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Inside Story | With Kristin Messegee

Inside Story | With Kristin Messegee

Jeff Cook

12 episodesEN

Show overview

Inside Story | With Kristin Messegee launched in 2025 and has put out 12 episodes in the time since. That works out to roughly 15 hours of audio in total. Releases follow a fortnightly cadence.

Episodes typically run an hour to ninety minutes — most land between 1h 3m and 1h 47m — though episode length varies meaningfully from one episode to the next. None of the episodes are flagged explicit by the publisher. It is catalogued as a EN-language Education show.

The show is actively publishing — the most recent episode landed 2 months ago, with 6 episodes already out so far this year. Published by Jeff Cook.

Episodes
12
Running
2025–2026 · 1y
Median length
1h 21m
Cadence
Fortnightly

From the publisher

An Enneagram Podcast

Latest Episodes

Season One Wrap | With Jeff Cook

As we close out Season One of Inside Story, Kristin Messegee and Jeff Cook reflect on what they’ve learned—and where the Enneagram needs to go next.This conversation moves beyond theory into practice. What actually changes us? Why do we avoid our core emotions—anger, shame, and fear—and what does it take to face them? Across the triads, patterns emerge: image types struggle to access shame, body types resist seeing their impact, and head types find subtle ways to avoid anxiety altogether.

Mar 30, 20261h 9m

Enneagram 8 | Joey Schewee | Part II

In this exchange, Kristin and Joey explore how differently the types move through the world—especially around communication, authority, affirmation, and intensity. They also examine crisis strengths, autonomy, vulnerability, and the common mistyping of bold people.The discussion broadens into themes of parenting, growth, and self-awareness. Joey reflects on raising children with an understanding of stance and wiring, while Kristin speaks candidly about discovering her own fear and authority patterns later in life. Together, they emphasize that the Enneagram doesn’t change hardwiring—but it can transform how we relate, how we repair, and how we take responsibility for the impact we have on others.LinksInside Story episode (Apple): HEREKristin Messegee's Coaching: HEREAll Joey Schewee's work at WE Solutions: HEREJoey's Upcoming book: "When Working Together Doesn't Work" : HERE

Mar 2, 202656 min

Enneagram 8 | Joey Schewee | Part I

Coaching for Enneagram Sixes with Kristin : HEREPick up Joey Schewee's new book : HERE___On this episode of Inside Story, host Kristin Messegee sits down with Enneagram teacher and workplace consultant Joey Schewee for a candid, surprisingly personal conversation about what it’s actually like to live inside Type Eight.Joey opens with her upcoming book, When Working Together Doesn’t Work—a guide born from 17 years of consulting and leading teams—and then Kristen pivots into the heart of the episode: Eight confidence, intensity, and the misunderstood inner world beneath the “big presence.” Joey challenges common stereotypes (and mistypes), reframes Eight “reactivity” as fast-moving anger that clears quickly, and names the real fuel behind Eight conflict: injustice, low effort, and compromised integrity.Together they explore the push-pull between autonomy and connection, why Eights often feel uncomfortable when attention turns toward them, and how “wanting” energy from others can feel intrusive—especially when it isn’t grounded in authenticity. Joey also shares what changed after facing something she couldn’t control, how anger can cover tenderness, and why gut types may be the most intuitive in the system.Again, Joey’s book When Working Together Doesn’t Work is available for pre-order now on Amazon and releases in March, and you can get it : HERE .

Feb 23, 202651 min

Enneagram 7 | Lindsey Davis

Kristin Messegee sits down with Lindsey Davis for a Type Seven installment of Inside Story—and what starts as a “get to know you” quickly becomes a rich, surprisingly tender exploration of how Sevens actually experience their inner world.Lindsey shares the personal upheaval of 2025 (divorce, re-finding herself, and realizing she’d been mistyped as a Two for nearly a decade), and the two of them unpack what changes when you’re finally looking through the right lens: why boundaries can feel hard for different reasons, how reframing works as both a gift and a defense, and what it’s like to feel “a good day” while quietly bracing for it to disappear.Along the way they talk somatic awareness, the body as truth-teller, the “good girl vs good woman” shift, anger as a boundary signal, and even why some Sevens show up publicly for hard topics (like politics) while avoiding the friction one-on-one. It’s funny, honest, and deeply practical—an episode for anyone trying to build self-trust, tell more of the story, and stay present when life gets complicated.

Feb 9, 20261h 15m

Enneagram 6 | Kristin Messegee

Kristin Messegee flips the script on Inside Story and lets herself be the Six, handing the interviewer role to Jeff Cook. They dig into how Sixes read strength, why reliability feels magnetic, and what “pushing against” someone really means when you need the ground to hold.We talk about triggers, control, and the specific places anxiety shows up—her husband’s health, her kids, her work, and a divided world that fuels her distrust of groupthink and institutions. They talk about unproductive thinking, why encouragement often doesn’t land, and what actually helps: interrupting the spiral through the body, regulating the system, and building an internal voice that stays kind and steady.Along the way: independence as freedom (hello, car rides), “escape” as an eject button, and a funny, skeptical detour into AI and certainty.

