Podcasts > Modern Wisdom > #1008 - Angelo Sommers - Why Life Feels So Pointless (and what to do)

#1008 - Angelo Sommers - Why Life Feels So Pointless (and what to do)

By Chris Williamson

In this episode of Modern Wisdom, Chris Williamson and Angelo Sommers examine why constant pursuit of excellence and high achievement can lead to feelings of emptiness and dissatisfaction. Through personal experiences and observations, they explore how the drive for perpetual self-improvement often prevents people from finding contentment in their daily lives, and why even highly successful individuals struggle to find direction and meaning.

The discussion delves into the relationship between authentic personal growth and societal pressures, highlighting the limitations of conventional self-help approaches. Sommers and Williamson share insights about the importance of self-awareness and accepting all aspects of one's character, including the less desirable traits, rather than focusing solely on external achievements and others' approval.

#1008 - Angelo Sommers - Why Life Feels So Pointless (and what to do)

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#1008 - Angelo Sommers - Why Life Feels So Pointless (and what to do)

1-Page Summary

Psychology of High Standards and "Aim For 20" Mentality

In this episode, Chris Williamson and Angelo Sommers explore the psychological costs of constantly pursuing excellence. Williamson describes the "trying for 20" mentality as an exhausting pursuit where one feels perpetually inadequate. Sommers adds that this mindset can lead people to excel in areas that don't align with their personal interests, simply because they're focused on outperforming others.

Paradox of Success and Difficulty Of Finding Fulfillment

The conversation shifts to examining why success often fails to provide lasting satisfaction. Williamson, drawing from his conversations with highly successful individuals, reveals that even the richest and most famous people still feel uncertain about their direction in life. Both hosts discuss how the constant drive for self-improvement can actually prevent present contentment, with Sommers suggesting that true fulfillment comes from appreciating daily experiences rather than achieving grand successes.

The Speaker's Journey of Self-Discovery

Sommers shares his personal story of leaving traditional education to pursue self-directed learning, inspired by Nassim Taleb's ideas about retaining knowledge through personal interest. However, this journey led to a period of nihilism and substance abuse following a traumatic parkour injury at age 12. Both hosts discuss how their struggles led them to understand the importance of integrating rather than suppressing difficult psychological experiences.

Role of Authenticity and Self-Awareness

Williamson describes how his past behaviors were often driven by a desire for approval rather than authenticity. The hosts explore the challenge of maintaining genuine self-expression while facing social pressures. They criticize simplistic self-help solutions, with Sommers emphasizing that true personal development requires confronting one's shadow aspects—the negative traits we often ignore. The discussion highlights how authentic growth demands more than external achievements; it requires honest self-examination and acceptance of one's complete character, including the less flattering aspects.

1-Page Summary

Additional Materials

Counterarguments

  • While the "aim for 20" mentality can be exhausting, it can also be argued that high standards drive innovation and progress.
  • Excelling in areas not aligned with personal interests might still provide valuable skills and experiences that can be beneficial in one's preferred domain.
  • Success may not provide lasting satisfaction universally, but for some, it can be a source of motivation and a stepping stone to finding deeper fulfillment.
  • The drive for self-improvement does not necessarily hinder present contentment; some individuals may find joy and contentment in the process of self-improvement itself.
  • Appreciating daily experiences is important, but setting and achieving goals can also contribute significantly to a person's sense of fulfillment and purpose.
  • Self-directed learning is not the optimal path for everyone; traditional education systems can provide structure, resources, and opportunities that are beneficial for many individuals.
  • Integrating difficult psychological experiences is important, but the approach to doing so can vary greatly among individuals, and some may benefit from more traditional therapeutic methods.
  • Seeking approval is not inherently negative; it can be a natural part of social interaction and can motivate individuals to achieve and contribute to their communities.
  • Confronting one's shadow aspects is a complex process that may not be suitable for everyone at every stage of life, and some may require professional guidance to do so safely and effectively.
  • Authentic growth and self-examination are important, but there should also be room for self-compassion and understanding that personal development is often a non-linear process.

