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Do It For The Gram: An Enneagram Podcast

Milton Stewart

An Enneagram Podcast by Certified Enneagram Coach Milton Stewart, aimed for those who want to take personal growth and professional development to the next level!

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  • 20 episodes
  • Avg 43 min
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  • #179
    August 13 · 1 hr 4 min

    Roxanne Howe Murphy on the Four Sacred Portals

    In this episode of Do It for The Gram, Milton speaks with Roxanne Howe-Murphy, EdD, an author and Enneagram pioneer who is among the first to integrate the presence-based Enneagram and coaching and co-founded the Deep Living Lab. Roxanne talks about her new book based on a ground-breaking map, The Four Sacred Portals: Your Journey of Wholeness and Deep Kinship with Life. The book reveals the Four Sacred Portals – hidden horizontal lines within the Enneagram symbol itself – and how they provide a connection between our inner being and how we live in the world. She talks about the origin of the map and Pause Nine, an innovative and experiential introduction to this body of work that will be presented at the IEA Egypt Conference. Milton's Links and Handles: Milton’s Substack: miltoncstewart.substack.com Milton’s podcast: Unstuck with Milton Stewart Connect with Roxanne: Roxanne’s website: roxannehowemurphy.com Roxanne’s website: deeplivinglab.org Roxanne’s book: The Four Sacred Portals: Your Journey of Wholeness and Deep Kinship with Life Roxanne’s book on Amazon: The Four Sacred Portals: Your Journey of Wholeness and Deep Kinship with Life Mentioned in this episode: MiltonCStewart.Substack.com https://MiltonCStewart.Substack.com

  • #178
    June 4 · 1 hr

    Understanding The Inner Critic with Chelsea Witbrook

    In this episode of Do It for The Gram, Milton speaks with Chelsea Witbrook, a certified spiritual director and Enneagram teacher, about our inner critic that operates across all Enneagram types. The inner critic is not just a critical voice, it’s a set of beliefs, demands and expectations for how we think we need to be, preventing us from changing. It supports our positive self-image, but staying within the bounds of our types. Chelsea unpacks this internal struggle and how it differs from our inner observer, which comes from a more neutral place. She also shares practical tools and strategies to take back control of your inner narrative. Milton's Links and Handles: Milton’s Substack: miltoncstewart.substack.com Milton’s podcast: Unstuck with Milton Stewart Connect with Chelsea: Chelsea’s website: chelseawitbrook.com Chelsea’s podcast: The Enneagram of Essence Chelsea’s book: Blessing My Demons: How to Name, Tame, and Transform Your Inner Critic Mentioned in this episode: MiltonCStewart.Substack.com https://MiltonCStewart.Substack.com

  • #177
    May 21 · 15 min

    I am the IEA President now...what!?!

    In this episode of Do It for The Gram, Milton talks about his recent election as President of IEA. He highlights IEA's mission dedicated to maintaining the integrity and ethical application of the Enneagram worldwide and emphasizes the importance of supporting accredited professionals, and consistent ethical standards. Milton also reminds us that our inner work broadcasts positive energy that can help shift and change others, creating real impact to the world. Milton's Links and Handles: Milton's Website: KaizenCareers.com Milton’s Substack: miltoncstewart.substack.com IEA Links: IEA: internationalenneagram.org IEA Podcast: international-enneagram.captivate.fm Mentioned in this episode: MiltonCStewart.Substack.com https://MiltonCStewart.Substack.com

  • #176
    May 7 · 31 min

    How Your Instincts Show Love

    In this episode of Do It for The Gram, Milton introduces his new Substack and podcast. His substack provides more insights about the Enneagram and inner work, while his podcast, Unstuck, is more based on awareness and inner work. He explores his current focus on the instincts and how our dominant instinct shows how we love other people. Milton's Links and Handles: Milton’s Substack: miltoncstewart.substack.com Milton’s podcast: Unstuck with Milton Stewart Mentioned in this episode: MiltonCStewart.Substack.com https://MiltonCStewart.Substack.com

  • #175
    January 15 · 42 min

    Enneagram and Yoga with Lynn Ruolo

    In this episode of Do It for The Gram, Milton speaks with Lynn Ruolo, an Enneagram instructor and Kundalini Yoga teacher. Lynn talks about her teaching style that combines the two systems, merging the physical benefits of Kundalini Yoga with the psychological growth tools of the Enneagram. She explains the intersection of the Enneagram with the power of the breath as different Enneagram types do better with different breathwork meditation. As a CPA, she also discusses why the Enneagram it’s important for organizations. Milton's Links and Handles: Milton's Substack: MiltonCStewart.substack.com Connect with Lynn: Web: lynnroulo.com Web: rendiconsulting.com IG: @lynnroulo FB: Lynn's Community LinkedIn: linkedin.com/in/lynn-roulo-7445846 LinkedIn: linkedin.com/company/rendi-consulting E-Book: 3-Minute Kundalini Yoga Meditations for Your Enneagram Type Mentioned in this episode: MiltonCStewart.Substack.com https://MiltonCStewart.Substack.com

