The Enneagram Edge with Host Tracy O’Malley

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 scary as hell. And trust me, I’m living it in real time. From physical challenges (hello, wrist replacement surgery) to navigating the complexities of a blended family, financial curveballs, and spiritual tests, I’m in the trenches right now. But here’s the thing: legends don’t just rise—they rise with purpose, clarity, and connection. And that requires mastering the art of vulnerability.

This episode is packed with personal stories, actionable insights, and practical tools to help you discern when, where, and with whom to share your heart. Because misplaced vulnerability? It can cost you years, relationships, and peace of mind. But when done right, it’s the gateway to connection, growth, and the legendary life you’re meant to lead.What You’ll Learn in This Episode:

• The critical difference between transparency and vulnerability—and why both matter.
• How to discern who deserves your vulnerability (and who doesn’t).
• Why misplaced vulnerability can lead to betrayal, burnout, and emotional walls.
• How the Enneagram can help you navigate your blind spots and build stronger connections.
• Practical tools for building your “vulnerability muscle” and creating a support system that lifts you higher.

Key Takeaways:

1. Transparency vs. Vulnerability: Transparency is sharing your story after the fact—it’s safe, polished, and builds credibility. Vulnerability, on the other hand, is raw, real, and happening in the moment. It’s messy, risky, and the birthplace of true connection.
2. Discernment is Everything: Not everyone deserves your vulnerability. Take inventory of your inner circle—who can hold space for you without judgment? Who has the capacity to support you even when they’re in their own struggles?
3. The Enneagram as a Roadmap: Your Enneagram type and tri-type can reveal your blind spots around vulnerability and help you navigate relationships with precision. It’s not just a personality test—it’s a tool for transformation.
4. Build Your Vulnerability Muscle: Start small, with trusted people, and gradually expand. Vulnerability is a practice, not a one-time event.

Practical Tools for Mastering Vulnerability:

• Create a Vulnerability Map: List the people in your life and categorize them—who gets transparency, who gets vulnerability, and who gets nothing.
• Test the Foundation: Observe how people respond to your transparency before diving into vulnerability. Trust is built over time.
• Leverage the Enneagram: Use your custom blueprint to understand your motivations, fears, and blind spots. Get yours at TracyO'Malley.com.
• Practice in Safe Spaces: Start with one or two trusted individuals and build from there. Vulnerability is a muscle—you’ve got to work it to strengthen it.

Quote of the Episode:

"Legends don’t just rise—they rise with purpose, clarity, and courage. And the biggest part of courage? Letting people support you and offer wise counsel."

If this episode hit home for you, don’t keep it to yourself. Share it with someone who’s ready to step into their legendary self. And I want to hear from YOU—what’s landing for you? Slide into my DMs on Instagram (@tracy_omalley) or leave a review. Let’s rise together.

This is your time to step into your power, lead with integrity, and live a legendary legacy. Vulnerability isn’t weakness—it’s your superpower. Let’s go!

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. They rise, fall, and rise again, stronger, wiser, and more impactful every damn time. In this episode, I share the lessons from my own six-month spiritual sabbatical, the challenges I’ve faced, and the breakthroughs that have reignited my purpose. We’ll explore what it means to live, lead, and leave a legendary legacy, using the Enneagram as a powerful tool for transformation.

What You’ll Learn in This Episode:

• The difference between heroes, leaders, and legends—and why the world needs more legends.

• How the Enneagram serves as a navigation system for self-awareness, growth, and resilience.

• The importance of discernment and retreat in recalibrating your life and purpose.

• Why legends embrace adversity, face challenges head-on, and rise again with even more clarity and courage.

• Insights into my personal journey, including blending a family, navigating change, and stepping into a new season of life.

Key Takeaways:

• Legends Take the Hits: It’s not about avoiding adversity—it’s about facing it, learning from it, and rising stronger every time.

• The Power of the Enneagram: This isn’t just a personality tool, it’s a framework for transformation that helps you understand who the hell you are and how to navigate life’s challenges.

• Discernment is Key: Knowing when to step back, recalibrate, and listen to your inner wisdom is a hallmark of legendary living.

• This is Your Journey: Whether you’re leading a team, a family, or just yourself, the path to becoming a legend starts with leading yourself first.

What’s Coming This Season:

Solo episodes packed with advanced Enneagram strategies and transformational insights.
Documentary-style breakdowns of iconic figures—past, present, and even fictional—through the lens of the Enneagram.

