn Affiliate links are used where appropriate. We earn from qualifying purchases, thank you for supporting Greg! Join my weekly newsletter. Learn more about my books and courses. Join The Essentialism Academy. Follow me on LinkedIn, Instagram, X, Facebook, and YouTube.

Stephen Riggio is a visionary leader and former CEO of Barnes & Noble, where he played a crucial role in its transformation into the largest bookselling chain in the United States. His extensive career in the book industry, spanning over four decades, includes pioneering work in e-commerce and publishing. Beyond corporate endeavors, Riggio is deeply engaged in philanthropy, working with organizations like the National Book Foundation and the National Down Syndrome Society. In recent years, Riggio has turned his focus to translating and promoting classic Sicilian literature, especially the "Sicilian Avengers" series. Episode Summary: Greg hosts Stephen Riggio, former Barnes & Noble CEO, as they explore the transformative power of literature and the significance of connecting with one's heritage. Riggio shares his journey in translating "Sicilian Avengers," a historical epic rooted in his Sicilian ancestry, and how this project intertwined with personal tragedy and discovery. The conversation covers themes of intergenerational legacy, resilience, and finding purpose through challenging times. Key Takeaways: Legacy of Literature: Books are powerful portals that connect us to different cultures and eras, enriching our understanding and empathy. Intergenerational Connection: Exploring family history can provide insights into personal identity and resilience, bridging the past and future. Personal Healing: Transforming personal tragedy into purpose by engaging in meaningful projects like translating significant literary works. Cultural Appreciation: The translation of "Sicilian Avengers" unveils the diverse and multicultural history of Sicily, challenging common stereotypes. Future Endeavors: Taking on translation as an epic adventure, paralleling personal journeys of self-discovery and cultural preservation. Notable Quotes: "Books are more than paper and ink. They are a portal through which we can experience places and times and people we otherwise wouldn't." – Greg McKeown "Raising a child with a disability is a challenge... our deepest wish is that this book didn't exist. However, our daughter's presence in it is undeniable." – Stephen Riggio "It gives me a great deal of satisfaction to know that I've arrived here... It was my destiny." – Stephen Riggio "The best historical fiction... is that people would prefer to be given a compelling narrative that is rooted in history." – Stephen Riggio Resources: Stephen's book: "Sicilian Avengers" Affiliate links are used where appropriate. We earn from qualifying purchases, thank you for supporting Greg! Join my weekly newsletter. Learn more about my books and courses. Join The Essentialism Academy. Follow me on LinkedIn, Instagram, X, Facebook, and YouTube.

About the Guests: Jeremy Utley: A notable faculty member at Stanford University's D School and author of "Idea Flow: The Only Business Metric That Matters." Jeremy is known for his research and insights into creativity, innovation, and the interplay between human cognition and technology. He has been instrumental in exploring the applications of AI in problem-solving and productivity. David McRaney: A researcher focused on the concept of genius and cognitive biases. He hosts a podcast where he explores these themes extensively, having Jeremy Utley as one of his guests in exploring the cognitive bias in people's collaboration with AI. Henrik Werdelin: Known for his exploratory insights into AI, its capabilities, and implications for the future. Henrik is an entrepreneur and author best known for co-founding Bark, as well as starting Prehype, a venture building research and development group headquartered in New York. Episode Summary: Greg continues the engaging dialogue exploring the potential and limitations of AI in enhancing human understanding and communication. Joined by his distinguished guests Jeremy Utley, David McRaney, and Henrik Werdelin, they discuss how AI could be used as a tool to facilitate better communication and understanding among individuals. The episode touches on the daily use of AI technologies like GPT, which have notably started to replace traditional search engines for some tasks. and they all explore the possibility of AI-improving interpersonal relationships by offering insights and mediating communication, questioning the biases  Key Takeaways: AI as a Mediator: AI has the potential to assist in mediating conflicts and misunderstandings in human communication by functioning as a second, unbiased listener. Epiphany Generator: Using AI in daily workflows can transform it into a tool that not only provides information but also stimulates new ideas and insights. Towards Better Conversations: The episode emphasizes the importance of rethinking how we engage AI and challenges the notion that it’s primarily for problem-solving rather than for facilitating understanding. Bias Acknowledgement: It’s crucial to recognize our biases toward AI capabilities and to shift our perspective to appreciate AI as a tool for both interpersonal and intrapersonal dialogues. Designing for Listening: Future AI technology should intentionally be designed to foster deep listening and enhance understanding, moving beyond merely responding with solutions. Notable Quotes: "I used GPT as an epiphany generator, an elaboration encourager." "I believe that the primary limitation right now is the interface between us and the machine." "We need the Mediator app. It's not just the fingers problem." Resources: Jeremy Utley's book: "Idea Flow: The Only Business Metric That Matters" Follow Jeremy on X, Instagram, and LinkedIn Follow David on X, Instagram, and LinkedIn Follow Henrik on Instagram, and LinkedIn Affiliate links are used where appropriate. We earn from qualifying purchases, thank you for supporting Greg! Join my weekly newsletter. Learn more about my books and courses. Join The Essentialism Academy. Follow me on LinkedIn, Instagram, X, Facebook, and YouTube.