  • #174
    Oct 16, 2025 · 46 min

    Taming Your Money Monster with Doug Lynam

    In this episode of Do It for The Gram, Milton speaks with Doug Lynam, a Marine, monk and money manager, about his unconventional journey and his latest book, Taming Your Money Monster: 9 Paths to Money Mastery with the Enneagram. Money is necessary for everything we do in the outside world while the Enneagram tells us how we’re experiencing our inner world, so Doug discusses how we can adapt our relationship with money through the lens of the Enneagram. He explores how virtues can be helpful to Enneagram types and influence how we operate with money. Milton's Links and Handles: Milton's Substack: MiltonCStewart.substack.com Milton's Website: KaizenCareers.com Connect with Doug: Web: douglynam.com Email: doug@douglynam.com LinkedIn: linkedin.com/in/doug-lynam YouTube: youtube.com/@douglynam Facebook: facebook.com/monktomoneymanager Book: Taming Your Money Monster: 9 Paths to Money Mastery with the Enneagram Mentioned in this episode: MiltonCStewart.Substack.com https://MiltonCStewart.Substack.com

  • #173
    Oct 2, 2025 · 44 min

    Investing and the Enneagram with Benjamin Tan

    In this episode of Do It for The Gram, Milton speaks with Benjamin Tan about his book, “Suit Yourself: A Portfolio Strategy for Every Personality Type,” that dissects investing behaviors with each Enneagram personality type. Ben is the co-founder of Psyntel, a mental health tech startup and a board member of P.E.A.C.E., a non-profit promoting mental health within Georgia's AAPI communities. He shares his journey of discovering the Enneagram and how growing up in Singapore impacted his view on money. He also discusses what inspired him to blend the Enneagram with investing for his book, using pop culture references to make it more relatable. Milton's Links and Handles: Milton's Substack: MiltonCStewart.substack.com Milton's Website: KaizenCareers.com Connect with Benjamin: Web: enneagraminvesting.com Substack: Consume Your Own Tech Investing Book: Suit Yourself: A Portfolio Strategy for Every Personality Type Mentioned in this episode: MiltonCStewart.Substack.com https://MiltonCStewart.Substack.com

  • #172
    Sep 5, 2025 · 10 min

    Reinvigorate Your Enneagram Journey: Join Our Certification Program

    I'm back, again. What a summer! This episode serves as an update and invitation. Reflecting on an exhilarating summer filled with transformative experiences, I express my gratitude for the support and impactful stories shared by our listeners. Additionally, I am thrilled to announce the forthcoming Enneagram Immersion Certification program, commencing on September 17th, which promises to be a unique opportunity for personal development and communal exploration. I urge you to join us on this enlightening journey, as together we navigate the intricacies of self-awareness and enhancement through the Enneagram. Click Here To Join >> Milton's 9 Week Enneagram Immersion Certification Mentioned in this episode: International Enneagram Association IEA Enneagram Experience 2025 Enneagram and Money by Khara Croswaite Brindle and Hannah deGroot Suit Yourself by Benjamin Tan Taming Your Money Monster by Doug Lynam Takeaways: The summer has brought significant developments in the Enneagram community, which I am eager to share with you. I am profoundly grateful for the heartfelt stories from listeners about the podcast's impact on their lives. As the newly voted President-Elect of the International Enneagram Association, I am committed to promoting the Enneagram's integrity and accessibility. This September, we will commence a nine-week Enneagram immersion certification program, fostering community and personal growth among participants. The upcoming episodes will explore the vital relationship between the Enneagram and financial well-being, addressing essential topics such as money trauma and personal growth. I warmly invite you to join my certification program, which promises a transformative experience in understanding the Enneagram. Mentioned in this episode: MiltonCStewart.Substack.com https://MiltonCStewart.Substack.com

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  • #171
    Jun 19, 2025 · 45 min

