Modern Masculinity

Hector Santiesteban
  • 4.8 (12)
  • SELF-IMPROVEMENT
  • UPDATED DAILY

"Modern Masculinity" is a podcast that explores the real-life challenges that men face today. Whether it's balancing work and family, figuring out how to be a good husband or father, or just trying to make sense of the world - this show is for guys looking for practical, down-to-earth advice and guidance. The podcast discusses the struggles and triumphs of modern manhood and features interviews with men (and women) who can share their methods and mindsets to maneuver the world as a modern man.

  1. 4D AGO

    You Are the Work: Why Fatherhood Is the Mission, Not the Distraction with Mitch Osmond

    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: WebsiteDad Nation PodcastDad Nation on YouTubeHector Santiesteban on LinkedInHector 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!

    34 min
  2. How Men Heal: Frustration, Fatherhood & Finding Meaning with Andrew Anderson

    JUL 29

    How Men Heal: Frustration, Fatherhood & Finding Meaning with Andrew Anderson

    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 Podcast00:01:50 - Who Is Andrew L. Anderson?00:02:23 - Life’s Curveballs and How to Respond00:02:51 - Holding Space for Your People00:04:19 - Leading with Integrity, Not Ego00:04:52 - Fatherhood That Transforms the Man00:09:34 - Finding Identity in a Noisy World00:17:16 - Aligning Head, Heart, and Gut00:32:20 - Tools to Elevate Your Growth00:34:34 - Final Reflections & How to Connect Links And Resources: WebsiteAndrew Anderson on LinkedInHector Santiesteban on LinkedInHector 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!

    38 min
  3. Purpose Without a Map: The Hard Questions Men Need to Ask Themselves with Pablo Orrantia

    JUL 18

    Purpose Without a Map: The Hard Questions Men Need to Ask Themselves with Pablo Orrantia

    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 Begins00:01:24 - The Quiet Battles Men Carry00:03:48 - Dating, Depth, and Masculine Energy00:07:43 - When Casual Isn’t Emotionless00:13:02 - Breathwork, Trauma, and Real Healing00:21:01 - Masculinity Reimagined: Final Reflections Links And Resources: Pablo’s Music ProductionPablo’s Somatic BreathworkPablo on Instagram Hector Santiesteban on LinkedInHector 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!

    23 min
  4. When Your Ego Drives: How to Take Back the Wheel with Chris Gray

    JUL 11

    When Your Ego Drives: How to Take Back the Wheel with Chris Gray

    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 Gray00:01:24 - Diving In: What We’re Really Carrying00:01:56 - The Path of Awareness: Making Peace with Ego00:04:32 - The Inner Dialogue: Listening to Yourself00:07:24 - Spiritual Lessons & New Perspectives00:12:26 - Redefining Masculinity & Growth00:19:47 - Why the Hard Stuff Matters00:25:44 - Closing Reflections & Takeaways Links And Resources: Chris's WebsiteChris Gray on LinkedInHector Santiesteban on LinkedInHector 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!

    28 min
  5. The Shame-Addiction Loop No One Talks About with Michael Brabant

    JUN 20

    The Shame-Addiction Loop No One Talks About with Michael Brabant

    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 Begins00:00:37 - Why Your Inner Parts Might Be Running the Show00:01:59 - What Today’s Man Is Secretly Struggling With00:02:57 - How I Built a Business That Didn’t Betray My Soul00:04:32 - Escaping Survival Mode: The Real Upgrade00:07:48 - The Inner Voices That Shape Your Life00:12:07 - Masculine Archetypes Aren’t Just Theory00:15:39 - Why Men Must Grieve to Grow00:20:23 - The Real Process of Shedding Old Selves00:29:45 - What Rest Reveals About Who’s In Charge00:35:02 - Addiction, Avoidance, and Facing What’s Real00:43:04 - Rethinking Masculinity from the Inside Out Links And Resources: Dr. Michael Brabant on LinkedInCandor and Coherence Hector Santiesteban on LinkedInHector 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!

    45 min
  6. Why Owning Your Time Is the Ultimate Power Move with Zach Richards

    JUN 6

    Why Owning Your Time Is the Ultimate Power Move with Zach Richards

    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 Freedom00:00:38 - Zach Richards: From Code to Capital00:01:52 - How Private Lending Quietly Changed His Life00:03:04 - Balancing the Mission and the Marriage00:03:26 - The Moment Everything Pivoted00:05:35 - Redefining Who You Are (and What You Want)00:09:31 - What Real Financial Freedom Feels Like00:14:09 - Being a Provider Without Losing Yourself00:31:28 - Staying Steady in a World on Fire00:33:31 - One Final Thought Every Man Should Hear Links And Resources: Website: REI Capital Guys CommunityFree eBook: Private Lending GuideZach Richards on LinkedInHector Santiesteban on LinkedInHector 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!

    35 min
  7. What Most Men Get Wrong About Meditation with Damon Mitchell

    JUN 3

    What Most Men Get Wrong About Meditation with Damon Mitchell

    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 Men00:02:48 - Meeting the Man Behind the Transformation00:03:22 - From Addiction to Awareness: Damon's Turning Point00:03:55 - Why Most Men Can’t Heal Alone00:09:15 - 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 Evolving00:22:55 - The Father Wound and the Pendulum Swing00:24:45 - From Resistance to Reverence: Learning Stillness00:26:09 - What Most Guys Get Wrong About Meditation00:30:51 - Does Meditation Conflict with Religion?00:36:55 - If You’re Just Starting, Start Here00:42:08 - The Invitation: What Kind of Man Are You Becoming? Links And Resources: Free Walking Meditation MP3 with DamonThe Intentionalize My Life's WebsiteModern Masculinity Podcast FormSubstackDamon on LinkedInHector Santiesteban on LinkedInHector 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!

    43 min
  8. Being Vulnerable Doesn’t Make You Weak with Shaun Emerson

    MAY 27

    Being Vulnerable Doesn’t Make You Weak with Shaun Emerson

    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 Circle00:02:31 - From Corporate Hustle to Conscious Connection00:04:08 - Why Most Men Don’t Talk (and Why That’s Changing)00:06:31 - Making It Normal for Men to Feel00:10:50 - The Power of Inner Work00:12:35 - Alone in a Crowd: The Hidden Epidemic00:15:47 - Masculine, Feminine & the Energy Between00:18:57 - Real Stories, Real Feelings00:39:14 - One Last Truth & Where to Go Next Links And Resources: MenLiving.org📧 Email Shaun: shaun@menliving.orgShaun Emerson on LinkedIn 📖 Recommended Book: Rescuing Our Sons by Dr. John DuffyHector Santiesteban on LinkedInHector 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!

    41 min
See All (113)

Trailer

4.8
out of 5
12 Ratings

About

"Modern Masculinity" is a podcast that explores the real-life challenges that men face today. Whether it's balancing work and family, figuring out how to be a good husband or father, or just trying to make sense of the world - this show is for guys looking for practical, down-to-earth advice and guidance. The podcast discusses the struggles and triumphs of modern manhood and features interviews with men (and women) who can share their methods and mindsets to maneuver the world as a modern man.

Information

  • Creator
    Hector Santiesteban
  • Years Active
    2023 - 2025
  • Episodes
    113
  • Rating
    Explicit
  • Copyright
    © Copyright 2025 Hector Santiesteban
  • Show Website
    Modern Masculinity

You Might Also Like