About the Guests: Jeremy Utley: A notable faculty member at Stanford University's D School and author of "Idea Flow: The Only Business Metric That Matters." Jeremy is known for his research and insights into creativity, innovation, and the interplay between human cognition and technology. He has been instrumental in exploring the applications of AI in problem-solving and productivity. David McRaney: A researcher focused on the concept of genius and cognitive biases. He hosts a podcast where he explores these themes extensively, having Jeremy Utley as one of his guests in exploring the cognitive bias in people's collaboration with AI. Henrik Werdelin: Known for his exploratory insights into AI, its capabilities, and implications for the future. Henrik is an entrepreneur and author best known for co-founding Bark, as well as starting Prehype, a venture building research and development group headquartered in New York. Episode Summary: Joined by Jeremy Utley, David McRaney, and Henrik Werdelin, the discussion takes a deep dive into how AI could act as a facilitator in human interactions, potentially bridging gaps in communication. The episode addresses the potential of AI as a tool for mutual understanding and its limitations in conveying authentic emotional connections. There is a focus on how AI can strive toward becoming a "faithful translator," aiding in better translating human thoughts and emotions into shared understanding. This interplay of AI, cognitive biases, and communication brings forth a rich conversation on the collective and individual impacts of AI on productivity and personal clarity. Key Takeaways: AI has the potential to bridge gaps in communication, acting as a "faithful translator" to help humans better understand each other. Cognitive biases and the ambiguity of language highlight the challenges AI faces in truly capturing and conveying authentic human emotions. The importance of AI lies not just in providing organized information but in facilitating deeper layers of connection and understanding. Practical applications of AI in summary and synthesis show promise, yet the depth of understanding requires further development. AI can serve as a catalyst for personal insights, yet users must actively guide it to achieve exceptional results. Notable Quotes: "As our ability to understand each other approximates zero, so does our ability to do anything else." "The medium is the message. The technology you use uses you." "AI's best use is in establishing a shared conceptual framework before we start the conversation." "It's not the utility of the communication, it is the emotional connection." "If this could be exceptional, how could it? What would I need to say for it to be truly exceptional?" Resources: Jeremy Utley's book: "Idea Flow: The Only Business Metric That Matters" Follow Jeremy on X, Instagram, and LinkedIn Follow David on X, Instagram, and LinkedIn Follow Henrik on Instagram, and LinkedIn Affiliate links are used where appropriate. We earn from qualifying purchases, thank you for supporting Greg! Join my weekly newsletter. Learn more about my books and courses. Join The Essentialism Academy. Follow me on LinkedIn, Instagram, X, Facebook, and YouTube.

