Do It For The Gram: An Enneagram Podcast

Episodes

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  Roxanne Howe Murphy on the Four Sacred Portals 13.08.2026 1h 4m

  Roxanne Howe Murphy reveals the Four Sacred Portals—hidden horizontal lines within the Enneagram symbol itself—and how they map to capacities in your body for moving beyond ego toward wholeness. This is the work that happens after you've identified your type.
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  Understanding The Inner Critic with Chelsea Witbrook 04.06.2026 1h

  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.comMilton’s podcast: Unstuck with Milton StewartConnect with Chelsea:Chelsea’s website: chelseawitbrook.comChelsea’s podcast: The Enneagram of EssenceChelsea’s book: Blessing My Demons: How to Name, Tame, and Transform Your Inner CriticMentioned in this episode:MiltonCStewart.Substack.comhttps://MiltonCStewart.Substack.com
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  I am the IEA President now...what!?! 21.05.2026 15m

  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.comMilton’s Substack: miltoncstewart.substack.comIEA Links:IEA: internationalenneagram.orgIEA Podcast: international-enneagram.captivate.fmMentioned in this episode:MiltonCStewart.Substack.comhttps://MiltonCStewart.Substack.com
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  How Your Instincts Show Love 07.05.2026 31m

  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.comMilton’s podcast: Unstuck with Milton StewartMentioned in this episode:MiltonCStewart.Substack.comhttps://MiltonCStewart.Substack.com
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  Enneagram and Yoga with Lynn Ruolo 15.01.2026 42m

  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.comConnect with Lynn:Web: lynnroulo.comWeb: rendiconsulting.comIG: @lynnrouloFB: Lynn's CommunityLinkedIn: linkedin.com/in/lynn-roulo-7445846LinkedIn: linkedin.com/company/rendi-consultingE-Book: 3-Minute Kundalini Yoga Meditations for Your Enneagram TypeMentioned in this episode:MiltonCStewart.Substack.comhttps://MiltonCStewart.Substack.com
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  Taming Your Money Monster with Doug Lynam 16.10.2025 46m

  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.comMilton's Website: KaizenCareers.comConnect with Doug:Web: douglynam.comEmail: doug@douglynam.comLinkedIn: linkedin.com/in/doug-lynamYouTube: youtube.com/@douglynamFacebook: facebook.com/monktomoneymanagerBook: Taming Your Money Monster: 9 Paths to Money Mastery with the EnneagramMentioned in this episode:MiltonCStewart.Substack.comhttps://MiltonCStewart.Substack.com
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  Investing and the Enneagram with Benjamin Tan 02.10.2025 44m

  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.comMilton's Website: KaizenCareers.comConnect with Benjamin:Web: enneagraminvesting.comSubstack: Consume Your Own Tech InvestingBook: Suit Yourself: A Portfolio Strategy for Every Personality TypeMentioned in this episode:MiltonCStewart.Substack.comhttps://MiltonCStewart.Substack.com
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  Reinvigorate Your Enneagram Journey: Join Our Certification Program 05.09.2025 10m

  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 CertificationMentioned 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.comhttps://MiltonCStewart.Substack.com
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  Enneagram and Money with Khara Croswaite Brindle and Hannah DeGroot 19.06.2025 45m

  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.comMilton's Website: KaizenCareers.comConnect with Khara:Email Khara: croswaitecounselingpllc@gmail.comKhara’s website: croswaitecounselingpllc.comKhara’s Instagram: @kharacroswaiteKhara’s LinkedIn: linkedin.com/in/kharacroswaiteConnect with Hannah:Email Hannah: admin@methodandmindcoaching.comHannah’s website: methodandmind.clientsecure.meHannah’s Instagram: @method.and.mindYour Enneagram and Money:Book: https://a.co/d/5VLei0vWorkbook: https://a.co/d/5tOvkpcFacebook Group: Your Enneagram and MoneyMentioned in this episode:MiltonCStewart.Substack.comhttps://MiltonCStewart.Substack.com
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  Enneagram of the Soul with Nhien Vuong 05.06.2025 44m

  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.comMilton's Website: KaizenCareers.comConnect with Nhien:Nhien’s Website: evolvingenneagram.comNhien’s Book: “The Enneagram of the Soul”Contemplative Enneagram Practitioner Training & Certification Program: evolvingenneagram.com/contemplative-enneagram-certification-programNhien’s Website: nhien-vuong.comMentioned in this episode:MiltonCStewart.Substack.comhttps://MiltonCStewart.Substack.com
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  Social 7 - The Countertype Lens with B. Chris Simpson 22.05.2025 53m

  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.comMilton's Substack: Milton C. Stewart SubstackConnect with B. Chris:Email B. Chris: Bchris.simpson@gmail.comMentioned in this episode:MiltonCStewart.Substack.comhttps://MiltonCStewart.Substack.com
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  A Preview of IEA Enneagram Experience 2025 08.05.2025 55m