Conversations with living legends who embody resilience, purpose, and authenticity.
Deep dives into leadership, spiritual growth, and breaking generational patterns to create a legacy that lasts.

If this episode resonated with you, don’t keep it to yourself. Share it with someone who’s ready to step into their legendary self. And I want to hear from YOU—what challenges are you facing? What do you need to rise into your legend? Slide into my DMs on Instagram (@tracy_omalley) or email me at [email protected]. Let’s do this together.

Quote of the Episode:
"The world doesn’t need more heroes. It needs more legends. Legends aren’t born—they’re built in the rising, the falling, and the rising again."

Subscribe & Review:
If you’ve gained value from this podcast, leave a review and share it with others. Let’s spread the message of living, leading, and leaving a legendary legacy.

Let’s Rise Together:
This is the year to step into your power and become the legend you were born to be. Let’s go!

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 serving you can block the elite opportunities meant for you.

I share anecdotes about friends and clients who struggled with letting go of subpar relationships and business ventures, emphasizing that the best things won't wait around while you're preoccupied with the mediocre. I also touch on my own journey, including a dating sabbatical and the painful but necessary process of friendship divorces, to illustrate how making room for the elite can lead to incredible transformations.

In business, I talk about scaling back on certain commitments to be available for more aligned opportunities. I highlight the importance of building spiritual, emotional, and physical muscles to handle the discomfort of waiting for the right opportunities to manifest.

I also introduce the new direction for the podcast, "The Legends Journey," where I'll share insights on becoming a legend in your own right, interview people I consider legends, and explore the lives of legendary figures through the lens of the Enneagram and other tools.

I encourage listeners to take action, seek support if needed, and be ready for the elite opportunities that are waiting to enter their lives. If you're ready to become the legend you were meant to be, consider working with me for six months of deep, transformative coaching. Let's make room for the elite to show up in your life.

Connect with Tracy:
Tracy’s Website http://tracyomalley.com/
Tracy on Instagram https://www.instagram.com/tracy_omalley/
Tracy on Facebook https://www.facebook.com/tracy.omalley
Tracy on Twitter https://twitter.com/TracyOMall
Tracy on LinkedIn https://www.linkedin.com/in/tracy-o-malley/

Resources:
Attend Tracy’s Enneagram Group Workshop https://www.tracyomalley.com/workshop
Access Tracy’s Enneagram Blueprint https://www.tracyomalley.com/workwithme
Using Your Stress Number to Eliminate Shame & Self-Sabotage on Lead with the Enneagram EP356 https://open.spotify.com/episode/111YMhtJjtw4sgBsN4fHs7
Book a Power Session with Tracy http://tracyomalley.com/workwithme/
Learn More About Tracy’s Enneagram Team Dynamics Workshop https://www.tracyomalley.com/workwithme
Book a Partner Session with Tracy https://www.tracyomalley.com/workwithme
Apply for 1:1 Coaching with Tracy https://www.tracyomalley.com/workwithme
Email [email protected]

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 "Emerge," and while I initially intended to come out strong, life had other plans. This sabbatical has taught me a lot about what it means to truly emerge, and I've learned to embrace a softer, more powerful version of myself.

As an Enneagram 8, I'm used to being assertive and strong, but this period has shown me the strength in vulnerability. I've been doing incredible work with teams, organizations, and individuals, and I've also been focusing on my personal life, which has seen significant changes.

During this time, I've observed the online entrepreneurial and coaching space, and I've seen a lot of manipulative marketing. I want to offer something different—real, impactful work that truly benefits you. Moving forward, this podcast will focus on what it means to be legendary. We'll discuss the Enneagram, interview legends, and explore what makes them extraordinary.

I've been preparing for this new phase, including a rebranding effort that aligns with my true self. While I don't have a specific timeline for the new branding, I want to honor the journey that has brought me here.

Thank you for your patience and support. I'm excited and a bit nervous to share this new chapter with you. If you have any topics you'd like me to cover, feel free to reach out. Let's embark on this journey together and do the damn thing. And so it is.