Jan 26, 20261h 26m

Enneagram 5 | Saleh Vallander

You can find all of Saleh Callander's books : HEREIn this episode of Inside Story, host Kristin Messegee sits down with Saleh Vallander—Sweden-based doctor, meditation teacher, and Enneagram author—for a rich, spacious conversation on Enneagram Type Five from the inside out.Saleh shares how he discovered the Enneagram on a meditation retreat in 2017, why a spiritual frame matters to him, and how storytelling, metaphor, and nonverbal language can sometimes reveal a type more accurately than intellectual description. Kristin and Saleh explore the Five’s relationship to “knowing”—not as trivia-collecting, but as a visceral hunger to uncover what’s underneath things—and the challenge of trying to isolate “type” from other parts of personality (including cognitive styles and tritype dynamics).From there, the conversation moves into the heart of Saleh's work and his book The Nine Barriers to the Heart: the way each type loses contact with essential qualities, chases a partial truth, and eventually discovers that the deepest change isn’t self-improvement—it’s acceptance. Together they name what Fives often avoid (emptiness), how that emptiness can feel like an existential threat, and why non-attachment isn’t an idealized spiritual pose but the byproduct of learning to be with what you’ve been running from.Along the way, you’ll hear striking distinctions—Five “isolation” versus Four “estrangement,” how withdrawal can look polite on the outside while fear hides underneath, and why the quest for happiness can become its own mirage when it’s driven by the “miserable self.” If you’re a Five, love a Five, or want a more honest conversation about spiritual work that doesn’t bypass suffering, this one lands deep.

Jan 12, 20261h 5m

Enneagram 4 | Monique Lacoste

Connect with Monique Here : [email protected] this far-reaching Type Four conversation, Kristin Messegee sits down with Enneagram coach Monique Lacoste to explore the inner landscape of one of the most mythologized and misunderstood Enneagram types. Together they trace what it means to carry intensity, to read truth on every level, and to live with the emotional realness of the emotionally responsive types.Monique opens the door to the lived experience of Fours: the search for authenticity, the pull toward beauty, the cultivation of mood, and the complicated dance between internal image and external mirroring. She speaks candidly about anger, passion, shame, envy, and the surprising ways these show up in real relationships, conflict, creativity, and self-understanding.They look at Tri-Fixes, instinct theory, attachment patterns, emotional truth-telling—and remaining grounded in story, vulnerability, and real-time discovery.

Dec 15, 20251h 51m

Enneagram 3 | Kelly Langley Cook

Kristin interviews Kelly Langley Cook: Enneagram Three, career educator, and the person who quietly shapes most future social studies teachers in Greeley, Colorado. Kelly spent two decades teaching high school before moving into higher ed, where she now focuses on LGBTQ+ U.S. history and teacher training at UNC. She also happens to share a life (and last name) with Jeff Cook, which means she’s lived inside Enneagram culture for a long time—while still claiming her lane as the “normal person in a world full of experts.”

Dec 1, 20251h 48m

Enneagram 2 | Jackie Contessa

In this episode of Inside Story, host Kristin Messegee (@enneagram_6_coach) sits down with Enneagram coach Jackie Contessa (@tablefor9co).Jackie talks about Twoness and pulling back the curtain on pride, need, the fear of lovelessness, the desire to be chosen, and the quiet grief Twos carry when they disconnect from themselves. Together, they explore what it means to hunger for love, how pride cuts Twos off from their own needs, and why real connection requires letting ourselves be seen without manipulation, performance, or earning.This conversation goes everywhere:• learning to meet your own needs• the Two’s relationship with shame• repairing conflict • how image types lose themselves• why boundaries can be the deepest act of love• what opens up when a Two stops curating who they areIf you’re a Two—or love a two—this episode is a masterclass in understanding what’s happening under the hood. It’s tender, hilarious, raw, and full of the kind of truth that reshapes how we show up for each other.Follow the work:🌿 Kristin: instagram.com/kristinmessegee🌿 Jackie: instagram.com/tablefor9co

Nov 17, 20251h 49m

Enneagram 1 | Jeff Cook

Become a Member of Around the Circle : HEREFrom our new podcast feed, Kristin Messegee sits down with ATC host Jeff Cook to learn Type One from the inside out.They start with the inner critic—“like being tumbled by a six-foot wave”—and why Ones wish for an edit button in real life. Jeff shares how verbal processing helps his intuition lock in, what agency feels like in the body (“gliding on glassy water”), and how anger becomes usable energy instead of something to hide.They also explore autonomy, black-and-white thinking, resentment and “memorizing sins,” the pull to problem-solve over connect, avoiding grief, and the grounding question: What’s mine to do? This is the full episode. 

Nov 3, 20251h 46m

Enneagram 9 | TJ Wilson

On this Episode, We’re kicking off Our New Podcast "Inside Story" by turning the mic toward Around the Circle co-host T.J. Wilson (Type Nine). This is a spacious, honest conversation about Nine life from inside —how “gut knowing” actually shows up, why autonomy matters so much to body types, and what conflict feels like when it lands in the body. T.J. names the costs of keeping the peace, the sideways ways anger can surface, and the mantra that’s changing his relationship to procrastination (“later is not a point in time”).Along the way we get practical: decision-making when everything feels equally important, how merging can be a superpower and a trap, why stable presence draws Sixes, and what Nines need most from the people who love them (space, time, permission—and an endpoint). Also, check out Kristin's excellent work here: Life Uninhibited – The Enneagram 6 Podcast (Kristin’s flagship show): kristinmessegee.com/podcasts/life-uninhibited-the-enneagram-6-podcast Kristin MessegeeKristin’s website (coaching for Sixes): kristinmessegee.com Kristin MessegeeZero to Sixy (Kristin’s community/program): kristinmessegee.com/zero-to-sixy-2 Kristin MessegeeInstagram: @enneagram_6_coach instagram.com

Oct 23, 20251h 30m

Trailer

We are launching Inside Story with Kristin Messegee. Kristin is a coach, interviewer, and longtime student of the Enneagram. Drawing on deep work with Sixes and trauma-informed coaching, she will be inviting highly informed guests to talk about their type, to name their motives, fear, shame, anger, desire, and the “prickly parts” others feel.

Oct 16, 20251 min
Copyright 2026 Jeff Cook