The Point of Insight | Enter the River

    —
October 29, 2026

The Point of Insight | Enter the River

Tami Simon — October 29, 2026

What do Hermann Hesse’s Siddhartha, a roadside run-in with the law, and conversations with Eckhart Tolle, Caroline Myss, Rob Bell, and Liz Gilbert have in common? In this month’s Point of Insight, Tami Simon follows a single image — the river — through her own life and through the teachers she’s spent twenty years interviewing, and asks what it means to finally stop resisting the current and enter it.

In this Point of Insight, Tami explores:

  • How Hermann Hesse’s Siddhartha first introduced her as a young person to the river as a symbol of timelessness and impermanence
  • A humbling roadside encounter with a police officer that became an unplanned teaching on the dangers of “self-congratulatory” thinking
  • Eckhart Tolle’s answer to a question he’s asked often at retreats: how do you know if you’re making progress on the spiritual path?
  • A practice from Caroline Myss’s new Spiritual Homebase community, viewing a current challenge first through the lens of fear, then through the lens of faith
  • Author and former megachurch pastor Rob Bell on reframing risk, and why the risk of not taking a risk is often the greater one
  • Elizabeth Gilbert’s new memoir, All the Way to the River, her relationship with Rayya Elias, and the “two doors” conversation that changed the course of her life
  • The Buddhist teaching of the “stream-enterer,” one of the earliest stages of awakening to an impermanent, flowing nature

For anyone standing at the edge of a change, a risk, or an uncertainty they haven’t yet stepped into — press play and enter the river.

And if you’re intrigued by any of the guests mentioned in this episode, be sure to visit soundstrue.com/podcast to find their full episodes of Insights at the Edge.

Tami Simon started Sounds True at the age of 22 with a dream and a tape recorder. Though she had no experience running a business and only a vague idea of what she wanted the company to be, Tami had her guiding principle strongly in place: to disseminate spiritual wisdom. Over its 36-year history, Sounds True has grown into a multimedia publisher that has produced over 6,000 titles, has been included twice in the Inc. 500 list of the fastest-growing companies, and is North America’s leading publisher of spoken-word spiritual teachings.

One of the world’s very first organizations to focus on multiple bottom lines as part of its founding mandate, Sounds True has expanded steadily over the years while staying true to its original mission. Partnering with the leading spiritual teachers of our time, Sounds True now has a successful book publishing program (distributed by Macmillan) and has grown to produce events, certification programs, and transformational online learning experiences.

Tami hosts the popular Sounds True podcast, Insights at the Edge, which has now been downloaded more than 20 million times. She is also the founder of the Sounds True Foundation, which is dedicated to bringing spiritual education to people who would otherwise not have access. She lives in Boulder, Colorado, and in British Columbia with her wife, Julie Kramer, and their two spoodles, Raspberry and Bula.

Author photo © Jason Elias

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Subscribe to Insights at the Edge to hear all of Tami’s interviews (transcripts available too!), featuring Eckhart Tolle, Caroline Myss, Tara Brach, Jack Kornfield, Adyashanti, and many more.

Meet Your Host: Tami Simon

Each week on Insights at the Edge, Tami Simon interviews leading voices in the Mind/Body/Spirit space about a vast spectrum of fascinating ideas. Since 2009, Tami and her guests have been exploring the edge of understanding, nearly 1,000 episodes on the honest work of change, including spiritual discovery, awakening, intuition, purpose, trauma, and grief.

Photo © Jason Elias

Also By Author

The Point of Insight | Enter the River

What do Hermann Hesse’s Siddhartha, a roadside run-in with the law, and conversations with Eckhart Tolle, Caroline Myss, Rob Bell, and Liz Gilbert have in common? In this month’s Point of Insight, Tami Simon follows a single image — the river — through her own life and through the teachers she’s spent twenty years interviewing, and asks what it means to finally stop resisting the current and enter it.