Connect with Tracy:
Tracy’s Website http://tracyomalley.com/
Tracy on Instagram https://www.instagram.com/tracy_omalley/
Tracy on Facebook https://www.facebook.com/tracy.omalley
Tracy on Twitter https://twitter.com/TracyOMall
Tracy on LinkedIn https://www.linkedin.com/in/tracy-o-malley/

Resources:
Attend Tracy’s Enneagram Group Workshop https://www.tracyomalley.com/workshop
Access Tracy’s Enneagram Blueprint https://www.tracyomalley.com/workwithme
Using Your Stress Number to Eliminate Shame & Self-Sabotage on Lead with the Enneagram EP356 https://open.spotify.com/episode/111YMhtJjtw4sgBsN4fHs7
Book a Power Session with Tracy http://tracyomalley.com/workwithme/
Learn More About Tracy’s Enneagram Team Dynamics Workshop https://www.tracyomalley.com/workwithme
Book a Partner Session with Tracy https://www.tracyomalley.com/workwithme
Apply for 1:1 Coaching with Tracy https://www.tracyomalley.com/workwithme
Email [email protected]

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 types has significantly improved their relationship and business ventures.

We discuss the challenges and benefits of their differing perspectives and how they've learned to navigate their partnership without "throat punching each other on the daily." Aaron, with his assertive and full-of-life Enneagram 7 traits, and Kate, with her meticulous and integrity-driven Enneagram 1 qualities, bring unique gifts to the table that, when harnessed correctly, create a powerful synergy.

The episode also touches on the importance of patience and delegation in business, especially for Enneagram Type 1s like Kate, who tend to strive for perfection and control. We explore how letting go and trusting others can lead to scaling a business and achieving a better quality of life.

Listeners get a sneak peek into what an Enneagram couple session looks like and gain insights into managing relationships with radically different partners. The Howards also introduce their new joint business venture, which leverages their strengths in social media and video marketing to help other entrepreneurs grow their brands.

If you're intrigued by the power of the Enneagram in relationships and business, or if you're considering a move to sunny Florida and need a realtor, Kate has the key. For those looking to enhance their social media presence, A. Howard Productions is the go-to resource.

Connect with Tracy:
Tracy’s Website http://tracyomalley.com/
Tracy on Instagram https://www.instagram.com/tracy_omalley/
Tracy on Facebook https://www.facebook.com/tracy.omalley
Tracy on Twitter https://twitter.com/TracyOMall
Tracy on LinkedIn https://www.linkedin.com/in/tracy-o-malley/

Resources:
Attend Tracy’s Enneagram Group Workshop https://www.tracyomalley.com/workshop
Access Tracy’s Enneagram Blueprint https://www.tracyomalley.com/workwithme
Using Your Stress Number to Eliminate Shame & Self-Sabotage on Lead with the Enneagram EP356 https://open.spotify.com/episode/111YMhtJjtw4sgBsN4fHs7
Book a Power Session with Tracy http://tracyomalley.com/workwithme/
Learn More About Tracy’s Enneagram Team Dynamics Workshop https://www.tracyomalley.com/workwithme
Book a Partner Session with Tracy https://www.tracyomalley.com/workwithme
Apply for 1:1 Coaching with Tracy https://www.tracyomalley.com/workwithme
Email [email protected]

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 humorous in retrospect, left a profound impact on my self-perception and the way I viewed my own worth.

Despite the challenges, I've come to recognize the importance of celebrating oneself and the journey we've all undertaken. I discuss the power of the Enneagram as a tool for personal growth and self-discovery, likening it to a navigation system that has helped me map out my life and guide others in their journeys.

As I reflect on my life's path, I emphasize the value of understanding our biology and biography, recognizing patterns, and embracing every part of our journey. I encourage listeners to be honest, open, and willing as they step into their roles as legendary leaders.

I am so grateful for the opportunity to share my insights and experiences through the podcast and for the impact it has on listeners. As I celebrate another year of life, I reaffirm my commitment to helping others become the legendary leaders they were born to be.

Thank you for joining me on this special day and for allowing me to be a part of your journey toward embracing your true self.

