Hector sits down with leadership coach and Dad Nation host Mitchell Osmond to explore what it truly means to be a present, purpose-driven man in today’s world. Together, they unpack the myth of work-life “balance,” discuss how to integrate leadership at home and in business, and reflect on how modern men can build a meaningful legacy through alignment, confidence, and intentional fatherhood. Mitchell shares his journey of breaking generational patterns, redefining success beyond titles, and learning how to “be a B-minus dad” in different seasons of life. With vulnerable storytelling, practical insights, and a mission-first mindset, this episode speaks directly to men ready to own their role at home and in the world.

Chapters:

• 00:00:00 - The Real Talk Begins: Meet Mitchell Osmond
• 00:01:48 - Shifting Gears: When Life Demands a Pivot
• 00:02:34 - Juggling Fatherhood and the Grind
• 00:03:48 - What Does It Mean to Be a Man Today?
• 00:07:02 - The Moments That Made Me
• 00:12:31 - Finding Yourself Without Losing Everything
• 00:17:41 - Showing Up, Even When It's Messy
• 00:28:52 - Fatherhood Isn’t a Role—It’s the Legacy
• 00:31:00 - Final Words and Where to Go Next

Links And Resources:

• Website
• Dad Nation Podcast
• Dad Nation on YouTube
• Hector Santiesteban on LinkedIn
• Hector Santiesteban on Twitter

Thanks so much for joining us this week. Want to subscribe to Modern Masculinity? Have some feedback you’d like to share? Connect with us on iTunes and leave us a review!

In this raw and soul-stirring conversation, certified life transformation coach and spiritual leader Andrew L. Anderson joins Hector to explore what it truly means to be a man in today's world. From taking in children whose parents are incarcerated to rewriting deep-rooted beliefs formed in childhood, Andrew opens up about his own journey from performance-driven living to heart-centered masculinity. Together, they unpack topics like emotional intelligence, modern fatherhood, identity crises, and the healing power of service, gratitude, and nature. If you've ever wrestled with anger, frustration, or not feeling “good enough,” this episode offers both practical insight and compassionate encouragement. Discover why wholeness—not perfection—is the new masculine strength, and how aligning your head, heart, and gut can lead to lasting inner freedom.

Chapters:

• 00:00:00 - Welcome to the Modern Masculinity Podcast
• 00:01:50 - Who Is Andrew L. Anderson?
• 00:02:23 - Life’s Curveballs and How to Respond
• 00:02:51 - Holding Space for Your People
• 00:04:19 - Leading with Integrity, Not Ego
• 00:04:52 - Fatherhood That Transforms the Man
• 00:09:34 - Finding Identity in a Noisy World
• 00:17:16 - Aligning Head, Heart, and Gut
• 00:32:20 - Tools to Elevate Your Growth
• 00:34:34 - Final Reflections & How to Connect

Links And Resources:

• Website
• Andrew Anderson on LinkedIn
• Hector Santiesteban on LinkedIn
• Hector Santiesteban on Twitter

Thanks so much for joining us this week. Want to subscribe to Modern Masculinity? Have some feedback you’d like to share? Connect with us on iTunes and leave us a review!

Hector sits down with Pablo—music producer and somatic breathwork practitioner—for a vulnerable conversation about navigating purpose, presence, and the paradox of modern masculinity. As a single man looking ahead to fatherhood, Pablo questions how much of his time should be spent on personal development versus being of service to others. Together, they explore the tension between self-work and contribution, the quiet weight of unrealized potential, and the profound shifts that happen when a man begins to ask, “What am I really doing with my energy?” Through honest dialogue and embodied wisdom, this episode offers a refreshing take on masculine growth, responsibility, and preparing for what's next—without losing who you are right now.

Chapters:

• 00:00:00 - Who Is Pablo? The Path Begins
• 00:01:24 - The Quiet Battles Men Carry
• 00:03:48 - Dating, Depth, and Masculine Energy
• 00:07:43 - When Casual Isn’t Emotionless
• 00:13:02 - Breathwork, Trauma, and Real Healing
• 00:21:01 - Masculinity Reimagined: Final Reflections

Links And Resources:

• Pablo’s Music Production
• Pablo’s Somatic Breathwork
• Pablo on Instagram
• Hector Santiesteban on LinkedIn
• Hector Santiesteban on Twitter

Thanks so much for joining us this week. Want to subscribe to Modern Masculinity? Have some feedback you’d like to share? Connect with us on iTunes and leave us a review!

