
The Upbuild Enneagram Library
The Upbuild Enneagram Library is a podcast by Upbuild, created by a team of former monks, a startup founder, and an investment bank executive who met in a NYC monastery. Over the past two decades, they have used the Enneagram to help individuals and organizations gain self-awareness and break free from ego-driven patterns. The show serves as a deep library of Enneagram knowledge, drawing on years of teaching, coaching, and lived experience to support listeners on a journey from ego to true self.
Episodes

Type 4 Across the Dimensions of the Enneagram
This compilation episode brings together our discussions of Type 4 across the many dimensions of the Enneagram to build a richer, more complete understanding of the Type. The team explores the 4’s connection to the Heart Center, its relationship with shame, its search for authenticity, Behavioral Patterns, Wings, and patterns of growth and stress. They examine both the remarkable strengths of Type

Type 3 Across the Dimensions of the Enneagram
This compilation episode brings together our discussions of Type 3 across the many dimensions of the Enneagram to build a richer, more complete understanding of the Type. The team explores the 3's connection to the Heart Center, its relationship with shame, the search for value through validation, Behavioral Patterns, Wings, and patterns of growth and stress. They examine both the remarkable

Type 2 Across the Dimensions of the Enneagram
This compilation episode brings together our discussions of Type 2 across the many dimensions of the Enneagram to build a richer, more complete understanding of the Type. The team explores the 2’s connection to the Heart Center, its relationship with shame, its drive to serve, its movement in growth and stress, the challenge of accepting personal needs, and the transformational movement from pride

Type 1 Across the Dimensions of the Enneagram
This compilation episode brings together our discussions of Type 1 across the many dimensions of the Enneagram to build a richer, more complete understanding of the Type. The team explores the 1’s deep desire to live according to higher principles, as well as their relationship with anger, perfectionism, activism, the Inner Critic, Wings, and patterns of growth and stress. They examine both the re

The Achilles Heel of Every Enneagram Type (And How to Heal It, Including The Five Stages of Grief)
What is the one thing about yourself that you cannot accept?In this episode, Michael, Hari Prasada, and Rasanath introduce the Upbuild original concept of the Achilles Heel. Drawing from years of study and teaching of the Enneagram, they explore how each Type has a specific vulnerability it unconsciously resists accepting, and how that resistance becomes the source of suffering and disconnection.

The Passions and the Virtues
What keeps each Enneagram Type trapped, and what helps it move toward freedom? In this episode, Vipin, Hari Prasada, and Rasanath explore one of the deepest dimensions of the Enneagram: the Passions and the Virtues. Drawing on the work of Oscar Ichazo, the Desert Fathers, and modern Enneagram teachings, they explain how each Type has a characteristic form of suffering called a Passion that reinfor

The Imbalances of the Centers of Intelligence
In the Enneagram, there are some Types that disassociate from their Center of Intelligence and other Types where one Center “enslaves” another. Which pattern do you fall into, and what is actually happening beneath the surface? In this episode, Michael, Hari Prasada, and Rasanath explore the concept of the Imbalances of the Centers. They break down the mechanics behind the first and second imbalan

The Harmonics: How Each Enneagram Type Approaches Conflict
One of the most overlooked dimensions of the Enneagram is how we handle conflict. In this episode, Michael, Hari Prasada, and Rasanath explore the three Harmonics: Competency, Emotional Realness, and Positive Outlook. Each represents a distinct strategy for restoring harmony, yet each can just as easily create more disconnection when singularly used or distorted. They unpack how each Enneagram Typ

The Inner Critic: The Mouthpiece of the Ego
We live in a constant negotiation with an Inner Critic that tells us we are not enough. In this episode, Vipin, Hari Prasada, and Rasanath shed light on the Inner Critic as the mouthpiece of the ego. Using the Enneagram, they show how this voice operates differently across the Types and how it’s rooted in our Basic Fear, continuously pushing us to become someone we think we should be.They introduc

The Shock Point and Red Flag Fears: What Makes Us Slip Down the Levels of Consciousness
This episode introduces the Transitional Fears, the fears that arise at key thresholds between Levels of Consciousness. Vipin, Hari Prasada, and Rasanath show how these fears are expressions of deeper existential anxiety, why they feel so convincing, and how recognizing them can help you interrupt the ego’s patterns and return to a more conscious way of being.LinksEnneagram Library Live: Join our

Parental Orientation: Attachment, Frustration, and Rejection in the Enneagram
Every Enneagram Type carries a specific relationship to nurturing and protective energy. That relationship begins in childhood, but it does not stay there. In this episode, Vipin, Hari Prasada, and Rasanath unpack Parental Orientation, the Object Relations framework that explains attachment, frustration, and rejection across all nine Types.They explore how each Type internalizes the nurturing and