Connect with Tracy:
Tracy’s Website http://tracyomalley.com/
Tracy on Instagram https://www.instagram.com/tracy_omalley/
Tracy on Facebook https://www.facebook.com/tracy.omalley
Tracy on Twitter https://twitter.com/TracyOMall
Tracy on LinkedIn https://www.linkedin.com/in/tracy-o-malley/

Resources:
Attend Tracy’s Enneagram Group Workshop https://www.tracyomalley.com/workshop
Access Tracy’s Enneagram Blueprint https://www.tracyomalley.com/workwithme
Using Your Stress Number to Eliminate Shame & Self-Sabotage on Lead with the Enneagram EP356 https://open.spotify.com/episode/111YMhtJjtw4sgBsN4fHs7
Book a Power Session with Tracy http://tracyomalley.com/workwithme/
Learn More About Tracy’s Enneagram Team Dynamics Workshop https://www.tracyomalley.com/workwithme
Book a Partner Session with Tracy https://www.tracyomalley.com/workwithme
Apply for 1:1 Coaching with Tracy https://www.tracyomalley.com/workwithme
Email [email protected]

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 to the tendency to avoid discomfort and pain.

Dr. Megan shares her personal story of pivoting careers multiple times, from a math degree to physical therapy, and eventually to coaching. She reflects on the importance of trusting oneself and the universe when making life-altering decisions, even when they seem counterintuitive to others.
We also delve into the significance of inner child work, particularly for those who have experienced childhood trauma or have been misunderstood. Dr. Megan opens up about her struggles with connecting to her inner child and seeking clarity on what her inner child truly needs.

Lastly, we touch on Dr. Megan's aspirations to host retreats and speak at events, focusing on self-care, self-forgiveness, and authenticity for high-achieving women. She aims to create intimate, transformative experiences that allow participants to reconnect with their playful, authentic selves and embark on a journey of healing from the inside out.

Connect with Tracy:
Tracy’s Website http://tracyomalley.com/
Tracy on Instagram https://www.instagram.com/tracy_omalley/
Tracy on Facebook https://www.facebook.com/tracy.omalley
Tracy on Twitter https://twitter.com/TracyOMall
Tracy on LinkedIn https://www.linkedin.com/in/tracy-o-malley/

Resources:
Attend Tracy’s Enneagram Group Workshop https://www.tracyomalley.com/workshop
Access Tracy’s Enneagram Blueprint https://www.tracyomalley.com/workwithme
Using Your Stress Number to Eliminate Shame & Self-Sabotage on Lead with the Enneagram EP356 https://open.spotify.com/episode/111YMhtJjtw4sgBsN4fHs7
Book a Power Session with Tracy http://tracyomalley.com/workwithme/
Learn More About Tracy’s Enneagram Team Dynamics Workshop https://www.tracyomalley.com/workwithme
Book a Partner Session with Tracy https://www.tracyomalley.com/workwithme
Apply for 1:1 Coaching with Tracy https://www.tracyomalley.com/workwithme
Email [email protected]

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 marriage.

We explore the challenges of connecting with loved ones who have different Enneagram types and the importance of slowing down and tapping into the softer energies of the Enneagram, such as types 2 and 9, to foster deeper connections. Kaitlin candidly shares her experiences and the lessons she's learned about vulnerability, patience, and the power of quiet growth.

This episode is a must-listen for anyone looking to understand themselves better and lead with compassion and effectiveness. Whether you're an Enneagram 8 like us or just curious about the Enneagram, you'll find valuable insights and practical tips on how to use this tool to lead yourself and others more powerfully.

Remember, the journey of self-discovery and growth is ongoing, and the Enneagram is here to guide you every step of the way. Join us as we navigate the complexities of the Enneagram and transform our lives from the inside out.

Connect with Tracy:
Tracy’s Website http://tracyomalley.com/
Tracy on Instagram https://www.instagram.com/tracy_omalley/
Tracy on Facebook https://www.facebook.com/tracy.omalley
Tracy on Twitter https://twitter.com/TracyOMall
Tracy on LinkedIn https://www.linkedin.com/in/tracy-o-malley/

Resources:
Attend Tracy’s Enneagram Group Workshop https://www.tracyomalley.com/workshop
Access Tracy’s Enneagram Blueprint https://www.tracyomalley.com/workwithme
Using Your Stress Number to Eliminate Shame & Self-Sabotage on Lead with the Enneagram EP356 https://open.spotify.com/episode/111YMhtJjtw4sgBsN4fHs7
Book a Power Session with Tracy http://tracyomalley.com/workwithme/
Learn More About Tracy’s Enneagram Team Dynamics Workshop https://www.tracyomalley.com/workwithme
Book a Partner Session with Tracy https://www.tracyomalley.com/workwithme
Apply for 1:1 Coaching with Tracy https://www.tracyomalley.com/workwithme
Email [email protected]

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 tackle the challenges of setting boundaries, especially for Enneagram Type 2s who are naturally inclined to say "yes" and accommodate others. We emphasize the importance of pausing before committing to tasks and asking oneself if the action would still be a "yes" even without external appreciation or reciprocation.

