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Living Well by Jen: An Enneagram Podcast
Jennifer Stanley
97 episodes
2 days ago
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.
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Self-Improvement
Education
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All content for Living Well by Jen: An Enneagram Podcast is the property of Jennifer Stanley and is served directly from their servers with no modification, redirects, or rehosting. The podcast is not affiliated with or endorsed by Podjoint in any way.
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.
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Self-Improvement
Education
Episodes (20/97)
Living Well by Jen: An Enneagram Podcast
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

  • The best types of gifts to bring comfort, serenity, and playfulness

  • Why every 1 needs a gentle reminder that “life doesn’t have to be perfect to be beautiful”


Jen also shares her new Enneagram Candle Collection, featuring a custom “Smells like Perfection” candle for Type 1s, complete with symbolic designs and a personal message to remind you you’re already good enough.

To order visit: https://livingwellbyjen.com/candles


Watch now to discover how the Enneagram can make your holiday gift-giving simple, personal, and fun!


Links to socials, website, or to book a call with Jen HERE!


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2 days ago
5 minutes 39 seconds

Living Well by Jen: An Enneagram Podcast
The Art of Giving - Introduction

Holiday shopping stress already setting in? Take a breath! You’ve just found your guide to happier giving!

Welcome to The Art of Giving, the newest series from 9 in 9: Enneagram Wisdom for Life.

In this series, Jen Stanley brings the Enneagram into the holiday season to help you shop with insight instead of stress. If you have ever asked, “What on earth do I get this person?” this is for you.


In this series, Jen will break down:

  • How the Enneagram can make gift giving meaningful and fun

  • How to use personality insights to choose thoughtful, type-specific gifts

  • What each Enneagram type truly values in a gift


From Type 1 to Type 9, Jen will walk you through what makes each personality feel seen and celebrated, so maybe you can give with confidence!


Subscribe for Enneagram-based gift giving tips all month long!


Links to socials, website, or to book a call with Jen HERE!

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2 days ago
8 minutes 33 seconds

Living Well by Jen: An Enneagram Podcast
Monsters Within - Enneagram 9

Enneagram 9s, it’s time to face your monster: Sloth!

In this final episode of Monsters Within, Jennifer Stanley uncovers the truth about the 9’s hidden monster, sloth. Spoiler: it’s not laziness. It’s the tendency to fall asleep to your own voice, desires, and needs in the name of keeping the peace.


In this episode, you’ll learn:

  • - How “keeping the peace” can silence your authentic voice
  • - The importance of reconnecting with your emotions rather than checking out
  • - The virtue that transforms avoidance

This episode wraps up the Monsters Within series, but the work of self-awareness doesn’t end here.

Comment below with your biggest takeaway from the series!

Download⁠ your FREE Monsters & Virtues PDF ⁠HERE⁠ to learn about all nine Enneagram monsters and the virtues that bring them into the light.


⁠Click HERE⁠ for links to socials, website, or to book a call with Jen.

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#Enneagram9 #PersonalGrowth #Authenticity #EnneagramWisdom

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1 week ago
7 minutes 57 seconds

Living Well by Jen: An Enneagram Podcast
Monsters Within - Enneagram 8

Enneagram 8s, your strength is unmatched, but even the boldest leaders have a monster to face.


In this episode of Monsters Within, Jennifer Stanley shines a light on the 8’s hidden monster: lust for Intensity—the craving for more power, control, and challenge that can leave you exhausted and disconnected.


Tune in to discover:

- How the drive for intensity can quietly drain your energy and relationships

- The ultimate form of courage for Enneagram Type 8s

- The virtue that can transform intensity into calm, ground strength


If you’re an Enneagram 8, or you love one, like and share this episode!


Remember, strength and softness can coexist.


Download your FREE Monsters & Virtues PDF HERE to learn about all nine Enneagram monsters and the virtues that bring them into the light.


Click HERE for links to socials, website, or to book a call with Jen.

