What happens when we take shortcuts in life? Does this lead us toward more efficiency and success, or does it ultimately lead us down a path of self-deception and erosion of character? In this episode, the entire team gets together to analyze the profound implications of cutting corners. While sharing personal anecdotes and also unpacking some of the world’s most “successful” corner-cutters, they examine how this behavior manifests, the mindsets driving it, and the unexpected consequences it may unveil.

Links

The Call to Awaken. Our flagship program on spirituality. Starts March, 2026. Open for registration. Limited spots available.

Enneagram Library Live: Join our bi-weekly conversations and teachings on the Enneagram to help you see yourself, others, and the human condition more clearly. Thursdays at 6pm ET on Zoom.

Upbuild Coaching Certification Training. Starts in October.

Upbuild Website

Instagram: @upbuildnyc
Facebook: Upbuild
LinkedIn: Upbuild

In this very personal episode, Hari interviews Michael about a piece he wrote, From "It Happened TO Me to "It Happened FOR Me”, in which he discusses a challenging experience where he was cut off from someone he cares about. They discuss navigating the impulse to blame others, the value of being aware of the stories that we tell ourselves about ourselves, the link between gratitude and empathy, and most importantly, how to turn difficult experiences into lessons that can put us on the path toward being our best selves. They also share some laughs as Michael talks about his staunch opposition to his siblings buying of ice cream when they were kids, and Hari shares about an ex-girlfriend who taught him crucial things he couldn’t see about himself. 

Links

The Call to Awaken. Our flagship program on spirituality. Starts March, 2026. Open for registration. Limited spots available.

Enneagram Library Live: Join our bi-weekly conversations and teachings on the Enneagram to help you see yourself, others, and the human condition more clearly. Thursdays at 6pm ET on Zoom.

Upbuild Coaching Certification Training. Starts in October.

Upbuild Website

Instagram: @upbuildnyc
Facebook: Upbuild
LinkedIn: Upbuild

In this final episode of the Enneagram Foundations series, 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.  

Links

The Call to Awaken. Our flagship program on spirituality. Starts March, 2026. Open for registration. Limited spots available.

Enneagram Library Live: Join our bi-weekly conversations and teachings on the Enneagram to help you see yourself, others, and the human condition more clearly. Thursdays at 6pm ET on Zoom.

Upbuild Coaching Certification Training. Starts in October.

Upbuild Website

Instagram: @upbuildnyc
Facebook: Upbuild
LinkedIn: Upbuild

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 revealing of our Type. 

Links

The Call to Awaken. Our flagship program on spirituality. Starts March, 2026. Open for registration. Limited spots available.

Enneagram Library Live: Join our bi-weekly conversations and teachings on the Enneagram to help you see yourself, others, and the human condition more clearly. Thursdays at 6pm ET on Zoom.

Upbuild Coaching Certification Training. Starts in October.

Upbuild Website

Instagram: @upbuildnyc
Facebook: Upbuild
LinkedIn: Upbuild

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. 

In this episode, we explore the essence of the Type 9 and the insecurities and motivations that drive their every action and relationship. We walk you through the story of the Type 9’s life by looking at their journey through the Levels of Consciousness from their healthiest to their average to their most destructive ways of operating. We close the episode by offering a critical type-tailored practice to help 9s rise up in consciousness and be the best version of themselves.  

This episode is designed to help Type 9s thrive in their personal and professional lives by fostering a deeper understanding of their insecurities and motivations. It’s also an invaluable resource for friends, partners, and colleagues of Type 9s who wish to better support and relate to them.

Links

The Call to Awaken. Our flagship program on spirituality. Starts March, 2026. Open for registration. Limited spots available.

Enneagram Library Live: Join our bi-weekly conversations and teachings on the Enneagram to help you see yourself, others, and the human condition more clearly. Thursdays at 6pm ET on Zoom.

Upbuild Coaching Certification Training. Starts in October.

Upbuild Website

Instagram: @upbuildnyc
Facebook: Upbuild
LinkedIn: Upbuild

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 Steve Jobs, Chelsea Handler, MLK Jr, Donald Trump, Aretha Franklin, and Putin. 

In this episode, we explore the essence of the Type 8 and the insecurities and motivations that drive their every action and relationship. We walk you through the story of the Type 8’s life by looking at their journey through the Levels of Consciousness from their healthiest to their average to their most destructive ways of operating. We close the episode by offering a critical type-tailored practice to help 8s rise up in consciousness and be the best version of themselves.  

This episode is designed to help Type 8s thrive in their personal and professional lives by fostering a deeper understanding of their insecurities and motivations. It’s also an invaluable resource for friends, partners, and colleagues of Type 8s who wish to better support and relate to them.