Actionables

  • You can redefine success by creating a "joy journal" where you document daily activities that bring you happiness, regardless of their scale or societal value. This practice encourages you to focus on what genuinely fulfills you, rather than external measures of success. For example, if you find joy in gardening, dedicate a page to describe the sensations and emotions you experience while tending to your plants.
  • Develop a habit of conducting weekly self-reflection sessions using voice memos on your phone to explore your feelings and thoughts about recent events. This can help you confront your shadow aspects and understand your behaviors better. You might talk about a moment you felt inauthentic and explore the reasons behind it, which can lead to greater self-awareness and personal growth.
  • Initiate a "values audit" by listing your top five values and evaluating how your current pursuits align with them. This can be done through a simple spreadsheet or a dedicated app that tracks your activities and their alignment with your values over time. For instance, if one of your values is creativity but you're spending most of your time on repetitive tasks, you might look for ways to incorporate creative projects into your routine.

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#1008 - Angelo Sommers - Why Life Feels So Pointless (and what to do)

Psychology of High Standards and "Aim For 20" Mentality

Chris Williamson and Angelo Sommers delve into the psychological implications of high standards and the "trying for 20" mentality, addressing both its advantages and its psychological costs.

"Pursuing 20" Risks Unrealistic Excellence

Williamson portrays the "trying for 20" mentality as a relentless pursuit where one feels perpetually behind and chases an unrealistic opportunity for excellence.

"Trying For 20" Limits Freedom By Tying Actions to Others

Sommers reflects on how striving to outdo others can lead one to excel in areas of little personal interest. This ambition might stem from a reactive state rather than an affirmative choice, which can then lead to feelings of inadequacy over one’s own visions and desires.

Outperforming Others Can Foster Inadequacy Over Personal Vision

By constantly trying to do better than others, Sommers implies that one can lose sight of one’s original goals and become preoccupied with competition, resulting in success in areas that don't align with personal values or interests.

Certainty and Illusion in Online Advice Mask Understanding

Williamson and Sommers discuss the psychological pitfalls of aiming excessively high and its representation in online success advice.

High Standards Make Any Shortcoming a Catastrophe

Williamson describes the agony of falling short of high ideals, especially when one's identity is tied to meeting those standards. He refers to this as the "curse of competence," where suc ...

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Psychology of High Standards and "Aim For 20" Mentality

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Clarifications

  • The "curse of competence" is a concept that describes the psychological burden of consistently feeling the need to perform at an exceptionally high level. It suggests that when success becomes the norm, anything less than perfection can feel like a significant failure. This mindset can lead to immense pressure, anxiety, and a sense of inadequacy, as individuals may struggle to accept anything below their self-imposed standards of excellence. The term highlights the negative impact of constantly striving for flawless performance and the toll it can take on one's mental well-being.
  • Aiming excessively high in terms of setting unrealistic standards can lead to psychological pitfalls such as chronic stress, feelings of inadequacy, and a constant sense of failure. This can result in a negative impact on mental well-being, self-esteem, and overall satisfaction with life. Unrealistic expectations can create a cycle of disappointment and self-criticism, hindering personal growth and happiness. It's essential to strike a balance between ambition and self-care to maintain a healthy mindset and well-being.
  • "Destined for more but not achieving it" suggests feeling like you are meant for greater things or a higher level of success, but despite this feeling or ...

Counterarguments

  • The "trying for 20" mentality can be a powerful motivator that pushes individuals to achieve their best performance, and when managed properly, it doesn't have to lead to feelings of inadequacy.
  • Striving to outdo others can be a healthy form of competition that drives innovation and improvement, and it can be aligned with personal interests and visions if chosen deliberately.
  • High standards can serve as a benchmark for excellence and can motivate individuals to continuously improve, rather than viewing shortcomings as catastrophes.
  • Falling short of high ideals can also be seen as a learning opportunity and a stepping stone to eventual success, rather than a source of agony.
  • Advice promising autonomy is not inherently distracting from deeper growth work; it can complement personal development if it is critically evaluated and a ...

