PODCAST · education
Living Well Enneagram
by Jennifer Stanley
Hosted by certified Enneagram coach, Jennifer Stanley, this show provides insights and practical tips to unlock personal growth, break free from the self-help cycle, and embrace being unapologetically YOU. Tune in for actionable steps to LIVE WELL—authentically, purposefully, and with deeper connection to yourself and others.
Episodes
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Hello, Enneagram Type 9: The Peacemaker
What if your desire to keep the peace is actually pointing you toward your Enneagram type? In this episode of the Hello Enneagram series, we explore Enneagram Type Nine, often called The Peacemaker. Type Nines are calm, supportive, and easygoing individuals who are driven by a desire for harmony,...
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Hello, Enneagram Type 8: The Challenger
What if your strength isn't about power, but protection? In this episode of the Hello Enneagram series, we explore Enneagram Type Eight, often called The Challenger. Type Eights are bold, courageous, and fiercely protective individuals who are driven by a desire to be strong, independent, and in...
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Hello, Enneagram Type 7: The Enthusiast
What if your constant search for the next exciting thing is actually a clue to your Enneagram type? In this episode of the Hello Enneagram series, we explore Enneagram Type Seven, often called The Enthusiast. Type Sevens are energetic, optimistic, and adventurous individuals who are driven by a...
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Hello, Enneagram Type 6: The Loyalist
What if your constant planning and preparation are actually clues to your Enneagram type? In this episode of the Hello Enneagram series, we explore Enneagram Type Six, often called The Loyalist. Type Sixes are thoughtful, dependable, and deeply committed individuals who are motivated by a desire...
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Hello, Enneagram Type 5: The Investigator
What if your need to understand the world is actually a clue to your Enneagram type? In this episode of the Hello Enneagram series, we explore Enneagram Type Five, often called The Investigator. Type Fives are curious, insightful, and highly analytical individuals who seek knowledge, competence,...
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Hello, Enneagram Type 4: The Individualist
What if your longing for something more is actually pointing to your core Enneagram type? In this episode of the Hello Enneagram series, we explore Enneagram Type Four, often called The Individualist. Type Fours are deeply emotional, creative, and authentic individuals who desire to live true to...
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Hello, Enneagram Type 3: The Achiever
What if your drive to succeed is about more than ambition? In this episode of the Hello Enneagram series, we explore Enneagram Type Three, often called The Achiever. Type Threes are driven, adaptable, and highly motivated individuals who thrive on accomplishment and excel at turning goals into...
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Hello, Enneagram Type 2: The Helper
What if your desire to help others is rooted in a deep longing to feel loved and valued? In this episode of the Hello Enneagram series, we explore Enneagram Type Two, often called The Helper. Type Twos are warm-hearted, generous, and deeply relational people who naturally notice the needs of…
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Hello, Enneagram Type 1: The Reformer
What if your drive to do things the right way isn't just a personality trait, but a core motivation? In this episode of the Hello Enneagram series, we explore Enneagram Type One, often called The Reformer. Type Ones are motivated by a desire to be good, responsible, and live with integrity. They...
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An Intermission Story with Leslie Hurst
What happens when you stop asking what everyone else needs from you and start asking what you want for your own life? In this episode of the Living Well Enneagram Podcast, host Jen Stanley sits down with Leslie Hurst, a nonprofit professional and graduate of the Intermission program, to discuss…
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Decision Making | Enneagram Life Hacks
In this episode of the Living Well Enneagram Podcast, host Jen Stanley explores how to use the Enneagram as a practical “life hack” for making better decisions, especially during seasons of transition, growth, and midlife change. Why do decisions feel so much harder in midlife? Between...
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Sleep | Enneagram Life Hacks
In this episode of the Living Well Enneagram Podcast, host Jen Stanley explores how to use the Enneagram to “life hack” better sleep by understanding the deeper emotional and psychological reasons we struggle to rest. If you’ve ever gone to bed exhausted but unable to quiet your mind, this…
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Procrastination | Enneagram Life Hacks
In this episode of the Living Well Enneagram Podcast, host Jen Stanley explores the real reasons we procrastinate and why it has far less to do with time management than we think. Using the Enneagram as a practical tool for self-awareness and growth, Jen breaks down how procrastination is often...