  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.comConnect with Creek:Instagram: @_creekmorePod: Fathoms | An Enneagram PodcastPod: Awareness to Action Enneagram PodcastPod: Delusional Optimism with Dr. BConnect with Lindsey:IG: @lindseyfaithdmPod: Fathoms | An Enneagram PodcastConnect with Lee:Web: enneagrammatic.comIG: @enneagrammaticMentioned in this episode:MiltonCStewart.Substack.comhttps://MiltonCStewart.Substack.com
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  How Mistyping Happens with Michael Shahan, LMFT 01.05.2025 44m

  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 SubstackMilton's Website: KaizenCareers.comConnect with Michael:Michael’s Website: michaelshahan.comEmail Michael: hello@michaelshahan.comMichael’s Instagram: @michaelshahan_therapyCoaching and resources for "Enneagram in Practice": michaelshahan.com/pages/enneagram-coachingMentioned in this episode:MiltonCStewart.Substack.comhttps://MiltonCStewart.Substack.com
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  Joel Hubbard and the Art of Growth's New Book 10.04.2025 46m

  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 SubstackConnect with Joel:Joel’s website: theartofgrowth.orgJoel’s book: https://amzn.to/3FLjTbBThe Art of Growth Podcast: theartofgrowth.org/podcastMilton's Links and Handles:Milton's Website: KaizenCareers.comConnect with Joel:Joel’s website: theartofgrowth.orgJoel’s book: https://amzn.to/3FLjTbBThe Art of Growth Podcast: theartofgrowth.org/podcastMentioned in this episode:MiltonCStewart.Substack.comhttps://MiltonCStewart.Substack.com
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  Social 8 - The Countertype Lens with Jessica Denise Dickson 13.03.2025 45m

  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: @jessicaddicksoncoachingIG: @jessicaddicksonWebsite: jessicaddickson.comFacebook: facebook.com/jessicaddicksoncoachingLinkedIn: linkedin.com/in/jessicaddicksonLinkTree: linktr.ee/jessicaddicksoncoachingMilton's Links and Handles:Milton's Substack: Milton C. Stewart SubstackMilton's Website: KaizenCareers.comMentioned in this episode:MiltonCStewart.Substack.comhttps://MiltonCStewart.Substack.com
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  Sexual 6 - The Countertype Lens with Deon Gibbs 27.02.2025 36m

  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.comMilton's Substack: Milton C. Stewart SubstackConnect with Deon:Deon’s Instagram: @deonalonzogibbsEmail Deon: deontegibbs@yahoo.comMental health resources:CDC - Mental HealthAmerican Psychiatric AssociationMentioned in this episode:MiltonCStewart.Substack.comhttps://MiltonCStewart.Substack.com
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  Sexual 5 - The Countertype Lens with Talia Guerrero 13.02.2025 55m

  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 SubstackMilton's Website: KaizenCareers.comConnect with Talia: Talia’s Instagram: @amor_vertical_loveRead The Soul TriadsMentioned in this episode:MiltonCStewart.Substack.comhttps://MiltonCStewart.Substack.com
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  Self-Preservation 4 - The Countertype Lens with Halley Simpson 30.01.2025 40m

  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 SubstackMilton's Website: KaizenCareers.comConnect with Halley: Halley’s Facebook: facebook.com/Halley.simpson10Mentioned in this episode:MiltonCStewart.Substack.comhttps://MiltonCStewart.Substack.com
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  Self-Preservation 3 - The Countertype Lens with Tyler Zach 16.01.2025 45m

  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.comTyler’s Website: tylerzach.comIG: https://www.instagram.com/gospelforenneagramFacebook: https://www.facebook.com/gospelforenneagramYouTube: https://www.youtube.com/@gospelforenneagramFREEBIE: Download Tyler's FREE 5-Day Devotional for your Enneagram Type: ⁠https://www.tylerzach.com/free⁠Milton's Links and Handles:Milton's Substack: Milton C. Stewart SubstackMilton's Website: KaizenCareers.comMentioned in this episode:ENNEAGRAM Certificationhttps://kaizen-enneagram-community.mn.co/MiltonCStewart.Substack.comhttps://MiltonCStewart.Substack.com
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  Self-Preservation 2 - The Countertype Lens with Seema Patel 02.01.2025 33m

  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 SubstackMilton's Website: KaizenCareers.comConnect with Seema: For those looking for a therapist in the state of Tennessee: psychologytoday.com/us/therapists/seema-patel-nashville-tn/911187hamptonhousecounseling.comFor those looking to have someone to come speak about mental wellbeing: 9paths.comMentioned in this episode:ENNEAGRAM Certificationhttps://kaizen-enneagram-community.mn.co/MiltonCStewart.Substack.comhttps://MiltonCStewart.Substack.com