The Enneagram Edge with Host Tracy O’Malley

You’re making high-level decisions every day—hiring, scaling, leading, launching. From the outside, it looks like you’ve got it all under control. But here’s the truth: if you haven’t examined who’s running the show inside of you, you’re not leading—you’re reacting. In this episode, we’re diving into what it means to truly be the CEO of your life, your business, and your legacy by understanding th...

You didn’t wake up one day and decide to play small, but somewhere along the way, you started shrinking—shrinking your truth, your voice, your edge. In this episode, I’m diving into what it really means to reclaim your edge, why you feel stuck, and how the Enneagram is the ultimate roadmap to break free from the patterns that are quietly keeping you stuck. This isn’t about surface-level fixes or c...

Parenting is one of the most humbling, triggering, and rewarding experiences we’ll ever face—and it’s also where our own wiring, patterns, and blind spots show up the most. In this episode, I dive deep into how the Enneagram can transform not just your parenting, but your entire family dynamic. Whether you’re a parent, want to be one, or influence young lives in any way, this conversation will hit...

Hey, hey! Welcome to the very first episode of The Enneagram Edge. If you’ve been riding with me for a while, you might’ve noticed the name change—and yeah, I cringed a little saying “rebrand,” but this shift was necessary. This isn’t just a podcast, it’s a revolution. We’re diving into the real, raw, and relentless journey of becoming a legend. No fluff, no surface-level talk—this is where we use...

Alright, Legends—this one is raw, real, and straight from the trenches. I’m fresh off wrist reconstruction surgery, and let me tell you, this experience has been a masterclass in surrender, trust, and finding harmony between masculine and feminine energy. If you’ve ever struggled with letting go of control, receiving support, or balancing the “do” with the “be,” this episode is for you. We’re divi...

Welcome back, Legends! In this episode, we’re diving into one of the most misunderstood yet CRUCIAL aspects of becoming a legend: the difference between transparency and vulnerability. Let’s be real—this isn’t just about sharing your story or being “open.” This is about understanding how to navigate the messy, raw, and real parts of life with discernment and courage. I get it—vulnerability is scar...

Welcome back, Legends! After a transformative hiatus, I’m hitting record again—this time with a rebranded mission and a fire burning brighter than ever. This episode is all about stepping into your legendary self. We’re not here for fluffy self-help or surface-level Enneagram chatter. Nope, this is about the real, raw, and relentless journey of becoming a legend. Legends aren’t born—they’re built....

In this episode, I dive deep into the concept of "The Elite Don't Wait in Line," a principle that applies both personally and professionally. Reflecting on my own experiences, including a six-month spiritual sabbatical, I discuss the importance of making space for the bigger, better things in life. Whether it's relationships, business opportunities, or personal growth, holding onto what isn't serv...

Hello, everyone. It's been a long time since I last recorded an episode, and today, I want to have a real conversation with you. Over the past four and a half years, I've released over 400 episodes, and I deeply appreciate your support and concern about the podcast's status. I've been on a spiritual sabbatical for the past year, which has been a transformative experience. My word for the year was...

In this episode of Lead with the Enneagram, we dive deep into the dynamics of relationships, particularly between individuals with contrasting Enneagram types. Our special guests, Kate and Aaron Howard, are a couple who embody the phrase "opposites attract," with Kate being an Enneagram Type 1 and Aaron a Type 7. They share their experiences of working with me and how understanding their Enneagram...

In this solo episode of Lead with the Enneagram I dive into the significance of birthdays and self-celebration, particularly how my own upbringing shaped my reluctance to embrace such personal milestones. I recount the stories of my birth and the mixed messages I received, which led to a lifelong journey of striving for perfection and approval, especially from my father. These narratives, while hu...

In this episode of Lead with the Enneagram, we dive deep into the practical applications of the Enneagram, particularly for those identifying as Type 7. Our special guest, Dr. Megan Daley, a self-preservation Enneagram 7 with a 748 tri-type, joins us to explore the nuances of living as a Type 7. We discuss the challenges and joys of being an Enneagram 7, from the desire for freedom and adventure t...

