
The Road Back to You
10 minAn Enneagram Journey to Self-Discovery
Introduction
Narrator: Imagine a group of fifteen-year-old boys on a summer night in a wealthy Connecticut suburb. Fueled by adolescent bravado, they decide to streak a formal golf banquet at the local country club. Realizing they might be recognized, one of them retrieves ski masks. Moments later, six naked figures dash through the banquet hall. The men roar with laughter; the women gasp in shock. The next morning, one of the boys, author Ian Morgan Cron, is confronted by his mother, who happened to be a guest at the banquet. This humorous, if ill-advised, stunt is a literal example of a universal human truth: we all wear masks. We construct personalities to protect ourselves, to fit in, and to navigate the world, often burying our true, authentic selves in the process.
In their book, The Road Back to You: An Enneagram Journey to Self-Discovery, authors Ian Morgan Cron and Suzanne Stabile argue that this journey of self-discovery is about removing those masks. They offer the Enneagram, an ancient personality typing system, not as a rigid set of labels, but as a map to understand why we think, feel, and act the way we do, and ultimately, to find the person we were created to be.
The Personality as a Protective Mask
Key Insight 1
Narrator: The book's central premise is that the personality we present to the world is often a defense mechanism, a "false self" we construct in childhood to cope with our environment. Author Frederick Buechner described this phenomenon beautifully, suggesting that our "original, shimmering self gets buried so deep that most of us end up hardly living out of it at all." Instead, we live out of the various other selves we put on like coats and hats to protect against the world's weather.
Cron and Stabile argue that we mistake these protective layers for our true identity. The Enneagram serves as a tool to help us see the mask for what it is. It reveals the unconscious motivations that drive our behavior, allowing us to begin the work of peeling back the layers. As the monk Thomas Merton wrote, "Before we can become who we really are, we must become conscious of the fact that the person who we think we are... is at best an impostor and a stranger." The goal isn't to eliminate the personality, but to understand its patterns so we can stop being controlled by them and live from a place of authenticity.
The Enneagram as a Map to Core Motivations
Key Insight 2
Narrator: While its exact origins are mysterious, the Enneagram is presented as a sacred map of the human soul, organizing nine personality types into three distinct centers of intelligence, or Triads. Each triad is driven by a core emotion.
The Gut Triad, which includes Types Eight, Nine, and One, is driven by Anger. The Heart Triad, consisting of Types Two, Three, and Four, is motivated by Feelings and concerns about image and shame. Finally, the Head Triad, which includes Types Five, Six, and Seven, is driven by Fear.
According to Cron and Stabile, each of the nine types is also associated with a "deadly sin" or "passion." This isn't sin in the traditional sense, but rather, as Richard Rohr defines it, a "fixation that prevents the energy of life... from flowing freely." For example, the perfectionistic Type One is driven by repressed Anger, the helpful Type Two by Pride, and the adventurous Type Seven by Gluttony—a gluttony for experience to avoid pain. Understanding one's core motivation and passion is the first step toward breaking free from self-defeating patterns.
The Challenger (Type 8) and the Protector's Heart
Key Insight 3
Narrator: To see the Enneagram in action, consider Type Eight, The Challenger. Eights are driven by a need to protect themselves and be in control of their own lives and destinies. Their core passion is Lust—not in a sexual sense, but a lust for intensity and energy. They are powerful, assertive, and fiercely protective of the vulnerable.
The authors share a story about Cron's daughter, Cailey, a classic Eight. At a dinner party, her younger brother Aidan began sharing a story he heard on NPR. A politically conservative neighbor immediately launched into a tirade, humiliating the boy. The table fell silent. Cailey, seeing her brother's distress, cleared her throat and calmly but methodically dismantled the man's entire argument, leaving him speechless. She wasn't just debating; she was protecting her own. This story perfectly captures the Eight's instinct to shield the innocent and their fearlessness in the face of confrontation. They want to know that the people they love are safe, and they will use their immense strength to ensure it.
The Peacemaker (Type 9) and the Sin of Sloth
Key Insight 4
Narrator: In stark contrast to the intense Eight is Type Nine, The Peacemaker. Nines are motivated by a need to maintain inner and outer peace, avoiding conflict at all costs. Their deadly sin is Sloth, which isn't physical laziness but a spiritual "falling asleep" to their own needs, passions, and desires. To keep the peace, they merge with the agendas of others, often forgetting their own.
Cron tells a story about his wife, Anne, a Nine. One Sunday afternoon, he found her meticulously polishing silverware in the kitchen. This would be a helpful act, except for one detail: she was a teacher and had a mountain of parent-teacher comments due the next morning. By focusing on a non-essential, low-priority task, she was avoiding the stress and pressure of her real responsibilities. This is a classic Nine strategy: using routine and minor tasks to numb out and avoid confronting their own priorities. Their journey toward health involves "waking up" to their own life and recognizing that their voice and desires matter.
The Performer (Type 3) and the Deceit of Success
Key Insight 5
Narrator: Type Three, The Performer, is perhaps the archetype of modern Western culture. Motivated by a need to be valuable and worthwhile, Threes believe their worth comes from their achievements. Their deadly sin is Deceit, but it's primarily self-deceit. They so completely identify with their successful image that they lose touch with their authentic self.
Cron shares the poignant story of his father, a Type Three. His father had a glamorous career in film and television but lost everything at age forty. Yet, for the rest of his life, he continued to project an image of success. He told embellished stories of safaris with William Holden and getting James Bond his big break. He was a social chameleon, able to read a room and become whomever he needed to be to win approval. He became so good at crafting the mask of success that, as Cron notes, he eventually couldn't tell the difference between his fake image and his authentic self. For Threes, the path back to themselves involves learning that they are loved for who they are, not for what they do.
The Path to Transformation is Compassion
Key Insight 6
Narrator: Ultimately, The Road Back to You argues that the Enneagram's greatest gift is compassion. The authors tell a powerful story about a nurse named Rebecca who works with visually impaired children. In her support groups, she gives parents eyeglasses that simulate their child's specific visual disability. For a few moments, the parents experience the world as their child does—blurry, disorienting, and frustrating.
In that moment, their own frustration with their child's struggles melts away, replaced by a profound sense of empathy. They see the world from a new perspective. This is what the Enneagram offers: a chance to metaphorically wear another person's glasses. It helps a husband understand why his Loyalist Six wife sees danger everywhere, and it helps a wife understand why her Performer Three husband feels an urgent need to compete. When we see the world through another's eyes, judgment gives way to understanding, and criticism is replaced by compassion.
Conclusion
Narrator: The single most important takeaway from The Road Back to You is that self-knowledge is the beginning of love. The Enneagram is not a tool for boxing people in or excusing bad behavior. Instead, it is a key that unlocks compassion—first for ourselves, by understanding the "why" behind our actions, and then for others, by recognizing that they too are operating from a place of deep, often unconscious, motivation.
The book leaves us with a profound challenge, best captured in a quote by Thomas Merton: "The beginning of love is the will to let those we love be perfectly themselves." The journey the Enneagram invites us on is not just about identifying our flaws, but about creating the space for ourselves and others to finally take off the masks and be authentically who we were made to be. That is the true road back to you.