Tonya and I also discuss strategies for understanding and interacting with loved ones through the lens of the Enneagram. We highlight the significance of the three centers of intelligence (instinctual, feeling, and thinking) and how recognizing these can improve communication and relationships within families, including with children and grandchildren.

Finally, we touch on Tonya's podcast, "Perfectly Blended," which focuses on the complexities of blended family life and the continuous blending of roles that women often navigate.

Connect with Tracy:
Tracy’s Website http://tracyomalley.com/
Tracy on Instagram https://www.instagram.com/tracy_omalley/
Tracy on Facebook https://www.facebook.com/tracy.omalley
Tracy on Twitter https://twitter.com/TracyOMall
Tracy on LinkedIn https://www.linkedin.com/in/tracy-o-malley/

Resources:
Attend Tracy’s Enneagram Group Workshop https://www.tracyomalley.com/workshop
Access Tracy’s Enneagram Blueprint https://www.tracyomalley.com/workwithme
Using Your Stress Number to Eliminate Shame & Self-Sabotage on Lead with the Enneagram EP356 https://open.spotify.com/episode/111YMhtJjtw4sgBsN4fHs7
Book a Power Session with Tracy http://tracyomalley.com/workwithme/
Learn More About Tracy’s Enneagram Team Dynamics Workshop https://www.tracyomalley.com/workwithme
Book a Partner Session with Tracy https://www.tracyomalley.com/workwithme
Apply for 1:1 Coaching with Tracy https://www.tracyomalley.com/workwithme
Email [email protected]

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 nuances of being an Enneagram 9, discussing the core emotion of anger and how it often manifests in passive-aggressive behaviors like avoidance and procrastination. Julie opened up about her challenges with confronting anger and conflict, and we explored strategies for nines to develop a healthier relationship with these emotions.

Julie also touched on her experience of grief and how it has led to feelings of sloth, a common struggle for Enneagram 9s when they are disintegrating. We discussed the importance of contrary action and how leveraging the strengths of her one and eight wings can help her navigate through tough times without getting stuck.

A significant revelation for Julie was understanding that her core motivator is freedom, not safety, which she had previously believed. This insight has prompted her to reflect on her career choices and how they align with her need for independence, autonomy, and control.

Lastly, we unpacked Julie's tri-type, the thinker (935), which combines the ambition of a three, the knowledge-seeking nature of a five, and the peacemaking qualities of a nine. This tri-type explains Julie's intellectual approach and her ability to manage situations and relationships effectively.
Throughout the episode, we emphasized the importance of self-awareness and the use of the Enneagram as a tool for personal growth. By understanding our core fears and motives, and by building the muscles of our supporting cast – our wings and growth/stress numbers – we can navigate life's challenges with grace and resilience.

For those looking to understand and support an Enneagram 9 in their life, remember to gently probe beyond their initial "I'm fine" response to truly understand their feelings. And for anyone interested in diving deeper into their Enneagram blueprint, I encourage you to visit my website and explore the resources available.


Connect with Tracy:
Tracy’s Website http://tracyomalley.com/
Tracy on Instagram https://www.instagram.com/tracy_omalley/
Tracy on Facebook https://www.facebook.com/tracy.omalley
Tracy on Twitter https://twitter.com/TracyOMall
Tracy on LinkedIn https://www.linkedin.com/in/tracy-o-malley/

Resources:
Attend Tracy’s Enneagram Group Workshop https://www.tracyomalley.com/workshop
Access Tracy’s Enneagram Blueprint https://www.tracyomalley.com/workwithme
Using Your Stress Number to Eliminate Shame & Self-Sabotage on Lead with the Enneagram EP356 https://open.spotify.com/episode/111YMhtJjtw4sgBsN4fHs7
Book a Power Session with Tracy http://tracyomalley.com/workwithme/
Learn More About Tracy’s Enneagram Team Dynamics Workshop https://www.tracyomalley.com/workwithme
Book a Partner Session with Tracy https://www.tracyomalley.com/workwithme
Apply for 1:1 Coaching with Tracy https://www.tracyomalley.com/workwithme
Email [email protected]