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An Intermission Story with Staci Anderson
In this episode of the Living Well Enneagram Podcast, host Jen Stanley sits down with Staci Anderson, a member of the very first Intermission cohort, to explore what it really looks like to navigate midlife transitions, rediscover your identity, and step into your next chapter with clarity and...
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The Head Triad | God & the Enneagram
In Part 3 of the God and the Enneagram series on the Living Well Enneagram Podcast, Jen Stanley is joined by Rev. Dr. Kimberly Majeski to explore the Head Triad (Enneagram Types 5, 6, and 7) and the “lost childhood messages” that shape fear, security, and independence. This episode dives into the...
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The Heart Triad | God & the Enneagram
In Part 2 of the God and the Enneagram series on the Living Well Enneagram Podcast, Jen Stanley is joined by Rev. Dr. Kimberly Majeski to explore the Heart Triad (Enneagram Types 2, 3, and 4) and the “lost childhood messages” that shape identity, worth, and relationships and how these core wounds...
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The Body Triad | God & the Enneagram
In this episode of the Living Well Enneagram Podcast, host Jen Stanley begins a three-part series entitled God and the Enneagram, exploring how the "lost childhood message" of each Enneagram type points back to a relationship with God. Joined by biblical scholar and storyteller Reverend Dr....
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An Intermission Story with Kimberly Majeski
Join Jen Stanley, host of the Living Well Enneagram Podcast, for a deeply moving conversation with Rev. Kimberly Majeski. Through the framework of a life told in three acts, Kimberly shares her journey from high-achieving ambition to an unexpected season of loss and ultimately, a story of...
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Are You Actually Overwhelmed… or is Something Deeper Going on?
Are you actually overwhelmed… or is something deeper going on? In this episode of the Living Well Enneagram Podcast, host Jen Stanley sits down with executive coach and speaker Erica Tomasik to unpack the real reason so many of us feel exhausted, overwhelmed, and stuck. Spoiler: it’s not just…
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Listen to Your Body, Don't Fix It - You Don't Need Fixed
What if your stress wasn’t something to fix, but a message your body is trying to send you? In this episode of the Living Well Enneagram Podcast, Jen Stanley is joined by Erica Tomasik (Enneagram 7 and somatic-informed coach) to explore how listening to the body, instead of overriding it, can…
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Stop Fighting Your Body | You Don't Need Fixed
Is there something wrong with my body, or am I just being asked to listen differently? In this episode of the Living Well Enneagram Podcast, Jen Stanley sits down with Roz Harris, founder of Fit Chicks and Emerge Personal Training, to talk about women’s health in midlife. This conversation…
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Shifting from Fixing to Freedom | You Don't Need Fixed
Do you ever feel like personal growth means fixing something about yourself? In this episode of the Living Well Enneagram Podcast, Jen Stanley explains why the Enneagram isn’t about fixing who you are—it’s about becoming a more balanced and whole version of yourself. Through real-life coaching...
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An Intermission Story with Roz Harris | You Don't Need Fixed
In this powerful Living Well Enneagram Podcast episode, Jen Stanley sits down with Roz Harris for an honest “intermission story” about career success, identity shifts, and stepping into Act Two. Roz shares how she built a high-level corporate career—complete with Wall Street experience, an MBA…
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Apologies & the Enneagram | Divorce, Dating, and Do-overs
Ever feel like you said “I’m sorry”… but the relationship still feels off? In this Living Well Enneagram Podcast episode, Jen Stanley explores reconciliation, repair, and “do-overs” through the lens of The Five Apology Languages by Gary Chapman and Jennifer Thomas. Tune in as Jen breaks down: The...
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Dating after Divorce & the Enneagram | Divorce, Dating, and Do-Overs
In this episode of Divorce, Dating, and Do-Overs from the Living Well Enneagram Podcast, Jen sits down with Heather Sherrill, podcast producer, to share her experience dating in her 40s after divorce. Together, they explore the realities of modern dating in 2026, the role of online dating, and…
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An Interview with Divorce Coach Leah GiaQuinta | Divorce, Dating, and Do-Overs
Divorce is one of the most disorienting transitions a person can face, and yet, so many women are expected to just “figure it out.” In this episode of the Living Well Enneagram Podcast, Jen Stanley sits down with Leah GiaQuinta, divorce transition coach, founder of Leah GiaQuinta Coaching, and...