In this Point of Insight, Tami explores:

  • How Hermann Hesse’s Siddhartha first introduced her as a young person to the river as a symbol of timelessness and impermanence
  • A humbling roadside encounter with a police officer that became an unplanned teaching on the dangers of “self-congratulatory” thinking
  • Eckhart Tolle’s answer to a question he’s asked often at retreats: how do you know if you’re making progress on the spiritual path?
  • A practice from Caroline Myss’s new Spiritual Homebase community, viewing a current challenge first through the lens of fear, then through the lens of faith
  • Author and former megachurch pastor Rob Bell on reframing risk, and why the risk of not taking a risk is often the greater one
  • Elizabeth Gilbert’s new memoir, All the Way to the River, her relationship with Rayya Elias, and the “two doors” conversation that changed the course of her life
  • The Buddhist teaching of the “stream-enterer,” one of the earliest stages of awakening to an impermanent, flowing nature

For anyone standing at the edge of a change, a risk, or an uncertainty they haven’t yet stepped into — press play and enter the river.

And if you’re intrigued by any of the guests mentioned in this episode, be sure to visit soundstrue.com/podcast to find their full episodes of Insights at the Edge.

The Point of Insight | Our Medicine Lives in the Wound


What if the very thing that wounded you is the source of the medicine you’re here to give?

In this month’s Point of Insight, Tami Simon shares a personal story: minutes before going live with an archetypal astrologer, she was told—correctly, and within seconds—that she carried “the mother of all mother wounds.” That single moment became the culmination of a much longer, gradual unfolding: a lifetime’s worth of “drops,” from a mentor she called the Queen of the Reframe, to an interview with yoga teacher and activist Seane Corn titled “Your Pain Is Your Purpose,” to an email from a business coach whose four simple words reframed everything—your karma is your dharma.

Join Tami as she reflects on:

  • How a lifelong feeling of not belonging became the soil for a life’s work helping others feel connected
  • The difference between sudden insight and the slow, gradual “boiling water” of a tipping point
  • Why real breakthrough requires going all the way through pain, not around it
  • Joanna Macy’s question—”What breaks your heart?”—and how grief and care become fuel for service
  • Why “never turn away” may be one of the most important spiritual instructions there is

This is a shorter, solo reflection from Tami—released once a month on the Insights at the Edge feed—on where our deepest wounds and our clearest purpose meet.

Listen now. →

Find the original Insights at the Edge episodes here: “Seane Corn: Your Pain Is Your Purpose“

The Point of Insight | “Half Human, Half Mystery...

Somewhere between the human being you know yourself to be and something you can only call mystery—that’s where this one lands.

In this Point of Insight, Tami Simon follows a thread that runs through decades of her own practice and hundreds of conversations on Insights at the Edge. It begins with somatic meditation and the discovery of the central channel—the flow of energy in front of the spine that yoga calls the sushumna, and that Richard Freeman once told her is the real yoga teacher. It arrives, years later, at a moment mid-interview when Tami felt something press up against her back and realized she had become, in her words, part regular human and part something with wings.

Follow along as Tami explores:

  • The central channel as a key that unlocks a prison of constricted thinking
  • What Richard Freeman and Qigong master Robert Peng each revealed about the inner teacher and the flow between ida and pingala
  • Energy intuitive Lee Harris and “the angel behind you”—an eight- to twelve-foot presence available to all of us
  • Why you can’t be a light warrior alone, and what that means for the years ahead
  • Thomas Moore, Thoreau, and learning to see the transcendent in the people you love
  • The chrysalis, the goo, and Tami’s obstinate refusal of everyone’s butterfly metaphors
  • What became possible only when she stopped clawing for something to hold and let herself fall back

For anyone in a stripped-down season, or anyone who has sensed there’s more to them than the person they can see in the mirror, this is an invitation to stop bracing—and lean into the support that’s already pressing against your back.

Listen now. →

Find the original Insights at the Edge episodes here:
Lee Harris, “Be a Future Human and Find the New”
Richard Freeman, “Living Yoga”
Robert Peng, “The Master Key: Awakening the Four Golden Wheels”

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Diane Poole Heller: “The Surprising Superpowers ...

What if the parts of you that feel the most “broken” in relationships are actually superpowers in disguise? Tami Simon speaks with psychologist and attachment expert Dr. Diane Poole Heller about her new book, The Attachment Workbook, and why insecure attachment patterns aren’t flaws to fix, but adaptive responses to understand—and heal.

Dr. Diane Poole Heller is an internationally recognized expert, author, and speaker specializing in adult attachment theory and trauma resolution. A former senior faculty member for Somatic Experiencing International, she studied for decades alongside trauma pioneer Dr. Peter Levine before developing DARE (Dynamic Attachment Re-patterning Experience), a somatic framework for healing insecure attachment. She is the author of The Power of Attachment and, most recently, The Attachment Workbook: Practical Exercises to Understand Your Patterns, Strengthen Connection, and Build Secure Relationships, part of Sounds True’s Inner Workbook series.