Falling in Love with Every Enneagram Type
How do we fall in love with the Enneagram Types? In the same way we fall in love with people in real life: by understanding both their gifts and their suffering.In this episode, Michael, Hari Prasada, and Rasanath explore what it truly means to fall in love with every Enneagram Type. They introduce the idea of “access points,” the doorways that allow us to move beyond intellectual understanding an

The Predominant Emotions: Anger, Shame, and Fear
Each of us lives from one of three distinct inner stances, yet hardly ever realizing it…“Don’t mess with my world.”“See me the way I want to be seen.”“What can I trust?”In this episode, Michael, Hari Prasada, and Rasanath explore how Anger, Shame, and Fear function as the Predominant Emotions of the Enneagram (and of the human condition). These emotions correspond to the Body types (8, 9, 1), Hear

The Wings
The Wing is one of the most powerful forces shaping personality. In addition to the primary Type, it strongly influences what we want, how we show up, and even whether we experience ourselves as more introverted or extroverted. In this episode, Hari, Michael, and Rasanath explore why identifying the correct Type-Wing relationship is essential for accurate typing and meaningful growth. Moving throu

The Behavioral Patterns: The Go-Getters, the Withdrawns, and the Dutifuls
Do you tend to push forward and make things happen? Pull back and feel easily overwhelmed? Or constantly track how much you are giving so you can be sure you are giving more than you receive?In this episode, Michael, Hari Prasada, and Rasanath explore a core dimension of the Enneagram that is critical in being able to type efficiently and accurately as well as understand better how we show up the

The Directional Movements (the Lines on the Enneagram Symbol)
“What are those lines on the symbol?” is one of the questions we get most frequently during our Enneagram workshops. In this episode, Hari, Rasanath, and Michael explore the critical dimension of the Enneagram: the Directional Movements. They describe how each Type experiences stress and growth, clarifying why we sometimes resemble other Types. These movements toward another Type in stress or grow

The Instincts: Self-Preservation, Sexual, and Social
Each of us is wired with a specific hierarchy of three core instinctual drives, shaping how we move through the world. The Instincts (sometimes referred to as Instinctual Variants) is part of the Enneagram framework and plays a powerful role in how our personalities form. One Instinct tends to dominate and demands most of our attention, a second supports it, while a third gets neglected and become

The Head Center
There might be a lot going on in your head, but that does not mean that you are making good use of it. In this episode, Michael, Rasanath, and Hari Prasada discuss the Head Center’s essential role in managing the complexity of life and the flood of information we face each day. They explore how awareness of thought, not thinking itself, is the hallmark of presence in the Head Center. They unpack t

The Heart Center
Just because you feel a lot does not mean you are present in the Heart Center. In this episode, Hari, Michael, and Rasanath explore what it really means to live from the heart. They look into the realm of emotion, identity, and our longing to be seen. They reflect on how emotions shape our humanity, why we often mistake validation for value, and how the heart connects us to love, gratitude, and on

The Body Center
In this episode, Michael, Hari, and Rasanath turn their attention to the Body Center of the Enneagram. They explore how presence is experienced as groundedness, sensation, and gut-level knowing, as well as how energy can move from intuition into action when we are rooted in the body.The conversation brings out the distinct gifts of Types 8, 9, and 1 while also showing how every Type can cultivate

The Three Centers of Intelligence: Body, Heart, and Head
Do you really want to settle for being one third of a human? In this episode, Michael, Hari, and Rasanath build off this very provocative question from Russ Hudson to explore the three Centers of Intelligence: the Body, the Heart, and the Head. These Centers help us live with intuition, emotional depth, and clarity of thought. Yet most of us lean heavily on one while undervaluing the others, and e

Summing up the first 14 episodes, how to use the Enneagram in our everyday lives, the need for spiritual practice
In this episode, we explore how to use the Enneagram in our everyday lives in order to make sure that it has the profound impact on us that it is capable of having. We also discuss how the Enneagram can only take us so far and how a spiritual practice is needed to help us go beyond the limits of our personality.LinksEnneagram Library Live: Join our bi-weekly conversations and teachings on the Enn

Why Mistypings Happen and the Most Common Mistypings
Typing is one of the most critical aspects of the Enneagram, and yet, mistyping is rampant. In this episode, we explain why this is case and what we can do about it. We also explore the one Type that is more likely to mistype than any other Type, and give you a Type by Type run through of how each Type approaches the Enneagram. What we find is that how we approach the Enneagram is often very revea

Type 9 The Peace-Seeker
Enneagram Type 9s, nicknamed The Peace-Seeker, pride themselves in being calm, easygoing, and unassuming people who can flow with whatever comes and don’t need recognition or attention. They often don’t admit to themselves their problems or work to resolve conflicts because that’s really difficult and makes them feel not peaceful. Famous examples include Rosa Parks, Grace Kelly, and Jack Johnson.