Seth Godin is a renowned author, entrepreneur, and thought leader in marketing and business. With over 20 published books, including bestsellers like "Purple Cow" and "Tribes," he has reshaped how we think about marketing strategies, leadership, and creative innovation. Known for his daily blog that reaches an extensive readership, Seth is a pivotal figure in modern management, often compared to legendary thinkers like Peter Drucker. Recently, he authored "This is Strategy" and is a seminal voice in understanding and navigating complex systems. Episode Summary: In this Part 2 episode, Greg is joined by the legendary Seth Godin, whose work in business literature and marketing has influenced millions globally. Godin and McKeown explore how viewing the world through a systems lens can empower anyone to take strategic, high-leverage actions that yield significant results. The discussion highlights the profound impact of naming and defining elements within systems to influence outcomes and decisions. Seth shares personal anecdotes, emphasizing the shift from passive observation to active engagement, using empathy as a strategic tool. The episode is rich with insights on navigating change, avoiding false proxies, and how companies and individuals can reinvent themselves by unearthing these vital, albeit often hidden, opportunities. Key Takeaways: Systems Thinking: The importance of understanding and navigating complex systems to take strategic, high-impact actions. Empathy as a Tool: Using empathy not merely for kindness but as a practical tool to serve and understand others' underlying motivations and goals. Changing Perspectives: Transitioning from passive observation to active engagement can unlock opportunities for personal and professional growth. Avoiding False Proxies: Identifying and rejecting false success metrics to focus on actions that truly matter. Curiosity's Power: Embracing curiosity to uncover underlying truths and leverage points in any interaction or system. Notable Quotes: Seth Godin: "I think that empathy sometimes gets put into the ghetto called kindness. And I'm in favor of kindness. But empathy is also a really practical tool." Greg McKeown: "Curious people just understood somehow that the system gets more interesting behind the surface." Seth Godin: "If we can just try to imagine what it is to be the node that they are, try to imagine what their internal system is like or what their deep goals are, we can serve them without manipulating them." Resources: Seth’s Blog: Seth's Blog Seth's Book: This is Strategy Follow Seth on X, Instagram, and LinkedIn Affiliate links are used where appropriate. We earn from qualifying purchases, thank you for supporting Greg! Join my weekly newsletter. Learn more about my books and courses. Join The Essentialism Academy. Follow me on LinkedIn, Instagram, X, Facebook, and YouTube.

Seth Godin is a renowned author, entrepreneur, and thought leader in marketing and business. With over 20 published books, including bestsellers like "Purple Cow" and "Tribes," he has reshaped how we think about marketing strategies, leadership, and creative innovation. Known for his daily blog that reaches an extensive readership, Seth is a pivotal figure in modern management, often compared to legendary thinkers like Peter Drucker. Recently, he authored "This is Strategy" and is a seminal voice in understanding and navigating complex systems. Episode Summary: Greg is joined by marketing visionary Seth Godin to explore the intricacies of strategy and systems thinking. They explore the nuances between strategy and systems, set within a modern context. Godin emphasizes the fundamental difference between strategy—a philosophy of becoming—and tactics, as well as the pivotal role systems play in shaping human behavior and business landscapes. Godin articulates the invisible forces of systems that govern both individual and organizational outcomes. Using examples from history and personal narratives, the discussion centers on how recognizing and navigating these systems can drive meaningful change and innovation. This episode is a must-listen for anyone looking to refine their strategic thinking, whether in business, personal development, or broader societal contexts. Key Takeaways: Understanding Strategy and Systems: Strategy is a guiding philosophy, acting like a compass, whereas systems are the underlying forces shaping behaviors and outcomes. Invisible Systems' Influence: Identifying and understanding invisible systems can enable strategic action and transformation in various aspects of life and business. Triangular Relationships in Systems: Relationships, including familial and professional, often exist in a triadic format, incorporating you, others, and an influencing system. Empowerment through Systems Thinking: Recognition of systems provides a framework for empowerment and the potential to become a linchpin within an organization. Internal Systems Impact: Personal narratives and subconscious systems derived from family and schooling can profoundly affect individual potential and decision-making. Notable Quotes: "Strategy is a philosophy of becoming. It's your way of thinking about who you seek to serve and the change you seek to make." - Seth Godin "Systems don't like to change, and we are part of a system, but if we use the system, we can change the system." - Seth Godin "These stories that we engage in are well grooved and they become part of our inter system, the internal one." - Seth Godin Resources: Seth’s Blog: Seth's Blog Seth's Book: This is Strategy Follow Seth on X, Instagram, and LinkedIn Affiliate links are used where appropriate. We earn from qualifying purchases, thank you for supporting Greg! Join my weekly newsletter. Learn more about my books and courses. Join The Essentialism Academy. Follow me on LinkedIn, Instagram, X, Facebook, and YouTube.

