Do It For The Gram: An Enneagram Podcast

Latest Episodes:

Roxanne Howe Murphy on the Four Sacred Portals Aug 13, 2026

Show notes

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

Understanding The Inner Critic with Chelsea Witbrook Jun 04, 2026

Show notes

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

I am the IEA President now...what!?! May 21, 2026

Show notes

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

How Your Instincts Show Love May 07, 2026

Show notes

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

Enneagram and Yoga with Lynn Ruolo Jan 15, 2026

Show notes

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

Taming Your Money Monster with Doug Lynam Oct 16, 2025

Show notes

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

Investing and the Enneagram with Benjamin Tan Oct 02, 2025

Show notes

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

Reinvigorate Your Enneagram Journey: Join Our Certification Program Sep 05, 2025

Show notes

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

Enneagram and Money with Khara Croswaite Brindle and Hannah DeGroot Jun 19, 2025

Show notes

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

Enneagram of the Soul with Nhien Vuong Jun 05, 2025

Show notes

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