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Man in the Middle Show w/ Kevin & Joe

Man in the Middle Show w/ Kevin & Joe

Written by: Kevin Rogers & Joe DiRoma
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Man in the Middle Show with Kevin & Joe Are you a middle-aged man feeling trapped in your life? Stuck in a relationship, career, health situation, or financial rut that leaves you unfulfilled? Do you find yourself asking, "Is this it? Is it me? Is there more?" You're not alone, and the Man in the Middle Show is here to prove it. Join Kevin and Joe, two regular guys living in the "middle", as they dive deep into the challenges, triumphs, and existential questions that plague men in midlife. This isn't your typical self-help podcast – it's a raw, honest conversation between friends who've been there, done that, and are still figuring it out. Meet Your Hosts: Kevin at 54, he's a bald, bionic entrepreneur with a metal heart valve and 20 years in the "bonus round" of life. A former stand-up comic turned business owner, Kevin's journey includes: - 25 years of marriage - Raising two newly adult children - A near-death experience and open-heart surgery at 35 - Navigating major career shifts and life transitions Joe is The 42-year-old "regular guy" with an extraordinary story: - 15 years sober after a 13-year battle with addiction - High school dropout turned successful restaurant industry leader and now COO in digital marketing - Father to a teenager and expecting a newborn (talk about a midlife shake-up!) - Proof that it's never too late to turn your life around Why Listen? Real Talk, No BS... Kevin and Joe aren't therapists or gurus – they're guys just like you, sharing their experiences and struggles without filters. You're Not Alone! Discover that those feelings of emptiness, confusion, and restlessness are normal and part of the midlife journey for many men. Diverse Perspectives are critical. With their vastly different backgrounds and life experiences, Kevin and Joe offer unique insights into common midlife challenges. Inspiration to Ask Bigger Questions. Instead of easy answers, you'll be motivated to dig deeper and rediscover what truly matters to you. A Safe Space for Men. Finally, a place where you can hear open, honest discussions about the topics men often feel they can't talk about. Practical Wisdom. Learn from the hosts' successes and failures as they navigate relationships, career transitions, health scares, and major life changes. Finally... some Humor and Heart. Expect laughs alongside the deep stuff – because sometimes, you've got to find the funny in life's challenges. The Man in the Middle Show isn't about having it all figured out. It's about embracing the messy middle, finding meaning in the struggle, and realizing that your best years might still be ahead of you. Whether you're feeling lost, looking for a change, or just want to hear from guys who get it, Kevin and Joe are here to bring you into the middle of the conversation. You're not above, you're not below – you're right there with them, part of a community of men facing midlife head-on. Tune in and discover: - Strategies for reigniting passion in your relationships and career - How to navigate major life transitions with grace (or at least a sense of humor) - Ways to redefine success and fulfillment on your own terms - The power of vulnerability and authentic male friendships - Tools for managing stress, health concerns, and the infamous midlife crisis Don't let society tell you how to age or what your life should look like. Join Kevin, Joe, and a growing tribe of men who are rewriting the rules of midlife, one honest conversation at a time. Subscribe to the Man in the Middle Show w/ Kevin & Joe because midlife doesn't have to be a crisis. It can be your awakening. New episodes drop weekly. Available wherever you get your podcasts. Remember... You're not stuck. You're not alone. And there's definitely more to life – let's find it together.Copyright 2026 Kevin Rogers & Joe DiRoma Hygiene & Healthy Living Psychology Psychology & Mental Health Self-Help Success
Episodes
  • Episode 16: "Men: Stop Waiting For Your People To Reach Out – Do This Instead"
    Feb 16 2026
    “Men: Stop Waiting for Your People to Reach Out – Do This Instead”
    Episode Overview

    What do you do when you’re going through something difficult, and the people you expected to hear from stay silent?

    In this episode, Kevin and Joe name a quiet midlife reality: many men feel isolated, not because they have no one, but because they’re waiting, resentfully, for someone else to make the first move. Kevin shares what he learned during a season of deep solitude and life transition: assumptions create suffering, and silence can easily become a story we use against others.

    Joe offers a direct, practical alternative: stop waiting to be loved. Be the man who leads with love. When someone enters your consciousness, reach out immediately. A simple text, sent at the right time, can repair distance, reopen brotherhood, and change the emotional weather of a man’s life.

    Why listen

    Kevin and Joe continue integrating insights from their recent conversation with Dr. James Hollis, especially the idea that real change requires insight, courage, and endurance. This episode focuses on what courage looks like in everyday life: choosing discomfort, initiating connection, and acting on the inner nudge to show up for someone.

    If you’ve been feeling disconnected, disappointed in friendships, or quietly angry that “nobody checks on me,” this is a clean reset. Not with platitudes, with a specific practice you can start today.

    Key Quotes

    “Don’t blame others for inaction when you need them, create the action that sparks what you needed.”

    “Unstated unrealistic expectations are only premeditated resentments.”

    “When somebody entered my consciousness, I would call or text them… ‘I was thinking about you.’ It radically transformed my relationships.”

    “You’ve got to fight for peace… schedule your priorities.”

    “When you’re at your lowest, do something. Do something for other people. Do something for yourself. And keep moving.”

