Do It For The Gram: An Enneagram Podcast

Milton Stewart
  • 4.9 (202)
  • Self-Improvement
  • Updated Bimonthly

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!

  1. Aug 13

    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 The B.I.G. Enneagram Retreat: bigenneagramretreat.simvoly.com/application Milton's Website: KaizenCareers.com Upcoming Events: kaizencareers.com/upcoming-events IEA Links: IEA: internationalenneagram.org IEA Podcast: international-enneagram.captivate.fm 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

  2. Jun 4

    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: Join KCEP Program: kaizen-enneagram-community.mn.co The B.I.G. Enneagram Retreat: bigenneagramretreat.simvoly.com/application Milton's Website: KaizenCareers.com Milton’s Substack: miltoncstewart.substack.com Milton’s podcast: Unstuck with Milton Stewart Upcoming Events: kaizencareers.com/upcoming-events IEA Links: IEA: internationalenneagram.org IEA Podcast: international-enneagram.captivate.fm 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

  3. May 21

    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

  4. May 7

    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: Join KCEP Program: kaizen-enneagram-community.mn.co The B.I.G. Enneagram Retreat: bigenneagramretreat.simvoly.com/application Milton's Website: KaizenCareers.com Milton’s Substack: miltoncstewart.substack.com Milton’s podcast: Unstuck with Milton Stewart Upcoming Events: kaizencareers.com/upcoming-events IEA Links: IEA Enneagram Experience 2025: ieaexperience.com IEA Podcast: international-enneagram.captivate.fm

  5. Jan 15

    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: Join KCEP Program: kaizen-enneagram-community.mn.co The B.I.G. Enneagram Retreat: bigenneagramretreat.simvoly.com/application Milton's Website: KaizenCareers.com Upcoming Events: kaizencareers.com/upcoming-events IEA Links: IEA Enneagram Experience 2025: ieaexperience.com IEA Podcast: international-enneagram.captivate.fm 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

  6. 10/16/2025

    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: Join KCEP Program: kaizen-enneagram-community.mn.co The B.I.G. Enneagram Retreat: bigenneagramretreat.simvoly.com/application Milton's Website: KaizenCareers.com Upcoming Events: kaizencareers.com/upcoming-events IEA Links: IEA Enneagram Experience 2025: ieaexperience.com IEA Podcast: international-enneagram.captivate.fm 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

  7. 10/02/2025

    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: Join KCEP Program: kaizen-enneagram-community.mn.co The B.I.G. Enneagram Retreat: bigenneagramretreat.simvoly.com/application Milton's Website: KaizenCareers.com Upcoming Events: kaizencareers.com/upcoming-events IEA Links: IEA Enneagram Experience 2025: ieaexperience.com IEA Podcast: international-enneagram.captivate.fm Connect with Benjamin: Web: enneagraminvesting.com Substack: Consume Your Own Tech Investing Book: Suit Yourself: A Portfolio Strategy for Every Personality Type

  8. 09/05/2025

    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.

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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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