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#Enneagram8 #PersonalGrowth #Authenticity #EnneagramWisdom #Podcast #Enneagram

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2 weeks ago
9 minutes 6 seconds

Living Well by Jen: An Enneagram Podcast
Monsters Within - Enneagram 7

Hi, Enneagram 7s! Does it ever feel like no matter how much fun, adventure, or excitement you chase, it’s never quite enough?


In this episode of Monsters Within, Jen Stanley shines a light on the playful (but oh so draining) monster behind every 7’s restless energy: gluttony, the constant craving for more.


You’ll discover:

- How the need for “more” quietly robs you of joy and peace

- The signs that you are avoiding discomfort

- The virtue that transforms gluttony and helps 7s stay grounded


Remember: You are more than the chase for the next high. Your heart can thrive in the present moment.


Download your FREE Monsters & Virtues PDF HERE for all nine Enneagram types, and start bringing your monsters into the light.

Click ⁠⁠HERE⁠⁠ for links to socials, website, or to book a call with Jen.


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#Enneagram7 #PersonalGrowth #Authenticity #EnneagramWisdom

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2 weeks ago
9 minutes 54 seconds

Living Well by Jen: An Enneagram Podcast
Monsters Within - Enneagram 6

Hey, Enneagram 6s... your brain prepares for every possible outcome. But what if all that double-checking, planning, and “what if” thinking has become its own monster?


In this Monsters Within episode of Nine in Nine: Enneagram Wisdom for Life, Jen Stanley shines a light on the hidden monster behind the 6’s loyalty and diligence: nonproductive worry.


Tune in to:

  • Recognize clues when healthy preparation turns into overthinking

  • Understand what feeds the “nonproductive worry” cycle

  • Discover the virtue that helps Enneagram 6s overcome anxiety


Remember: your thoughts don’t control you. You are braver than your monster wants you to believe.


Download your FREE Monsters & Virtues PDF for all nine Enneagram types, and start facing your inner monsters today.


Like, share, and subscribe for more Enneagram wisdom and encouragement every week!

Links to socials, website, or to book a call with Jen: https://linktr.ee/Livingwellbyjenstanley

#Enneagram6 #PersonalGrowth #Authenticity #EnneagramWisdom


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3 weeks ago
9 minutes 56 seconds

Living Well by Jen: An Enneagram Podcast
Monsters Within - Enneagram 5

Enneagram 5s, you have a monster lurking behind your brilliance!

In this episode, Jen Stanley shines a light on how avarice (greed) keeps 5s stuck in fear, isolation, and emotional withholding, and how to break free.


In this episode, you’ll discover:

  • The subtle clues that scarcity and isolation are creeping in
  • The mindset shift that helps 5s move from hoarding to generosity
  • The path toward freedom and inner peace


Remember: you have enough. You are enough. And there’s more than enough to give. Download your FREE Monsters & Virtues PDF for all nine Enneagram types to explore each Enneagram type’s shadow and virtue. You can find it HERE.


Want more Enneagram content? Subscribe now and join Jen's Designed for More class! Podcast listeners (even new ones!) get a $99 discount with the code PODCAST. Register HERE.


Click here for links to socials, website, or to book a call with Jen.


#Enneagram5 #PersonalGrowth #Authenticity #EnneagramWisdom

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3 weeks ago
8 minutes 51 seconds

Living Well by Jen: An Enneagram Podcast
Monsters Within - Enneagram 4

You long to be seen, known, and deeply understood… but a quiet voice whispers that you’ll never truly be.

Hey Enneagram 4s, it’s time to meet your monster!


In this episode, Jen Stanley shines a light on the hidden monster of envy that lives in the heart of every Type 4.

Tune in now to discover:

  • How envy twists your gift of emotional depth and creativity into scarcity and comparison
  • The clues that help you spot envy, name it, and start breaking its power
  • The virtue that transforms envy, helping you move toward calm
  • Remember: You already have everything you need. You are worthy.


If you’re ready to stop self-sabotaging and live with more peace, abundance, and love, join Jen’s Designed for More class — a five-week Enneagram course designed to help you thrive in life, relationships, and work. Podcast listeners get $99 off with code PODCAST. Click HERE to register today!