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#1008 - Angelo Sommers - Why Life Feels So Pointless (and what to do)

Paradox of Success and Difficulty Of Finding Fulfillment

Chasing Wealth, Fame, and Status Lacks Lasting Satisfaction

Angelo Sommers and Chris Williamson discuss the pursuit of success in places like Los Angeles, where many play status games to overcome a sense of lack, suggesting these pursuits don't offer lasting satisfaction. Williamson suggests that the advice from highly successful individuals may not be applicable to those just starting out. He emphasizes the inverse relationship between having nice things and being able to enjoy them, highlighting the natural human desire for challenges over satiation.

Material Success Completers Seek Fulfillment Beyond Accumulation

The conversation reveals that after reaching the end of success, people often find it "good in some ways but largely unfulfilling in others," leading to a search for fulfillment beyond material success. Williamson reflects on talking to the richest and most famous people and finds even they don't really feel they know what they're doing, suggesting fulfillment might require looking elsewhere.

Realizing Success Doesn't Bring Expected Fulfillment Can Be Humbling

Williamson touches on the revelation that people often strive for success due to a lack of something, like happiness, which reflects an internal deficit. He mentions the feeling of pointlessness upon reflecting on chasing something other than one's original plan due to selection bias. This realization can be humbling as people recognize that traditional success may not provide the nourishment or satisfaction they expected.

Balancing Gratitude and Enjoyment With High Standards and Self-Improvement

High Standards and Self-Improvement May Hinder Present Contentment

Williamson reflects on his internal struggle to feel content, even after successful events. He addresses the complexity of self-improvement and the challenge of continually raising the bar for oneself, which could inhibit present contentment.

Appreciating Daily Experiences Can Lead To Greater Fulfillment

Sommers focuses on personal growth and the a ...

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Paradox of Success and Difficulty Of Finding Fulfillment

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Counterarguments

  • Wealth, fame, and status can provide lasting satisfaction if aligned with personal values and goals.
  • Advice from successful individuals can offer valuable insights and inspiration, even for beginners.
  • Owning nice things can enhance enjoyment of life when balanced with other sources of happiness.
  • Some individuals may find greater satisfaction in satiation and stability rather than constant challenges.
  • Success can be fulfilling if it is in harmony with one's deeper purpose and passions.
  • Material success can contribute to fulfillment when it enables personal growth and the ability to help others.
  • There are rich and famous people who do feel fulfilled by their achievements and the journey to get there.
  • Striving for success can be a manifestation of positive ambition and a drive to improve one's circumstances.
  • The realization that success doesn't bring expected fulfillment can also lead to positive personal transformation and reevaluation of values.
  • High standards and self-improvement can coexist with present contentment when approached with mindfulness and self-compassion.
  • Continually raising the bar for oneself can be a source of motivation and fulfillment for some individuals.
  • Appre ...

Actionables

  • You can create a "Fulfillment Journal" where each day you write down moments that brought you joy, regardless of their scale. This practice encourages you to notice and appreciate the small, everyday experiences that contribute to a sense of fulfillment. For example, savoring your morning coffee, a pleasant conversation with a neighbor, or the feeling of accomplishment after a workout.
  • Start a "Challenge Yourself" habit by picking one small, achievable challenge each week that pushes you out of your comfort zone. This aligns with the natural human desire for challenges and can lead to fulfillment through personal growth. Challenges might include trying a new recipe, initiating a conversation with someone new, or learning a basic skill in a foreign language.
  • Implement a "Material Detachment Day" onc ...

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#1008 - Angelo Sommers - Why Life Feels So Pointless (and what to do)

The Speaker's Journey of Self-Discovery and Overcoming Challenges

Angelo Sommers and Chris Williamson openly discuss their experiences of self-discovery, confronting personal challenges, and learning to integrate their flaws and weaknesses on a path to greater self-understanding and acceptance.