Episode Summary: In this solo episode, Greg marks the tenth anniversary of his influential book "Essentialism: The Disciplined Pursuit of Less." Reflecting on a decade of impact, Greg shares anecdotes from readers and companies that have embraced the core principles of focusing on what truly matters while eliminating the non-essential. Greg recounts how "Essentialism" has inspired individuals like Banks Benitez, CEO of Uncharted, to reimagine their approach to work and life. Benitez transformed his company by adopting a four-day workweek, thereby boosting productivity and employee satisfaction. Greg highlights the profound influence Essentialism has had across the globe, citing stories of personal transformation and corporate innovation. He also emphasizes his commitment to maintaining an ad-free podcast experience, illustrating his dedication to providing value without distractions. Key Takeaways: Reflect on a Decade: Greg celebrates ten years of "Essentialism," acknowledging its global impact on personal and professional growth. Transformative Stories: Acknowledges stories like Banks Benitez, who used essentialism to revolutionize his work culture, reducing workweeks while maintaining high productivity. Continued Relevance: Emphasizes the growing importance and relevance of essentialism in today's world filled with countless distractions and demands. Invitation to Engage: Encourages listeners to participate in the essentialism ecosystem by exploring resources like the Essentialism Academy and the free "Less But Better" course. Notable Quotes: "It's not about being lazy... it's about having a much higher return on the effort that you do put in." "To me, a book is a portal. It can take a reader, a listener, places and times they have never been." Join my weekly newsletter. Learn more about my books and courses. Join The Essentialism Academy. Follow me on LinkedIn, Instagram, X, Facebook, and YouTube.

Have you ever felt like you have the ability to make a greater contribution to your work, your family, or society, but you've run out of space in your life? Or maybe you've noticed that the busier you get, the less time you have for personal growth? Feeling like you have untapped potential is an epidemic in today's fast-paced culture. That's why I invited my friend and author of the new book 10x Is Easier Than 2x, Dr. Benjamin Hardy to join us in this episode. In this conversation, we discuss the power of developing inflection points in your life, why creating tipping points in your life will help you grow, and how these points will help you contribute more to the causes and people in your life that matter most. By the end of this episode, you'll know how you can reach more of your goals without burning out. Join my weekly newsletter. Learn more about my books and courses. Join The Essentialism Academy. Follow me on LinkedIn, Instagram, X, Facebook, and YouTube.

Have you ever had the sense that you had greater potential than your current life requires or even allows you to produce? Do you ever feel like there's a lot more inside of you, but you are already so busy, you can't possibly get to any of it. By the end of this part 2 episode with Rob Dyrdek, you will have a vision of what you have to create in order to create a life of highest contribution. Join my weekly newsletter. Learn more about my books and courses. Join The Essentialism Academy. Follow me on LinkedIn, Instagram, X, Facebook, and YouTube.

Robert Stanley Dyrdek is many things. He's an entrepreneur, actor, producer, reality TV personality, and former professional skateboarder. He's possibly best known for his reality shows 'Rob and Big', 'Rob Dyrdek's Fantasy Factory', and 'Ridiculousness', but none of that does it justice. Every time I talk to Rob Dyrdek, I feel like I'm seeing a powerful version of what essentialism plus effortless can do for a person. In this conversation I ask Rob specifically about the 10X business transitions that he's gone through and what he's learned through the process and how he's been able to do that, not just once, as it turns out, but multiple times. By the end of this episode, you will be able to lead better, whether you are the CEO or the CEO of your own life. Let's begin. Join my weekly newsletter. Learn more about my books and courses. Join The Essentialism Academy. Follow me on LinkedIn, Instagram, X, Facebook, and YouTube.