Hector sits down with Chris Gray — a direct response marketing strategist and introspective father — to unpack the daily dance between ego, awareness, and authentic leadership. Chris shares how years of meditation and mindfulness have reshaped his approach to business, family, and self-acceptance. Using vivid analogies — from the ego as a GPS to a well-meaning but overbearing parent — he offers practical wisdom for men ready to stop fighting themselves and start integrating every part of who they are. Whether you’re a dad, a founder, or just a man learning to carry your weight with grace, this episode will leave you asking: who’s driving — you or your ego?

Chapters:

• 00:00:00 - Welcome & Meet Chris Gray
• 00:01:24 - Diving In: What We’re Really Carrying
• 00:01:56 - The Path of Awareness: Making Peace with Ego
• 00:04:32 - The Inner Dialogue: Listening to Yourself
• 00:07:24 - Spiritual Lessons & New Perspectives
• 00:12:26 - Redefining Masculinity & Growth
• 00:19:47 - Why the Hard Stuff Matters
• 00:25:44 - Closing Reflections & Takeaways

Links And Resources:

• Chris's Website
• Chris Gray on LinkedIn
• Hector Santiesteban on LinkedIn
• Hector Santiesteban on Twitter

Thanks so much for joining us this week. Want to subscribe to Modern Masculinity? Have some feedback you’d like to share? Connect with us on iTunes and leave us a review!

Hector welcomes Dr. Michael Brabant, a transformational psychologist and founder of Candor & Coherence, to explore what it really means to evolve as a man in today’s world. From confronting inherited patterns of stoicism and shame to understanding the power of emotional multiplicity through Internal Family Systems (IFS), this conversation is a masterclass in modern manhood. Michael offers real talk on the grind culture trap, the necessity of rest, and how true fulfillment comes not from chasing success, but from aligning with your soul. The episode calls on listeners to redefine strength—not as control or domination, but as the courage to feel deeply, grieve honestly, and live with unwavering authenticity. If you've ever felt like you were doing all the right things and still felt off-center, this episode might be the nudge your inner compass has been waiting for.

Chapters:

• 00:00:00 - A Different Kind of Masculine Conversation Begins
• 00:00:37 - Why Your Inner Parts Might Be Running the Show
• 00:01:59 - What Today’s Man Is Secretly Struggling With
• 00:02:57 - How I Built a Business That Didn’t Betray My Soul
• 00:04:32 - Escaping Survival Mode: The Real Upgrade
• 00:07:48 - The Inner Voices That Shape Your Life
• 00:12:07 - Masculine Archetypes Aren’t Just Theory
• 00:15:39 - Why Men Must Grieve to Grow
• 00:20:23 - The Real Process of Shedding Old Selves
• 00:29:45 - What Rest Reveals About Who’s In Charge
• 00:35:02 - Addiction, Avoidance, and Facing What’s Real
• 00:43:04 - Rethinking Masculinity from the Inside Out

Links And Resources:

• Dr. Michael Brabant on LinkedIn
• Candor and Coherence
• Hector Santiesteban on LinkedIn
• Hector Santiesteban on Twitter

Thanks so much for joining us this week. Want to subscribe to Modern Masculinity? Have some feedback you’d like to share? Connect with us on iTunes and leave us a review!

Hector sits down with Zach Richards, co-founder of REI Capital Guys, to explore the quiet power of private lending and the deeper meaning of financial freedom. Zach breaks down how true freedom isn’t about flashy cars or massive portfolios—it’s about owning your time, minimizing stress, and building systems that let you live life on your terms. From the difference between risky speculation and dependable cash flow, to the invisible labor of family life, this conversation hits hard for any man seeking more than hustle—someone striving for balance, stability, and intentional growth.