    Enneagram and Money with Khara Croswaite Brindle and Hannah DeGroot

    In this episode of Do It for The Gram, Milton speaks with Khara Croswaite Brindle, a Certified Financial Therapist, and Hannah DeGroot, a Licensed Professional Counselor, Certified Enneagram Coach, Executive Coach, about their book, “Your Enneagram and Money: Transforming Enneagram Edges Into Financial Freedom,” and accompanying workbook. Khara and Hannah share how a cold DM led to writing this book that explores each Enneagram types’ relationship to money. Through a series of interviews with people who self-identity as underearners, they discuss their thought process to break down each type through the lens of the subtypes and the surprises they’ve seen from writing and releasing the book. Milton's Links and Handles: Milton's Substack: MiltonCStewart.substack.com Milton's Website: KaizenCareers.com Connect with Khara: Email Khara: croswaitecounselingpllc@gmail.com Khara’s website: croswaitecounselingpllc.com Khara’s Instagram: @kharacroswaite Khara’s LinkedIn: linkedin.com/in/kharacroswaite Connect with Hannah: Email Hannah: admin@methodandmindcoaching.com Hannah’s website: methodandmind.clientsecure.me Hannah’s Instagram: @method.and.mind Your Enneagram and Money: Book: https://a.co/d/5VLei0v Workbook: https://a.co/d/5tOvkpc Facebook Group: Your Enneagram and Money Mentioned in this episode: MiltonCStewart.Substack.com https://MiltonCStewart.Substack.com

  • #170
    Jun 5, 2025 · 44 min

    Enneagram of the Soul with Nhien Vuong

    In this episode of Do It for The Gram, Milton speaks with Reverend Nhien Vuong, an internationally accredited Enneagram professional, a certified Enneagram teacher and the founder of Evolving Enneagram. Nhien talks about her recently released book “The Enneagram of the Soul” that provides a path to wholeness for the self, while steering gently yet firmly away from the trap of solely identifying with their personality type. Nhien talks about the series of synchronicities that inspired her to write the book and the inner work that became part of her writing journey. She also shares why this book has become important for what’s happening with the world right now. Milton's Links and Handles: Milton's Substack: MiltonCStewart.substack.com Milton's Website: KaizenCareers.com Connect with Nhien: Nhien’s Website: evolvingenneagram.com Nhien’s Book: “The Enneagram of the Soul” Contemplative Enneagram Practitioner Training & Certification Program: evolvingenneagram.com/contemplative-enneagram-certification-program Nhien’s Website: nhien-vuong.com Mentioned in this episode: MiltonCStewart.Substack.com https://MiltonCStewart.Substack.com

  • #169
    May 22, 2025 · 53 min

    Social 7 - The Countertype Lens with B. Chris Simpson

    In this episode of Do It for The Gram, Milton speaks with B. Chris Simpson about being his countertype of Social 7. B. Chris shares how being this type is wild and full of adventure and why interactions with others can bring him deep levels of joy and purpose. One of his biggest challenges is to separate from consistent service to the group though, which makes him question who he is without the social setting. Does he have worth outside of this? He also compares the differences to Milton’s countertype of Self-Preservation 7 and shares what he learned from fellow self-preservation types to slow down. Milton's Links and Handles: Milton's Website: KaizenCareers.com Milton's Substack: Milton C. Stewart Substack Connect with B. Chris: Email B. Chris: Bchris.simpson@gmail.com Mentioned in this episode: MiltonCStewart.Substack.com https://MiltonCStewart.Substack.com

  • #168
    May 8, 2025 · 55 min

    A Preview of IEA Enneagram Experience 2025

    In this special collaborative episode with Do It for The Gram, the International Enneagram Association Podcast and Fathoms, Milton is joined by Seth “Creek” Creekmore, Lindsey Marks and Lee Fields as they preview the upcoming IEA Enneagram Experience 2025 - Global Conference and Celebration. All four hosts will be in attendance, so they share what they are looking forward to at this summer’s annual event while also reflecting on this year’s theme — 30 years honoring Enneagram pioneers and future frontiers. The Fathoms team will continue to host the IEA podcast with the traditional long form interviews with legendary figures as well as collect personal stories from attendees to deeply humanize this work. In their current Season Five, Fathoms has been focusing on the history of the Enneagram from the perspective of different schools and models to get a fuller picture of how they’ve come into this tool, providing an important and better framework and grounding before the conference. Milton's Links and Handles: Milton's Website: KaizenCareers.com Connect with Creek: Instagram: @_creekmore Pod: Fathoms | An Enneagram Podcast Pod: Awareness to Action Enneagram Podcast Pod: Delusional Optimism with Dr. B Connect with Lindsey: IG: @lindseyfaithdm Pod: Fathoms | An Enneagram Podcast Connect with Lee: Web: enneagrammatic.com IG: @enneagrammatic Mentioned in this episode: MiltonCStewart.Substack.com https://MiltonCStewart.Substack.com