Download your FREE Monsters & Virtues PDF for all nine Enneagram types HERE.


Links to socials, website, or to book a call with Jen HERE!

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3 weeks ago
8 minutes 3 seconds

Living Well by Jen: An Enneagram Podcast
Monsters Within - Enneagram 3

Are you an Enneagram 3 or love someone who is?

This episode of Monsters Within dives deep into the “monsters” that haunt Type 3s: the drive to achieve, the sneaky challenge of self-deceit, and the journey back to true authenticity.


Key takeaways:

• Why 3s work so hard for success and recognition

• The subtle ways self-deceit shows up, even without realizing it

• Practical tools to spot when you’re shifting just to impress

• How to reconnect with authentic emotions and embrace rest

• The ultimate goal of veracity -- real, unshakeable authenticity


Ready to shine a light on what’s holding you back and unlock your full potential? Watch now, and don’t forget to like, subscribe, and download the free Monsters Within PDF guide here: https://linktr.ee/Livingwellbyjenstanley


#Enneagram3 #PersonalGrowth #Authenticity #EnneagramWisdom

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4 weeks ago
8 minutes 36 seconds

Living Well by Jen: An Enneagram Podcast
Monsters Within - Enneagram 2

🔥 Enneagram 2: Uncover Your Hidden Monster! 🔥

Are you an Enneagram Two who's always helping everyone but feeling secretly exhausted? This eye-opening episode reveals the sneaky "monster within" that's sabotaging your relationships and self-worth. Learn how your well-intentioned helpfulness might actually be driven by pride, and discover the path to true humility and self-love.


Key Takeaways:

✨ Understand the two-sided nature of pride

✨ Recognize when you're over-giving

✨ Break free from people-pleasing patterns

✨ Embrace your worth without constant validation


Perfect for empathetic helpers who want to transform their relationships and inner world. Don't miss this game-changing Enneagram wisdom! 


FREE Monsters Within Download ⁠HERE⁠. Links to socials, website, or to book a call with Jen HERE!

#Enneagram2 #PersonalGrowth #SelfLove #Relationships

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1 month ago
9 minutes 24 seconds

Living Well by Jen: An Enneagram Podcast
Monsters Within - Enneagram 1

ENNEAGRAM ONES: Crush Your Inner Monster of Irritation!


Are you an Enneagram 1 constantly battling perfectionism and hidden anger? This game-changing episode reveals:

• Why you're always feeling irritated

• The secret to transforming criticism into compassion

• How to move from constant tension to true serenity


** BONUS: Special discount for our "Designed for More" Enneagram class - use code PODCAST for $99 off! **


Don't let irritation control your life. Watch now and start your transformation!


Free Monsters Within Download ⁠HERE⁠!

Links to socials, website, or to book a call with Jen HERE!

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1 month ago
9 minutes 59 seconds

Living Well by Jen: An Enneagram Podcast
Monsters Within - Introduction

EXPOSED: The SECRET Monsters Sabotaging Your Life! 


Ever wonder why you keep falling into the SAME toxic patterns? In this MIND-BLOWING series, we're diving DEEP into the hidden monsters lurking within EACH Enneagram type!


• Discover the sneaky inner demons haunting YOU

• Learn how to confront and CONQUER your personal monsters

• Transform self-sabotage into self-mastery


From irritation to pride, deceit to envy - no monster stands a chance when you know its weakness! 💥


👉 SMASH that subscribe button and get ready to unleash your true potential!


⁠Monsters Within Free Download⁠

Links to socials, website, or to book a call with Jen HERE!

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1 month ago
4 minutes 3 seconds

Living Well by Jen: An Enneagram Podcast
Work Happy - Enneagram 9

Everyone loves having the easygoing, diplomatic Enneagram 9 in the workplace. No one has anything negative to say about you. But here is the question: Are you truly thriving at work, or just exhausting yourself trying to keep the peace?