Chapters:

• 00:00:00 - Why This Episode Might Change the Way You See Freedom
• 00:00:38 - Zach Richards: From Code to Capital
• 00:01:52 - How Private Lending Quietly Changed His Life
• 00:03:04 - Balancing the Mission and the Marriage
• 00:03:26 - The Moment Everything Pivoted
• 00:05:35 - Redefining Who You Are (and What You Want)
• 00:09:31 - What Real Financial Freedom Feels Like
• 00:14:09 - Being a Provider Without Losing Yourself
• 00:31:28 - Staying Steady in a World on Fire
• 00:33:31 - One Final Thought Every Man Should Hear

Links And Resources:

• Website: REI Capital Guys Community
• Free eBook: Private Lending Guide
• Zach Richards on LinkedIn
• Hector Santiesteban on LinkedIn
• Hector Santiesteban on Twitter

Thanks so much for joining us this week. Want to subscribe to Modern Masculinity? Have some feedback you’d like to share? Connect with us on iTunes and leave us a review!

Hector sits down with certified men's coach Damon Mitchell for an unfiltered and enlightening conversation on meditation, masculinity, and the pursuit of wholeness. Damon shares how sobriety and meditation reshaped his identity and gave him the tools to engage more consciously in relationships — not just with others, but with himself. Together, they unpack the shifting roles of men in a post-feminist society, the quiet strength in contemplative practices, and the often unspoken struggles of modern manhood. Whether you’re navigating identity beyond addiction, redefining masculinity, or just looking for a more grounded way to show up in your life — this episode is an open invitation to explore your inner terrain with honesty and humility.

Expect no fluff, just real talk on emotional resilience, self-awareness, and the messy, beautiful work of becoming whole.

Chapters:

• 00:00:00 - What We Were Never Taught About Being Men
• 00:02:48 - Meeting the Man Behind the Transformation
• 00:03:22 - From Addiction to Awareness: Damon's Turning Point
• 00:03:55 - Why Most Men Can’t Heal Alone
• 00:09:15 - The Practice That Created Space (and Saved Him)
• 00:14:41 - Can Meditation Make You a Better Man?
• 00:20:10 - Masculinity Isn’t Broken — It’s Evolving
• 00:22:55 - The Father Wound and the Pendulum Swing
• 00:24:45 - From Resistance to Reverence: Learning Stillness
• 00:26:09 - What Most Guys Get Wrong About Meditation
• 00:30:51 - Does Meditation Conflict with Religion?
• 00:36:55 - If You’re Just Starting, Start Here
• 00:42:08 - The Invitation: What Kind of Man Are You Becoming?

Links And Resources:

• Free Walking Meditation MP3 with Damon
• The Intentionalize My Life's Website
• Modern Masculinity Podcast Form
• Substack
• Damon on LinkedIn
• Hector Santiesteban on LinkedIn
• Hector Santiesteban on Twitter

Thanks so much for joining us this week. Want to subscribe to Modern Masculinity? Have some feedback you’d like to share? Connect with us on iTunes and leave us a review!

Hector sits down with Shaun Emerson, Development Lead at MenLiving, to explore the raw, unfiltered truths about modern manhood. Together, they dig into the emotional weight men silently carry—loneliness, anxiety, and the societal pressure to “suck it up.” Shaun shares how his transition from tech executive to nonprofit leader reshaped his understanding of masculinity, revealing the power of community, emotional honesty, and radical self-exploration. From generational programming to relationship dynamics, the episode asks: what does it mean to be a modern man in today’s world—and how can we redefine masculinity to include strength and sensitivity? Whether you’re new to men’s work or deep in the process, this episode will challenge you, affirm you, and invite you into a deeper connection—with yourself and your brothers.