Leaving School Early: Struggling With Nihilism and Self-Destruction

Sommers and Williamson reveal their tumultuous journeys through adolescence and early adulthood, delving into the difficulties they faced and their struggles with finding meaning and direction in their lives.

Speaker Leaves School For Self-Directed Learning to Seek Meaningful Education, Faces Challenges

Angelo Sommers shares his disinterest in formal schooling and his early decision to leave school in favor of self-directed learning, presenting a detailed plan to his parents. He wanted to pursue things that genuinely interested him, such as self-directed projects, rather than stick to the traditional curriculum. He cites Nassim Taleb's idea that we retain what we learn out of personal interest, which resonated with Sommers in his journey of self-education.

Descent Into Nihilism and Substance Abuse From Existential Uncertainty and Inadequacy

However, Sommers describes a dark period of his life when he experienced what he calls a "slow suicide" by engaging in actions destructive to himself. This stemmed from anxiety that haunted him after a serious injury during a parkour competition, which thrust him to confront his mortality at just 12 years old. The resulting nihilism and existential questioning eventually led him down a path of hedonism, substance abuse, and parties, providing temporary anesthetic to his deeper philosophical inquiries about life.

Embracing and Integrating Flaws and Weaknesses

Sommers and Williamson, through their own challenges, began to understand that suppressing or denying inner psychological experiences was counterproductive, and they started to learn to accept and integrate the various facets of their psyches.

Realizing Controlling or Denying Inner Experiences Backfires, Leading To Understanding and Accepting Psychological Tendencies

Angelo Sommers reflects on his past addictions and how confronting these difficult experiences allowed him to perceive his capacity for self-deception and learn from his mistakes. He sees his struggles with addiction as a period of self-inflicted "slow death," recognizing the importance of confronting and integrating his shadow aspects to achieve personal growth.

Integrating Shadow Aspects Vs. Idealizing On ...

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The Speaker's Journey of Self-Discovery and Overcoming Challenges

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Counterarguments

  • The concept of self-directed learning, while beneficial for some, may not be suitable for everyone, as it requires a high level of self-motivation and discipline that not all individuals may possess.
  • Leaving school early to pursue self-directed learning could lead to gaps in foundational knowledge and social development that formal education aims to provide.
  • The narrative of overcoming substance abuse and personal challenges might inadvertently glamorize or romanticize these experiences, potentially influencing impressionable individuals negatively.
  • The idea of integrating one's flaws and weaknesses is a positive approach, but without proper guidance, some individuals might struggle to differentiate between what should be accepted and what should be improved upon.
  • The theory of positive disintegration is not universally accepted in psychology, and some experts may argue that disintegration is more often harmful than beneficial.
  • The emphasis on personal experiences and anecdotal evidence may not be generalizable to the wider population, as in ...

Actionables

  • Start a personal growth journal to track your self-discovery journey, noting down moments of challenge and how you responded to them. By reflecting on these entries, you can identify patterns in your behavior and thoughts that may be holding you back, and then brainstorm ways to address them. For example, if you notice you often avoid difficult conversations, you could set a goal to initiate one challenging discussion per week.
  • Create a 'shadow box' where you physically place representations of your perceived flaws and vulnerabilities. This could be in the form of written notes, objects, or images. Periodically, take time to examine each item, considering how it has contributed to your personal growth. This tactile approach can make the abstract concept of embracing your shadow self more concrete, helping you to recognize and integrate these aspects into your life.
  • Engage in a 'role reversal' exercise where you write o ...

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#1008 - Angelo Sommers - Why Life Feels So Pointless (and what to do)

Role of Authenticity and Self-Awareness in Personal Growth

Chris Williamson and Angelo Sommers delve deeply into the challenges of maintaining authenticity and the pivotal role self-awareness plays in personal development in a world rife with social pressures and a strong desire for validation.