  • #167
    May 1, 2025 · 44 min

    How Mistyping Happens with Michael Shahan, LMFT

    In this episode of Do It for The Gram, Milton speaks with Michael Shahan, a Licensed Marriage and Family Therapist practicing at Moss and Main Therapy Group in Kansas City, Missouri. Michael specializes in integrating the Enneagram into therapy, using it as a tool to help his clients work through trauma, find empathy and compassion for themselves, and move toward growth. He's also the author of The Enneagram in Practice Course. Michael talks about mistyping and why it matters through his personal experience with being mistyped as a Social Nine. He shares what helped him process his journey after discovering that he’s a Type Six, why this type is often misunderstood and how it presents differently than expected. Milton's Links and Handles: Milton's Substack: Milton C. Stewart Substack Milton's Website: KaizenCareers.com Connect with Michael: Michael’s Website: michaelshahan.com Email Michael: hello@michaelshahan.com Michael’s Instagram: @michaelshahan_therapy Coaching and resources for "Enneagram in Practice": michaelshahan.com/pages/enneagram-coaching Mentioned in this episode: MiltonCStewart.Substack.com https://MiltonCStewart.Substack.com

  • #166
    Apr 10, 2025 · 46 min

    Joel Hubbard and the Art of Growth's New Book

    In this episode of Do It For The Gram podcast, Milton speaks with Joel Hubbard, an Enneagram thought leader and certified coach, co-founder of The Art of Growth and co-host of the Art of Growth Podcast. Joel talks about his book, “Hunters, Farmer, and Teamers: Harness Human Instincts to Elevate Impact,” that came out earlier this year and was co-written with Jim Zartman. He explains the concepts behind the book by explaining the concepts of hunter, farmer and teacher and how they correlate with the instincts. Milton's Substack: Milton C. Stewart Substack Connect with Joel: Joel’s website: theartofgrowth.org Joel’s book: https://amzn.to/3FLjTbB The Art of Growth Podcast: theartofgrowth.org/podcast Milton's Links and Handles: Milton's Website: KaizenCareers.com Connect with Joel: Joel’s website: theartofgrowth.org Joel’s book: https://amzn.to/3FLjTbB The Art of Growth Podcast: theartofgrowth.org/podcast Mentioned in this episode: MiltonCStewart.Substack.com https://MiltonCStewart.Substack.com

  • #165
    Mar 13, 2025 · 45 min

    Social 8 - The Countertype Lens with Jessica Denise Dickson

    In this episode, Jessica Denise Dickson returns to Do It For The Gram to discuss her countertype of Social 8 with Milton. After learning about the Enneagram during her time in higher education, Denise initially thought she was an Enneagram Two. She spent a few years doing work as a Two, but it was when she learned about the instincts and listened to women that she realized that she’s actually an Eight. She talks about her shift to Social Eight and how she’s transformed by this information. As she integrates Enneagram in her work, Denise provides a lot of insight on why typing is a journey of discovery, growth, healing and transformation and why she focuses more on the things the types give attention to such as core fears, desires, passions and fixations. Connect with Jessica: Jessica’s Links and Handles: IG: @jessicaddicksoncoaching IG: @jessicaddickson Website: jessicaddickson.com Facebook: facebook.com/jessicaddicksoncoaching LinkedIn: linkedin.com/in/jessicaddickson LinkTree: linktr.ee/jessicaddicksoncoaching Milton's Links and Handles: Milton's Substack: Milton C. Stewart Substack Milton's Website: KaizenCareers.com Mentioned in this episode: MiltonCStewart.Substack.com https://MiltonCStewart.Substack.com

  • #164
    Feb 27, 2025 · 36 min

    Sexual 6 - The Countertype Lens with Deon Gibbs

    In this episode, Milton speaks with Deon Gibbs, a psychiatric nurse practitioner and mental health advocate. While he may be relatively new to the Enneagram, Deon is not new to inner work. He shares how his journey with the Enneagram led him to learn his type structure of Sexual Six–which he refers as “The Sexy Six”--and how it helps with his inner work. One aspect of this countertype is fear, yet Deon discusses how he uses fear in a different way and allows it to drive him to different places. Milton's Links and Handles: Milton's Website: KaizenCareers.com Milton's Substack: Milton C. Stewart Substack Connect with Deon: Deon’s Instagram: @deonalonzogibbs Email Deon: deontegibbs@yahoo.com Mental health resources: CDC - Mental Health American Psychiatric Association Mentioned in this episode: MiltonCStewart.Substack.com https://MiltonCStewart.Substack.com