In this conversation, Tami and Diane explore:

  • Why secure attachment is biological—something we’re all wired for, not something only some people get
  • The hidden “superpowers” of avoidant, ambivalent, and disorganized attachment styles
  • How attachment wounds get physically trapped in the nervous system, and how the body completes what it couldn’t finish
  • The near-death experience that redirected Diane’s life’s work toward love and connection
  • Why healing attachment doesn’t require a partner, and how your relationship with yourself can be the starting point
  • The research-backed power of repair in relationships, and why learning to apologize well may matter more than never rupturing at all
  • Practical visualization exercises from The Attachment Workbook, including inviting in an imagined protector and healing the “attachment gaze”

This episode is for anyone who has wondered why connection feels so hard—whether you’re a therapist, a partner, a parent, or simply someone ready to understand your own relational patterns with more compassion.

Listen now to discover why secure attachment isn’t a fixed trait—it’s a skill, and it’s never too late to learn it.

This interview originally aired on Sounds True One, where you can enjoy early, ad-free access to episodes of Insights at the Edge: https://join.soundstrue.com/

Beatrice Chestnut: “Going Deeper with the Enneag...

What if the type you’ve been typing yourself as isn’t the whole story? Tami Simon sits down with Enneagram pioneer Beatrice Chestnut to mark the re-release of her classic guide, The Complete Enneagram, and to ask why facing our shadow, not avoiding it, is the real path to waking up.

Beatrice Chestnut, PhD, is a global expert, researcher, and educator on the Enneagram. She holds a PhD in communication studies and a master’s degree in clinical psychology, and is a licensed psychotherapist, coach, and business consultant based in San Francisco. She is the author of several acclaimed books on the Enneagram, including the newly re-released edition of The Complete Enneagram: 27 Paths to Greater Self-Knowledge, widely considered a classic in Enneagram literature.

In this conversation, Tami and Beatrice explore:

  • The difference between personality (the protective “false self” formed in childhood) and our essential, true nature
  • Why each of the nine Enneagram types has its own distinct shadow challenge to confront and integrate
  • The 27 subtypes, and why Beatrice believes they matter far more than Enneagram “wings”
  • How the connecting lines, or arrows, reveal each type’s specific growth pathway — and why the order matters
  • What each type looks like at its highest, most evolved expression
  • Why more people may be ready to “wake up” to who they really are now than ever before

This episode is for anyone who’s taken an Enneagram test and wondered what to do next, as well as therapists, coaches, and longtime students of the system looking to go deeper with the subtypes.

Listen now to discover your own path to greater self-knowledge. →

This conversation offers genuine transmission, not just concepts about awakening, but the palpable presence of realized teachers exploring the growing edge of spiritual understanding together, and it originally aired on Sounds True One.

Get a FREE month of membership at https://bit.ly/STOne-Free-Month.

Just One Question | Gabor Maté: What Keeps Me from Be...

Why do some of the most hardened people—lifers on death row, people who’ve killed—turn out to be, underneath it all, remarkably sensitive? Physician and trauma expert Dr. Gabor Maté has spent decades working with addicts and prisoners, and he’s found a pattern that upends how we usually think about cruelty and compassion.

Dr. Gabor Maté is a physician and bestselling author whose work on trauma and addiction has shaped how millions understand pain, illness, and healing. He’s the author of In the Realm of Hungry Ghosts, When the Body Says No, Scattered Minds, and, with his son Daniel, The Myth of Normal.

In this conversation, Tami and Gabor explore:

  • Why compassion is wired into us from birth and what shuts it down
  • The neuroscience of care, drawing on affective neuroscientist Jaak Panksepp’s research on emotional systems
  • What Gabor has witnessed firsthand working with lifers and people on death row
  • The difference between “orchid” and “dandelion” temperaments, and why high sensitivity can become either a liability or a gift
  • Why genes linked to addiction may really be genes for sensitivity

This one’s for anyone trying to understand the roots of cruelty, or working through their own compassion fatigue; toward others, or toward themselves.

Taken from the full Insights at the Edge conversation with Gabor Maté titled “Gabor Maté: Healing Principles to Embody in a Traumatized World”