Chapters:

• 00:00:00 - What Does It Mean to Be a Man Today?
• 00:01:42 - Shaun Emerson Steps Into the Circle
• 00:02:31 - From Corporate Hustle to Conscious Connection
• 00:04:08 - Why Most Men Don’t Talk (and Why That’s Changing)
• 00:06:31 - Making It Normal for Men to Feel
• 00:10:50 - The Power of Inner Work
• 00:12:35 - Alone in a Crowd: The Hidden Epidemic
• 00:15:47 - Masculine, Feminine & the Energy Between
• 00:18:57 - Real Stories, Real Feelings
• 00:39:14 - One Last Truth & Where to Go Next

Links And Resources:

• MenLiving.org
• 📧 Email Shaun: [email protected]
• Shaun Emerson on LinkedIn 
• 📖 Recommended Book: Rescuing Our Sons by Dr. John Duffy
• Hector Santiesteban on LinkedIn
• Hector Santiesteban on Twitter

Thanks so much for joining us this week. Want to subscribe to Modern Masculinity? Have some feedback you’d like to share? Connect with us on iTunes and leave us a review!

Hector sits down with Dal Houston — attorney, rancher, motivational speaker, and self-proclaimed “eccentric cowboy” — to challenge the worn-out scripts of modern masculinity. Together, they unpack the deep emotional power of personal style, the importance of expressing your individuality (even if it means rocking British riding boots to a UFC fight), and why aging should be about speeding up, not slowing down.

From growing up in a blue-collar world with little room for uniqueness, to discovering the grounding force of tall cowboy boots and bespoke fashion, Dal offers a refreshing, grounded, and unapologetic take on what it means to be a man today. This episode is a wake-up call for any man stuck in a life of “soul-deadening” sameness, reminding us that life should be lived “hard, fun, and full of expression.”

If you’ve ever felt out of place while trying to fit in — this one’s for you.

Chapters:

• 00:00:00 – Meet the Eccentric Cowboy Who’s Redefining Masculinity
• 00:00:50 – Why What You Wear Could Be the Key to Who You Are
• 00:01:56 – From Shy Rancher to Fashion-Forward Philosopher
• 00:03:19 – Getting Stared At and Still Showing Up: The Price of Authenticity
• 00:05:27 – Stop Copying. Start Dressing Like You Mean It.
• 00:14:48 – Style Isn’t Trendy. It’s Timeless (Here’s How to Find Yours)
• 00:28:26 – Law, Livestock, Leather: How to Be All of Yourself at Once
• 00:39:51 – Don’t Slow Down. This Is What Modern Masculinity Really Looks Like

Links And Resources:

• Website: www.dalhouston.com
• Dal on LinkedIn
• Hector Santiesteban on LinkedIn
• Hector Santiesteban on Twitter

Thanks so much for joining us this week. Want to subscribe to Modern Masculinity? Have some feedback you’d like to share? Connect with us on iTunes and leave us a review!

Todd Miechiels joins Hector Santiesteban to explore the transformational journey from defining manhood by titles and income to redefining it through faith, humility, and service. Todd shares his call from the business world into the mission field, revealing how surrendering traditional measures of success led to a life of deeper intimacy with God and others. Together, they unpack how modern men can find purpose not in what they produce, but in who they become—and why knowing and sharing your personal story is one of the most courageous and impactful acts of leadership today.

Chapters:

• 00:00:00 - Called Into Purpose
• 00:01:52 - A Man Interrupted
• 00:02:58 - Wrestling With God
• 00:04:53 - Reawakening the Soul
• 00:07:18 - Where Is God Now?
• 00:09:04 - Doubt, Faith, and Identity
• 00:13:34 - Brotherhood and Becoming
• 00:22:54 - Learning From the Carpenter
• 00:27:02 - What Grace Really Means
• 00:27:22 - An Invitation to Skeptics
• 00:27:33 - Why He Chose the Cross
• 00:28:49 - A Love That Costs Everything
• 00:29:19 - Stories That Shape Us
• 00:31:12 - The Rescue Begins
• 00:32:48 - God Speaks in Many Ways
• 00:37:47 - The Resurrection Reframed
• 00:45:31 - Redefining Manhood Through Faith

Links And Resources:

• Todd's Personal Website
• Story Stewardship Foundation
• Hector Santiesteban on LinkedIn
• Hector Santiesteban on Twitter

Thanks so much for joining us this week. Want to subscribe to Modern Masculinity? Have some feedback you’d like to share? Connect with us on iTunes and leave us a review!