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Divorce, Dating, and Do-Overs: An Intermission Story with Leah GiaQuinta
What happens when your life doesn’t follow the script you worked so hard to write? In this episode of Divorce, Dating, and Do-Overs from the Living Well Enneagram Podcast, Jen sits down with Leah GiaQuinta to talk about intermission—that in-between season when Act One has ended and Act Two hasn’t...
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That’s a Wrap - What 2025 Taught Us, Part 4
This is a ‘wrap’ for That’s a Wrap! In this final episode of “That’s a Wrap: What 2025 Taught Us”, Enneagram coach Jen Stanley sits down with her daughter, Anna Stanley, a recent college graduate, video editor for Imprint Media, and Enneagram Type 4. Together, they reflect on the last three…
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That's a Wrap - What 2025 Taught Us, Part 3
This week, Jen Stanley is joined by Ronni Robertson, an Enneagram 2, and copy writer/editor for Imprint Branding. Together, they revisit some of the most impactful series of the year: Life As: A complete scope of the day-to-day for each Enneagram number Work Happy: Ways that you can thrive in…
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That's a Wrap - What 2025 Taught Us, Part 2
New Year’s resolutions have a way of making us feel motivated or overwhelmed. If you are wondering where to start, or how to begin again with intention, this episode is for you! In this episode of the series “That’s a Wrap,” the 2025 recap series on the Living Well Enneagram Podcast, Enneagram...
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That's a Wrap - What 2025 Taught Us, Part 1
Welcome to Season Two of the Living Well Enneagram Podcast! After completing 114 episodes across 12 series in 2025, host Jen Stanley kicks off the new season with a reflective recap called, “That’s a Wrap.” In this episode, Jen is joined by Heather Sherrill, CEO and Founder of Imprint Branding…
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Calm and Bright - Enneagram 9
Enneagram 9s, are you feeling the pressure to stay agreeable and keep things smooth and conflict-free this season? In the LAST “Calm and Bright” episode, Enneagram coach Jen Stanley offers thoughtful, grounding gifts to help Enneagram 9s stay connected to themselves while navigating the holidays...
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Calm and Bright - Enneagram 8
For an Enneagram 8, the holiday season can bring out a strong need to manage, protect, and stay in control. If you feel the pressure to hold everything together, anticipate every need, or stay on high alert for potential conflict, this episode is for you. In this Living Well by Jen episode,...
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Calm and Bright - Enneagram 7
This season has all of the possibilities and potential, which sound GREAT for an Enneagram 7. However the same spirit that can bring excitement can also bring overwhelm. The Christmas season can activate an Enneagram 7’s desire to stay busy, stay positive, and stay ahead of any potential...
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Calm and Bright - Enneagram 6
Holiday planning can feel overwhelming especially when you’re juggling food allergies, family dynamics, travel schedules, and everyone’s emotional temperature. For Enneagram 6s, Christmas can feel like creating a wedding seating chart on steroids. There’s so much to anticipate, prepare for, and...
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Calm and Bright - Enneagram 5
Cozy gatherings, constant connection, full calendars, and nonstop noise… December may feel festive to some, but for an Enneagram 5, it can feel overwhelming fast. What’s meant to be joyful can quickly turn into something to survive rather than enjoy.In this 9 in 9 episode, Enneagram coach Jen...
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Calm and Bright - Enneagram 4
Christmas is supposed to feel magical… but what if it doesn’t? If you are an Enneagram 4, the holidays can stir up deep emotions of longing, disappointment, nostalgia, and the pressure for everything to feel meaningful and beautiful. When reality doesn’t match the picture in your head, December…
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Calm and Bright - Enneagram 3
December can amplify an Enneagram 3’s drive to achieve, perform, and prove. If this holiday season feels more exhausting than joyful, this 9 in 9 episode is for you. Certified Enneagram coach Jen Stanley offers thoughtful gifts you don’t want to miss: Two questions and a mantra to help hear the...