Our conversation today is particularly special as I chat with one of my favorite clients, Kaitlin Anthony, who is also an Enneagram 8. Kaitlin has the 837 tri-type, known as the mover and shaker, which embodies high achievement and assertiveness. Despite her success, Kaitlin opens up about the struggles and obstacles that come with her Enneagram type, particularly in parenting, business, and marri...

Our special guest, Tonya Raybon, joins us to discuss her experience with the Enneagram. Tonya has worked extensively with me, participating in retreats, one-on-one sessions, and couple's workshops. She shares her insights as a social Enneagram Type 2, also known as "The Helper," and we explore the nuances of her tri-type, 2-6-8, which is referred to as "The Rescuer." Throughout the episode, we tac...

In this special hotline episode of Lead with the Enneagram, we had the pleasure of speaking with Julie A, a one-on-one Enneagram 9 with a 935 tri-type, also known as the thinker. Julie shared her journey of self-discovery through the Enneagram and how it has impacted her both personally and professionally as a leadership and career coach at a high-level university in Chicago. We delved into the nu...

In this latest episode of "Lead with the Enneagram," I discuss the common trap of accumulating knowledge, attending events, and seeking more strategies without making real progress. I emphasize that while these activities are valuable, they may not always lead to the growth we seek. I challenge listeners to consider what the "next brave thing" is for them, which can be a deeply personal and vulner...

In this latest episode of Lead with the Enneagram, I open up about a recent self-awareness realization I had during a mastermind event involving a racetrack challenge. Despite my confidence and expertise in self-awareness, I noticed a pattern of self-sabotage when the focus was solely on me, rather than on a team or others. This led to a vulnerable moment where I recognized the importance of not j...

In this latest episode of "Lead with the Enneagram," I'm thrilled to share the insights and experiences fresh from a soulful retreat with an elite entrepreneurial mastermind group. We dove deep into the transformative power of the Enneagram, and I can't wait for you to join us on this journey. As someone who once told her therapist to take a hike when introduced to the Enneagram, I've come a long...

Today on the podcast, I take you on a deep dive into the practical applications of the Enneagram, especially focusing on Type 6, the Loyal Skeptic. In this episode, we feature a special Enneagram hotline segment where I chat with Kyle Jones, a Type 6, who brings a male perspective to understanding the Enneagram. Kyle discusses his challenges with analysis paralysis, his relationship dynamics with...

In this episode of "Lead with the Enneagram," we dive deep into the world of Enneagram Type 7s with our vibrant guest, Merilou DeLosSantos from New York. As your host, Tracy, I share my initial skepticism about the Enneagram and my journey to embracing it as a powerful tool for personal and professional development. We explore the complexities of the Enneagram, particularly for those who identify...

This week, we took a deep dive into the heart of entrepreneurship and the importance of playing the long game. I had the pleasure of chatting with my dear friend and business consultant coach, Jason Lew, who brought a wealth of knowledge and integrity to our candid conversation. We tackled the often grueling reality of showing up on social media and the pressure to constantly feed the content mons...

In this episode of "Lead with the Enneagram," we're tackling the big question: What are you willing to lose to achieve what you want? It's about discerning true desires from shiny distractions and understanding the sacrifices necessary for authentic success. I'll share my own journey of self-discovery, the tough choices I've made, and how the Enneagram has been a guiding light through it all. We'l...

In this episode, I take you on a journey through the complexities and transformative power of the Enneagram, especially focusing on Type 8's path to vulnerability and strength. Today's episode is particularly special as we delve into the "hotline" segment where listeners, who've been accurately typed by me, get to ask deeper questions about their Enneagram journey. Our guest, Talia, a vibrant Enne...

Welcome to episode 400!! Over the years, I've gone from being an Enneagram skeptic to integrating it deeply into my life and work. I've used it to build bulletproof leadership and sales teams, work with one-on-one clients, couples, and lead workshops for top executives around the world. The Enneagram has been a complex but powerful tool, and I'm here to guide you through it. In this episode, I'll...

In this episode of Lead with the Enneagram, we dive into the transformative power of the Enneagram in team building, both in professional and personal spheres. As your host, Tracy, I share my journey from being an Enneagram skeptic to a passionate advocate, using it to foster bulletproof leadership and sales teams, and to facilitate workshops for Fortune 100 executives. We discuss the critical imp...