Type 8 The Challenger
Enneagram Type 8s, nicknamed The Challenger, are all about strength and showing who’s in charge to reassure themselves that they don’t have a weak bone in their body. They often can’t admit to themselves how scared they really are of their buried weakness, and so they show up larger than life in nearly all situations hoping to leverage their power for the people they love. Famous examples include

Type 7 The Enthusiast
Enneagram Type 7s, nicknamed The Enthusiast, are care-free and fun-loving with a moment-to-moment appetite for adventure and zero tolerance for boredom. They often run from their problems in life which pursue them relentlessly in spite of their intelligence and joyfulness. Famous examples include Robin Williams, the Dalai Lama, Amy Winehouse, and Russell Brand.In this episode, we explore the essen

Type 6 The Loyalist
Enneagram Type 6s, nicknamed The Loyalist, live in a zone of constant questioning as they strive to be dependable for those they care about. They often wish that they had a cause to dedicate their life to which they could completely trust and that they had the support of others whom they could completely trust. Famous examples include Woody Allen, Adolf Hitler, Jason Alexander, and Larry David. In

Type 5 The Investigator
Enneagram Type 5s, nicknamed The Investigator, are exceptionally cerebral, technical, and keep to themselves in their pursuit of knowledge to understand how things work. They often have trouble relating to people. Famous examples include Albert Einstein, Bill Gates, Eckhart Tolle, Tim Burton, and JRR Tolkein.In this episode, we explore the essence of the Type 5 and the insecurities and motivations

Type 4 The Individualist
Enneagram Type 4s, nicknamed The Individualist, try to be authentic with every fiber of their being, but it’s so hard for them to know who they really are deep down. They often feel overwhelmed trying to do justice to their talents, all the while feeling misunderstood by people who move too fast, are too shallow, and act too harshly to understand their full heart. Famous examples include Bob Dylan

Type 3 The Achiever
Enneagram Type 3s, nicknamed The Achiever, are smooth and success-driven, endeavoring to show with their life that the sky’s the limit for what can be accomplished. They are also often concerned that others can see through their image. Famous examples include Elon Musk, Oprah Winfrey, Michael Jordan, Barack Obama, Taylor Swift, and Lady Gaga. In this episode, we explore the essence of the Type 3

Type 2 The Helper
Enneagram Type 2s, nicknamed The Helper, are all about taking care of others and having deep intimate connections so they can feel really close and loved. They also have a hard time giving others space or seeing their own needs. Famous examples include Fred Rogers, Sally Field, and Stevie Wonder.In this episode, we explore the essence of the Type 2 and the insecurities and motivations that drive t

Type 1 The Moralist
Enneagram Type 1s, nicknamed The Moralist, are detail-oriented visionaries driven by a set of principles personal that they feel in their gut and want others to align with. They also forever feel the guilt of not living up to these principles themselves. Famous examples include Nelson Mandela, George Harrison, Mahatma Gandhi, Osama Bin Laden, and Queen Elizabeth II.In this episode, we explore the

Typing, Mistyping, the Problem with Enneagram Tests, and the Wings
Typing is one of the most critical skills for any user of the Enneagram. In this episode, we dive deep into the factors that contribute to understanding how to type and talk about the two biggest obstacles to typing correctly. We discuss the impact of the ego, the influence of the Wing, and the problem with Enneagram tests. We close this episode by giving you our three most impactful tips for how

Levels of Consciousness -- the most important dimension of the Enneagram
How can Donald Trump be the same type as Martin Luther King, Jr? How can Nelson Mandela be the same type as Osama bin Laden? It all comes down to the Levels of Consciousness. In this episode, we explore the most important dimension of the Enneagram, the Levels of Consciousness, which is so critical because it gives us the roadmap to be the best version of ourselves. No type on the Enneagram is bet

Introduction to the Enneagram
Welcome to the Upbuild Enneagram Library. We’re starting this podcast with a 14-episode series that will serve as the foundations for all future episodes. Whether you are a seasoned enthusiast or a curious newcomer, this series promises to offer fresh perspectives and valuable insights for your journey into the world of the Enneagram. In 14 episodes, we’ll provide a strong foundation on the nine

Introducing: Upbuild Enneagram Library
We’re two former monks, a former startup founder and CEO, and a former investment bank executive…who met in a NYC monastery. Over the past two decades, we’ve used the Enneagram to help countless individuals and organizations see themselves more clearly and start to break free from the shackles of the ego. Drawing on years of teaching, coaching, and lived experience, we’ve created this podcast as a
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