Maintaining Authenticity and Self-Awareness Amid Social Pressure and Desire For Validation

Building Personas For Approval Rather Than Embracing the Authentic Self

Williamson describes his past actions, such as his training program, as fear-based reactions aimed at garnering approval due to deep-rooted insecurities. He talks candidly about the persona he created to gain acceptance and the allure of admiration from others, rather than being true to himself. He discusses how people cloak their true selves in layers of performance, fed by expectations and social recognition, which hinders the discovery of their authentic selves.

Distinguishing True Self From Constructed Social and Emotional Roles

Williamson and Sommers tackle the difficulty of defining the "true self" due to the constant reinterpretation caused by environmental and social influences. They discuss the moments we adopt identities, even negative ones, as crucial turning points for self-improvement and acknowledgment of one's character. Sommers shares how, during his struggle with depression, a focus on seeking happiness obscured the underlying issue, demonstrating the complexity of aligning one's self-awareness with authenticity.

Fostering Self-Understanding and Emotional Intelligence For Personal Growth

True Personal Development Requires Confronting and Integrating One's Shadow, Not Just Focusing On External Achievements

Angelo Sommers notes that his advancement began when he recognized his negative traits, emphasizing the importance of admitting issues before effectively addressing them. Both Williamson and Sommers draw attention to the role of integrating one's 'shadow'—the more negative, often ignored parts of personality—into one's growth to prevent self-sabotage.

Understanding Psychological Patterns vs. Simplistic Self-Assessments

The conversation then moves to the importance of looking beyond mere behavior to the motivations and underlying patterns that drive individuals. They criticize simplistic solutions to complex psychological needs, like surface-level advice for complex personal issues. They stress the need for deeper personal development, which involves wading through uncomfortable emotions and acknowledging personal shortcomings.

Williamson speaks about the intricacies of self-awareness as it pertains to personal growth, emphasizing the need for intellectual honesty about one's ignorance and flexibility in belief systems. According to Williamson, personal growth is crippled not only by the sway of public opinion but also by the disparity between who we are and who we could be.

Williamson and Sommers expose the potential harm in adopting supposedly transformative behaviors or ideo ...

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Role of Authenticity and Self-Awareness in Personal Growth

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Counterarguments

  • Authenticity is not always beneficial; in some professional or social contexts, adapting one's behavior to fit the situation can be necessary and should not be viewed negatively.
  • The concept of a "true self" can be overly simplistic, as individuals are complex and multifaceted, and their identities can change over time.
  • Embracing negative traits or a "shadow" self without critical examination can lead to justifying harmful behaviors instead of promoting growth.
  • Some level of validation and social approval is natural and can be a healthy part of human social interaction, not necessarily a sign of inauthenticity.
  • Psychological self-assessment, even if simplistic, can be a starting point for personal growth for those who may not have access to or desire for deeper psychological exploration.
  • Intellectual honesty and flexibility can sometimes lead to indecisiveness or a lack of conviction, which can be counterproductive in personal growth.
  • Public opinion can sometimes provide valuable feedback and should not always be dismissed when considering personal growth.
  • Adopting tra ...

Actionables

  • You can start a "shadow journal" to explore and integrate hidden aspects of your personality by writing about situations where you felt strong emotions, then reflecting on the underlying reasons and traits involved.
    • Keeping a shadow journal encourages you to confront parts of yourself that you might usually ignore or suppress. For example, if you felt envious when a friend succeeded, write about that envy, explore its roots, and consider how it reflects your values and aspirations. This practice can lead to greater self-understanding and personal growth.
  • Develop a personal growth plan that includes identifying and challenging one negative trait each month through specific, measurable actions.
    • By focusing on one trait at a time, such as procrastination, you can set goals like using a timer for work sessions or breaking tasks into smaller steps. Tracking your progress daily helps you see improvements and understand how these traits affect your life, leading to more authentic self-improvement.
  • Create a "cultural narrative map" to visualize how societal stories have shaped your identit ...

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