In this episode of the Work Happy series, Jen Stanley sits down with Diane Watkins, an Enneagram 9, to explore:

  • The unique gifts that make 9s the ultimate team players

  • The obstacles that keep 9s from fully thriving in the workplace

  • A shift that helps Enneagram 9s avoid fragmentation and find balance


Tune in now if you are an Enneagram 9, or work with one! This conversation will help spark some ideas and understanding for 9s to show up with more confidence, clarity, and purpose in their careers.


Want to go deeper? Join Jen’s Designed for More class, where each Enneagram type learns practical shifts for working happier, building stronger relationships, and thriving in everyday life. Podcast listeners get an exclusive discount. You won’t want to miss this LAST CLASS OF 2025! Register here.


Click HERE for links to socials, website, or to book a call with Jen.

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1 month ago
5 minutes 33 seconds

Living Well by Jen: An Enneagram Podcast
Work Happy - Enneagram 8

Hey, Enneagram 8s! If you want to see a greater impact in your workplace, this episode is for you!

Enneagram Type 8s bring leadership and courage to address challenges head-on. But being an 8 isn’t about loving conflict.


In this episode of the Work Happy series, Jen Stanley sits down with Sarah Soderdahl, an Enneagram 8, to explore:

  • The strengths Type 8s bring to their teams and workplaces

  • The misconception of conflict and the its true purpose

  • How an 8 can build healthier workplace relationships without losing their strengths


If you are an Enneagram 8, or you work with one, this episode will help you understand how 8s can thrive at work while making a meaningful impact.


Want to go deeper? Join Jen’s Designed for More class, where you will explore practical shifts for each Enneagram type to live with more purpose, confidence, and fulfillment. Podcast listeners get an exclusive discount! Don’t miss out on the LAST CLASS OF THE YEAR! Register HERE.


Click HERE for links to socials, website, or to book a call with Jen.


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1 month ago
8 minutes 58 seconds

Living Well by Jen: An Enneagram Podcast
Work Happy - Enneagram 7

In March 2020, Enneagram 7, Rachel Priddy, opened her brick and mortar coffee shop, Rose and Lois. Twenty minutes later, the governor announced stay-home orders. Thankfully, the drive-thru stayed open as an “essential business,” offering many people their only point of human connection during days of isolation.


Fast forward to today. We’re not in COVID lockdown anymore, but the challenges Type 7 face at work are still real.


In this episode of Work Happy, Jen Stanley and Rachel Priddy dive into:

  • The Enneagram 7’s gifts of planning, ideas, and energy

  • Why feelings need to catch up with all that forward momentum

  • How avoiding emotions can lead to burnout and disconnection


7s, if you’re ready to stop escaping and start thriving in your workplace, this episode is for you!


Want to add more fun to your life and work? Join Jen’s Designed for More class. And here is a party favor just for you—podcast listeners get an exclusive discount! Register HERE!


LINKS to socials, website, or to book a call with Jen HERE.


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1 month ago
7 minutes 31 seconds

Living Well by Jen: An Enneagram Podcast
Work Happy - Enneagram 6

How do you feel when you get feedback at work? If your first instinct is relief, you might be an Enneagram Type 6.


In this episode of the Work Happy series, Jen Stanley sits down with Merran Tatum, a Type 6 and an account manager, to explore what work life looks like for an Enneagram 6. Jen and Merran cover:

  • The incredible gifts 6s bring of being prepared, responsible, and deeply committed

  • The challenge of fear-based thinking and the ways 6s get stuck

  • How feedback can become both a strength and a stumbling block


“I am not afraid to take a little bit longer to make sure the work I’m putting out—or the work our company is putting out—is our best work.” – Merran Tatum


If this sounds like you or someone you work with, tune into this episode of the Work Happy series for feedback on how 6s can shift into trusting themselves and their work. 
Want to deepen your confidence and self-trust? Don’t miss Jen’s Designed for More class, where you’ll learn how to lean into your strengths and build trust in yourself and others. Register HERE! LINKS to socials, website, or to book a call with Jen HERE!

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1 month ago
7 minutes 18 seconds

Living Well by Jen: An Enneagram Podcast
Work Happy - Enneagram 5

Do you thrive as the subject matter expert at work, but feel drained by constant interruptions? If this sounds familiar, you might be, or work alongside, an Enneagram Type 5.