Links

The Call to Awaken. Our flagship program on spirituality. Starts March, 2026. Open for registration. Limited spots available.

Enneagram Library Live: Join our bi-weekly conversations and teachings on the Enneagram to help you see yourself, others, and the human condition more clearly. Thursdays at 6pm ET on Zoom.

Upbuild Coaching Certification Training. Starts in October.

Upbuild Website

Instagram: @upbuildnyc
Facebook: Upbuild
LinkedIn: Upbuild

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 essence of the Type 7 and the insecurities and motivations that drive their every action and relationship. We walk you through the story of the Type 7’s life by looking at their journey through the Levels of Consciousness from their healthiest to their average to their most destructive ways of operating. We close the episode by offering a critical type-tailored practice to help 7s rise up in consciousness and be the best version of themselves.  

This episode is designed to help Type 7s thrive in their personal and professional lives by fostering a deeper understanding of their insecurities and motivations. It’s also an invaluable resource for friends, partners, and colleagues of Type 7s who wish to better support and relate to them.

Links

The Call to Awaken. Our flagship program on spirituality. Starts March, 2026. Open for registration. Limited spots available.

Enneagram Library Live: Join our bi-weekly conversations and teachings on the Enneagram to help you see yourself, others, and the human condition more clearly. Thursdays at 6pm ET on Zoom.

Upbuild Coaching Certification Training. Starts in October.

Upbuild Website

Instagram: @upbuildnyc
Facebook: Upbuild
LinkedIn: Upbuild

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 this episode, we explore the essence of the Type 6 and the insecurities and motivations that drive their every action and relationship. We walk you through the story of the Type 6’s life by looking at their journey through the Levels of Consciousness from their healthiest to their average to their most destructive ways of operating. We close the episode by offering a critical type-tailored practice to help 6s rise up in consciousness and be the best version of themselves.  

This episode is designed to help Type 6s thrive in their personal and professional lives by fostering a deeper understanding of their insecurities and motivations. It’s also an invaluable resource for friends, partners, and colleagues of Type 6s who wish to better support and relate to them.

Links

The Call to Awaken. Our flagship program on spirituality. Starts March, 2026. Open for registration. Limited spots available.

Enneagram Library Live: Join our bi-weekly conversations and teachings on the Enneagram to help you see yourself, others, and the human condition more clearly. Thursdays at 6pm ET on Zoom.

Upbuild Coaching Certification Training. Starts in October.

Upbuild Website

Instagram: @upbuildnyc
Facebook: Upbuild
LinkedIn: Upbuild

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 that drive their every action and relationship. We walk you through the story of the Type 5’s life by looking at their journey through the Levels of Consciousness from their healthiest to their average to their most destructive ways of operating. We close the episode by offering a critical type-tailored practice to help 5s rise up in consciousness and be the best version of themselves.  

This episode is designed to help Type 5s thrive in their personal and professional lives by fostering a deeper understanding of their insecurities and motivations. It’s also an invaluable resource for friends, partners, and colleagues of Type 5s who wish to better support and relate to them.

Links

The Call to Awaken. Our flagship program on spirituality. Starts March, 2026. Open for registration. Limited spots available.

Enneagram Library Live: Join our bi-weekly conversations and teachings on the Enneagram to help you see yourself, others, and the human condition more clearly. Thursdays at 6pm ET on Zoom.

Upbuild Coaching Certification Training. Starts in October.

Upbuild Website

Instagram: @upbuildnyc
Facebook: Upbuild
LinkedIn: Upbuild

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, Johnny Depp, Prince, Michael Jackson, and Frida Kahlo.

In this episode, we explore the essence of the Type 4 and the insecurities and motivations that drive their every action and relationship. We walk you through the story of the Type 4’s life by looking at their journey through the Levels of Consciousness from their healthiest to their average to their most destructive ways of operating. We close the episode by offering a critical type-tailored practice to help 4s rise up in consciousness and be the best version of themselves.  

This episode is designed to help Type 4s thrive in their personal and professional lives by fostering a deeper understanding of their insecurities and motivations. It’s also an invaluable resource for friends, partners, and colleagues of Type 4s who wish to better support and relate to them.

Links

The Call to Awaken. Our flagship program on spirituality. Starts March, 2026. Open for registration. Limited spots available.

Enneagram Library Live: Join our bi-weekly conversations and teachings on the Enneagram to help you see yourself, others, and the human condition more clearly. Thursdays at 6pm ET on Zoom.

Upbuild Coaching Certification Training. Starts in October.

Upbuild Website

Instagram: @upbuildnyc
Facebook: Upbuild
LinkedIn: Upbuild