  • #163
    Feb 13, 2025 · 55 min

    Sexual 5 - The Countertype Lens with Talia Guerrero

    In this episode, Milton speaks with Talia Guerrero, who speaks about her experience and inner work from being a Sexual Type Five. Talia shares her journey with the Enneagram that began with a workshop at work and how she discovered her specific type. To her, the Enneagram is not just a tool, but a lens integrated in her life. Milton's Links and Handles: Milton's Substack: Milton C. Stewart Substack Milton's Website: KaizenCareers.com Connect with Talia: Talia’s Instagram: @amor_vertical_love Read The Soul Triads Mentioned in this episode: MiltonCStewart.Substack.com https://MiltonCStewart.Substack.com

  • #162
    Jan 30, 2025 · 40 min

    Self-Preservation 4 - The Countertype Lens with Halley Simpson

    In this episode, Milton speaks with Halley Simpson, Recovery Coach and Alumni Outreach Specialist at Meadows Behavioral Healthcare, about being a Self-Preservation Four. Halley shares how the Enneagram found her when she was 19 years old and her journey in discovering that she is a Self-Preservation Four after initially thinking she was a Type Nine. With Self-Preservation Four being the most mistype of them all, Halley discusses the similarities to Type Nine and how it blends and adapts to seem like other types. She also talks about how her type contributes to her stoicism, which contributes to her not sharing her emotions freely in addition to her high threshold for emotional pain. However, her personality gives her empathy and compassion which allows her to do well in her work. Milton's Links and Handles: Milton's Substack: Milton C. Stewart Substack Milton's Website: KaizenCareers.com Connect with Halley: Halley’s Facebook: facebook.com/Halley.simpson10 Mentioned in this episode: MiltonCStewart.Substack.com https://MiltonCStewart.Substack.com

  • #161
    Jan 16, 2025 · 45 min

    Self-Preservation 3 - The Countertype Lens with Tyler Zach

    In this episode, Milton speaks with Tyler Zach, a certified Enneagram coach with over 18 years of full time ministry experience as a campus minister and pastor. Tyler is the co-founder and pastor of One Hope, a multi-ethnic church in Ohama, Nebraska, and the author of a faith-based 40 day devotional for every Enneagram type. Zach shares how he found his countertype after he initially saw himself as a Type Five and how being a Self-Preservation Three differs from the other two Threes. He also discusses how the efficiency of his countertype contributed to helping him write his nine books that he wrote an hour a day for five years. Connect with Tyler: Email Tyler: tyler@gospelforenneagram.com Tyler’s Website: tylerzach.com IG: https://www.instagram.com/gospelforenneagram Facebook: https://www.facebook.com/gospelforenneagram YouTube: https://www.youtube.com/@gospelforenneagram FREEBIE: Download Tyler's FREE 5-Day Devotional for your Enneagram Type: ⁠https://www.tylerzach.com/free⁠ Milton's Links and Handles: Milton's Substack: Milton C. Stewart Substack Milton's Website: KaizenCareers.com Mentioned in this episode: ENNEAGRAM Certification https://kaizen-enneagram-community.mn.co/ MiltonCStewart.Substack.com https://MiltonCStewart.Substack.com

  • #160
    Jan 2, 2025 · 33 min

    Self-Preservation 2 - The Countertype Lens with Seema Patel

    In this episode, Milton speaks with Seema Patel, a dedicated advocate, therapist, and educator committed to creating inclusive spaces. Seema talks about her journey towards her realization of being Enneagram Type - Self-Preservation Two and why that resonated with her more than Type Eight. With this type’s emphasis on self-care and boundaries, this contributes to her being protective of her inner circle, their time and energy as well as a helpful travel companion. Seema also talks about how being a Self-Preservation Two led to her work in a specific area of mental health for marginalized people at Hampton House, Nashville’s first BIPOC- and queer-owned counseling center. Milton's Links and Handles: Milton's Substack: Milton C. Stewart Substack Milton's Website: KaizenCareers.com Connect with Seema: For those looking for a therapist in the state of Tennessee: psychologytoday.com/us/therapists/seema-patel-nashville-tn/911187 hamptonhousecounseling.com For those looking to have someone to come speak about mental wellbeing: 9paths.com Mentioned in this episode: ENNEAGRAM Certification https://kaizen-enneagram-community.mn.co/ MiltonCStewart.Substack.com https://MiltonCStewart.Substack.com

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