In this episode of the Work Happy series, Jen Stanley sits down with Casey Ash, a Type 5, to explore what daily work life looks like through the lens of the Enneagram. They discuss:

  • Why autonomy and expertise are the sweet spot for Enneagram 5s

  • The temptations for 5s to retreat into “depth over breadth” in their careers

  • A powerful mindset shift that can help 5s unlock long-term career development and growth


Want to put this into practice? Don’t miss Jen’s Designed for More class, the final Enneagram class offered this year. Podcast listeners receive an exclusive discount! Register HERE.


LINKS to socials, website, or to book a call with Jen HERE!

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1 month ago
6 minutes 50 seconds

Living Well by Jen: An Enneagram Podcast
Work Happy - Enneagram 4

Where are you spending your emotional energy each day?


Enneagram Type 4s are known for their creativity, authenticity, and emotional intelligence. But without balance, that deep well of feeling can leave you drained and burned out, especially in the workplace.


In this episode of Work Happy, Jen Stanley sits down with Sarah McLaughlin, an Enneagram 4, to explore:

  • The importance of balance when it comes to your emotional “workload” 

  • Why creating an emotional “balance sheet” protects your creativity and energy

  • How Type 4s can lean into authenticity without exhausting themselves


If you’re an Enneagram 4 or you work with one, this episode will give you a practical shift to thrive at work while honoring your unique gifts.


DON’T MISS OUT ON THE LAST ENNEAGRAM CLASS OF 2025! Podcast listeners get a $99 discount on Jen’s Designed for More class (also called Authentically You), so tune in for the code and grab your spot! Register HERE!


LINKS to socials, website, or to book a call with Jen HERE.

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1 month ago
5 minutes 34 seconds

Living Well by Jen: An Enneagram Podcast
Work Happy - Enneagram 3

Enneagram 3s, you dream big, achieve big, and dominate in the workplace. But if your worth is tied to your work, you’ll always be left disappointed.


“Work is not a good lover, because it is impossible to work hard enough or long enough hours to make everyone in the world love you.” – Jen Stanley


In this episode of the Work Happy series, Jen interviews Kimberly Majeski, an Enneagram 3 and executive director of a global women’s organization. Together, they unpack what it really looks like to thrive as a Type 3 in the workplace without losing yourself to overachievement.


It’s powerful when you go deeper with the people in your life—friends, spouses, co-workers—and learn to be valued for who you are rather than just what you accomplish.


Don’t miss out! Tune in now and claim your special podcast discount for Jen’s Designed for More class. Register HERE.


Click HERE for links to socials, website, or to book a call with Jen!



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1 month ago
7 minutes 30 seconds

Living Well by Jen: An Enneagram Podcast
Work Happy - Enneagram 2

Staci Bemis, an Enneagram Type 2 and HR professional, shared how hard it was to put her phone away at night, afraid she’d let someone down. She admitted that when she wasn’t invited to meetings, she felt offended. Can you relate?


““Having a 2 in the workplace is truly a gift. Not only are they willing to chip in, lend a hand, and help with projects, they are also going to be relationally in tune with everyone around them.” — Jen Stanley


But here’s the challenge for Type 2s at work:

  • Pride can masquerade as being the “superhero” who saves the day

  • Overextending to appear successful only leads to exhaustion

  • Instead of thriving in relationships, 2s end up sacrificing them


In this Work Happy episode, Jen and Staci talk about how Enneagram 2s can:

  • Set healthy boundaries at work

  • Embrace work-life balance

  • Learn to rest in being loved for who they are, not just what they do


“Bringing your shadow into the light breaks its power almost immediately.” — Jen Stanley


Want to go deeper? In week 2 of my Designed for More class, we dig into these shadows and learn how to grow through them. Podcast listeners get a $99 discount! Register HERE!
LINKS to socials, website, or to book a call with Jen HERE.

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2 months ago
9 minutes 40 seconds

Living Well by Jen: An Enneagram Podcast
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.