    Main Topics Covered
    1. Men, isolation, and the habit of waiting for others to initiate
    2. How midlife transitions expose friendship gaps and unmet expectations
    3. Why silence isn’t always betrayal, it’s often discomfort and avoidance
    4. Choosing growth over comfort in relationships
    5. Insight, courage, and endurance as everyday practices
    6. How resentment builds when expectations are unspoken
    7. A simple relationship rule: “If they enter your mind, reach out”
    8. Scheduling peace, nature, and movement for mental stability
    9. Fatherhood, legacy, and defining success beyond money
    10. Small actions that rebuild meaning: journaling, walking, showing up

    Key Takeaways
    1. If you need support, initiate, silence is not proof of disloyalty.
    2. The “nudge” to reach out is often worth following immediately.
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    56 mins
  • Episode 15: Dr. James Hollis Joins Man in the Middle (Our Exclusive Interview)
    Feb 9 2026
    “Dr. James Hollis Joins Man in the Middle (Our Exclusive Interview)”
    Episode Overview

    What happens when the life you worked so hard to build suddenly feels too small?

    In this rare and deeply reflective conversation, Kevin and Joe sit down with Dr. James Hollis to explore the inner crisis many men face in midlife, when achievement no longer satisfies, certainty dissolves, and the soul begins asking different question

    Why listen

    Dr. James Hollis is a renowned Jungian analyst and the author of more than 19 books, including The Middle Passage, a foundational work that has given language to the psychological and spiritual transition of midlife. His writing has guided generations of men through the often unspoken inner reckoning of the second half of life

    Key Quotes

    “The ego never knows enough to know enough.”

    “The question of the second half of life is not what the world wants from me—but what the soul wants of me.”

    “You are not crazy. There is a purpose to what is breaking down.”

    “The smallest thing with meaning is greater than the largest thing without it.”

    Main Topics Covered
    1. The psychology of midlife transition
    2. First adulthood vs. second adulthood
    3. Why achievement can become a prison
    4. Depression as a summons, not a disorder
    5. Energy, meaning, and inner authority
    6. Shadow work and the unlived life
    7. Dreams as guidance systems
    8. Patience, endurance, and courage
    9. Masculinity, isolation, and authenticity
    10. Legacy beyond success

    Key Takeaways
    1. Midlife unrest is not failure, it is initiation.
    2. Letting go of old identities is necessary before new meaning emerges.
    3. Feelings, energy levels, and dreams are diagnostic tools, not inconveniences.
    4. The second half of life asks for service, not status.
    5. This journey cannot be rushed but it can be honored.

    Recommended Resource
    1. The Middle Passage by James Hollis (a foundational text for men in midlife)
    2. Audiobook versions of Hollis’ work, read by the author
    3. Prisms and other writings by James Hollis

    Next Steps

    If this episode inspired you to reconnect with joy and curiosity, please share it with someone who could use the encouragement. Leave a review on Apple Podcasts to help us reach more...

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    1 hr and 12 mins
  • Episode 14: Facing Our Dark Side - Dealing with the Parts of Ourselves We Don’t Like to Admit Exist
    Feb 2 2026
    “Facing Our Dark Side: Dealing with the Parts of Ourselves We Don’t Like to Admit Exist”
    Episode Overview

    What if the parts of you that you hide, your anger, cravings, judgments, shame, or “unacceptable” emotions, are actually the exact keys to your freedom?

    In this episode, Kevin and Joe go deep into the shadow self (a.k.a. your dark side), not as something “bad,” but as the parts of you that were labeled unacceptable by family, culture, or society… and quietly shaped your life from behind the scenes.

    Why listen

    Kevin and Joe don’t talk theory, they talk reality.

    Joe brings structured insight from ontological coaching (including emotional deconstruction work), plus lived experience around recovery, identity shifts, and behavioral patterns. Kevin brings the midlife lens: self-awareness, morality, identity, and personal accountability in a way that’s honest and deeply relatable.

    Key Quotes

    “Dark side doesn’t mean bad… it means unacceptable.”

    “Guilt is breaking your own moral code. Shame is breaking society’s.”

    “Your strongest emotional reactions show you where your shadow lives.”

    “You’re one decision away from a different life.”

    “Shadow work brings you back to your authentic self.”

    Main Topics Covered
    1. Jung’s shadow: what it is and why it matters.
    2. Cultural conditioning vs personal morality.
    3. Guilt vs shame.
    4. Triggers, judgments, projections, and patterns.
    5. Emotional suppression in families (especially men).
    6. Humor as avoidance vs connection.
    7. Midlife awakening and identity transformation.
    8. Accountability, integrity, and conscious living.

    Key Takeaways
    1. Your shadow isn’t evil, it’s exiled
    2. The “dark parts” are often natural emotions or desires that were punished, shamed, or rejected.
    3. Your triggers are your trail
    4. If someone annoys you irrationally, there’s usually something in you asking to be acknowledged.
    5. Midlife forces truth
    6. This is why men in midlife start asking: “Is this really my life? Is this really me?”
    7. Bring the unconscious into the light
    8. The shadow has power when it’s hidden.
    9. Once seen clearly, it becomes something you can integrate instead of fear.

    Recommended Resource
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    51 mins
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