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Calm and Bright - Enneagram 2
What if you didn’t have to hold the whole season together? What if you didn’t have to worry about perfect gifts? What if you got to rest this Christmas season? In this “Calm and Bright” episode of Nine in Nine, Enneagram expert Jen Stanley has a handful of gifts to help Enneagram 2s find peace in…
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Calm and Bright - Enneagram 1
Can you imagine a holiday season without the pressure to be perfect? In this “Calm and Bright” episode of Nine in Nine, Enneagram expert Jen Stanley offers Enneagram 1s a set of grounding “gifts” designed to quiet the inner critic and create more joy, presence, and peace this December. In this...
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Calm and Bright - Introduction
Welcome to Calm and Bright, the final Nine in Nine Enneagram series of the year, created to help you experience a more peaceful, grounded, and joy-filled December. If the holidays often feel chaotic, overwhelming, or emotionally complicated, this is the series to tune in! Jen will share why...
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The Art of Giving - Enneagram 9
If you have an Enneagram 9 in your life, you already know: they rarely ask for anything, which makes gift-giving feel nearly impossible. So what kind of gift actually helps a 9 feel seen, valued, and deeply appreciated? In this 9 in 9 episode, Jen Stanley explores the key insights that make all…
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The Art of Giving - Enneagram 8
If you have ever bought a gift for an Enneagram 8, you already know it has to be strong, intentional, and absolutely genuine. But in a season of mass-produced gifts, how do you find something that actually resonates with the boldest number on the Enneagram? In this episode of Living Well...
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The Art of Giving - Enneagram 7
How do you shop for the person who wants every option, everywhere, all at once? Enneagram 7s are the joy seekers of the Enneagram, but choosing the right gift for a 7 takes more than picking something fun. It requires understanding what makes their heart come alive. In this episode, you’ll...
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The Art of Giving - Enneagram 6
How do you shop for someone who has already thought through every possibility? Enneagram 6s are thoughtful, loyal, and always preparing for the “what if,” which can make gift giving a little more difficult. But don’t worry! In this episode, Jen Stanley will break down how to choose a gift that...
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The Art of Giving - Enneagram 5
Shopping for an Enneagram 5 can feel impossible, especially when they’ve already researched every option. But the good news? With the right insight, you can give a 5 a gift that feels meaningful, personal, and deeply seen. In this episode of Living Well Enneagram's newest podcast series "The Art…
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The Art of Giving - Enneagram 4
Giving a gift to an Enneagram 4 can feel intimidating, but it doesn’t have to be! Enneagram 4s are creative, emotionally rich, and beautifully introspective. They care about meaning much more than a price tag. In this episode of Living Well Enneagram's newest podcast series "The Art of Giving,"…
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The Art of Giving - Enneagram 3
When Enneagram 3s give gifts, they want them to be beautiful, because excellence is their love language. But what kind of gift makes a 3 feel truly excellent? In this episode of Living Well Enneagram's newest podcast series "The Art of Giving," Jen Stanley shares how to give something that speaks...
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The Art of Giving - Enneagram 2
This holiday season, skip the stress and discover the art of giving through the Enneagram! In this episode of 9 in 9: Enneagram Wisdom for Life, Jen Stanley shines a light on giving gifts to Enneagram 2s, the warm-hearted ones who have probably had everyone else’s gifts picked out and wrapped…
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The Art of Giving - Enneagram 1
Do you ever feel stressed out about finding the perfect gift? You are not alone! In this episode of The Art of Giving, part of the Nine in Nine, Jen Stanley dives into what makes Enneagram 1s feel seen and valued. You’ll learn: What kinds of gift align with a Type 1’s integrity and core values…
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ABOUT THIS SHOW
Hosted by certified Enneagram coach, Jennifer Stanley, this show provides insights and practical tips to unlock personal growth, break free from the self-help cycle, and embrace being unapologetically YOU. Tune in for actionable steps to LIVE WELL—authentically, purposefully, and with deeper connection to yourself and others.
HOSTED BY
Jennifer Stanley
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