Kevin Rogers & Joe DiRoma

Man in the Middle Show w/ Kevin & Joe

Education EN ↓ 19 episodes

Man in the Middle Show with Kevin & JoeAre 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 the...

Author

Kevin Rogers & Joe DiRoma

Category

Education

Podcast website

maninthemiddleshow.com

Latest episode

Mar 9, 2026

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Episodes

Episode 19: The Silent Midlife Crisis: How To Step Back and Check-in 09.03.2026

"The Silent Midlife Crisis: How To Step Back and Check-in" Episode Overview What if the real danger in midlife is not collapse, but noise? In this episode, Kevin and Joe explore a quieter kind of midlife crisis: the overwhelm that builds when a man carries too much for too long without time to process what his life is asking of him. Kevin shares from a season of major transition, sunsetting his bu...

Episode 18: "The Father You Had… and the Father Living Inside You" 02.03.2026

"The Father You Had… and the Father Living Inside You" Episode Overview What did your father give you, on purpose and by accident? In this episode, Kevin and Joe explore one of the most defining midlife questions: how much of your life has been shaped by chance, and how much by choice, especially when it comes to your father and what he passed down. Kevin reflects on seeing Deliver Me from Nowhere...

Episode 16: "Men: Stop Waiting For Your People To Reach Out – Do This Instead" 16.02.2026

“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. Ke...

Episode 15: Dr. James Hollis Joins Man in the Middle (Our Exclusive Interview) 09.02.2026

“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...

Episode 14: Facing Our Dark Side - Dealing with the Parts of Ourselves We Don’t Like to Admit Exist 02.02.2026

“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 wer...

Episode 13: Career Change Without Burning Your Life Down 26.01.2026

“Career Change Without Burning Your Life Down” Episode Overview What happens when you’re 45, 55, or even 65 … and career change isn’t a choice—it’s forced? In this episode, Kevin and Joe break down the real psychology behind midlife career transitions , especially when other people depend on you. If you’ve been feeling restless, drained, boxed in, or secretly craving a second chapter… this convers...

Episode12: The Dreams You Abandoned: Why Your Childhood Ambitions Hold the Key to Midlife Purpose 19.01.2026

“The Dreams You Abandoned: Why Your Childhood Ambitions Hold the Key to Midlife Purpose” Episode Overview Most men don’t “lose” purpose overnight. It fades through tiny compromises: safer choices, social pressure, and years of doing what’s expected. In this episode, Kevin and Joe revisit childhood ambitions—not as nostalgia, but as data. What you loved early can reveal what your current life is mi...

Episode 11: Everything After 'But' is Bulls**t: How to Cut Through Your Own Excuses and Live Again 12.01.2026

"Everything After 'But' is Bulls**t: How to Cut Through Your Own Excuses and Live Again" Episode Summary You've built a successful life, climbed the ladder, and proven yourself. So why does the idea of starting over as a beginner feel both terrifying and necessary? In this season two premiere, Kevin and Joe tackle the uncomfortable truth about midlife: everything after "but" is usually an excuse,...

Episode 10: Stop Taking Yourself So Seriously Reclaiming Joy and Curiosity in Midlife 16.12.2024

Stop Taking Yourself So Seriously: Reclaiming Joy and Curiosity in Midlife Episode Summary What if rediscovering joy and play could unlock a deeper connection with yourself and those around you? In this lively episode, Kevin and Joe discuss why midlife is the perfect time to let go of seriousness, embrace curiosity, and reclaim the playfulness of childhood. Why You Should Listen Kevin Rogers and J...

Episode 9: Operation Separation Finding Freedom and Identity After a Major Life Shift 09.12.2024

Operation Separation: Finding Freedom and Identity After a Major Life Shift Episode Summary What happens when you’re faced with the reality of redefining your life after a long-term relationship ends? In this deeply personal episode, Kevin and Joe discuss the challenges, lessons, and unexpected growth that come from navigating separation. With honesty and insight, they explore what it takes to fin...

Episode 8: Choosing To Lead 02.12.2024

Choosing To Lead Episode Summary What does it mean to truly lead, and how do you step into that role intentionally? In this episode, Kevin and Joe tackle the journey of choosing to lead—whether in business, family, or within yourself. They discuss what authentic leadership looks like and share personal stories of how stepping up as leaders has reshaped their lives and relationships. Why You Should...

Episode 7: All The Decisions You've Made Along The Way 25.11.2024

All The Decisions You've Made Along The Way Episode Summary How do the decisions you've made, big or small, shape your journey? In this episode, Kevin and Joe dig into the lasting impact of pivotal life decisions. From personal breakthroughs to career shifts and spiritual awakenings, they discuss how the choices we make define who we are and who we strive to become. Why You Should Listen Kevin Rog...

Episode 6: Relationship w/ Our Fathers & Being Fathers In Midlife 18.11.2024

Relationship w/ Our Fathers & Being Fathers In Midlife Episode Summary As fathers and sons, we inherit and carry powerful stories, unspoken expectations, and lasting lessons. In this thought-provoking episode, hosts Kevin Rogers and Joe DiRoma dive into the complex, often untold realities of fatherhood – both as sons reflecting on their fathers and as fathers guiding their own sons through lif...

Episode 1: Crossing the Threshold: The Call of Midlife 11.11.2024

Crossing the Threshold: The Call of Midlife Episode Overview In this premiere episode of Man in the Middle Show, hosts Kevin Rogers and Joe DiRoma challenge the conventional notion of the "midlife crisis," reframing it as a natural transition and call to deeper meaning. Through personal stories and candid discussion, they explore what happens when men begin questioning their achievements, relation...

Episode 2: Relationships in Transition: Redefining Connections 11.11.2024

Relationships in Transition: Redefining Connections Episode Overview In this raw and insightful episode of Man in the Middle Show, hosts Kevin Rogers and Joe DiRoma dive deep into the complexities of relationships during midlife transitions. They explore the emotional layers and nuanced choices that arise when long-term relationships evolve, particularly in midlife. This episode is a compelling li...

Episode 3: Loneliness vs. Solitude: A Midlife Transition 11.11.2024

Loneliness vs. Solitude: A Midlife Transition Episode Summary In a world where solitude can often slide into loneliness, how do midlife men navigate this delicate balance? Join Kevin Rogers and Joe DiRoma as they delve into the transformative period of midlife, exploring the nuanced journey from isolation to introspective solitude. Why You Should Listen Host Kevin Rogers, a seasoned communicator w...

Episode 4: Surrounded but Alone: Why Midlife Men Need True Connection, Not Just Company 11.11.2024

Surrounded but Alone: Why Midlife Men Need True Connection, Not Just Company Episode Summary Are you navigating the crossroads of midlife and questioning the path you're on? In a world more connected yet lonelier than ever, Kevin and Joe delve into the profound difference between solitude and loneliness, and how embracing solitude can be the key to self-discovery and fulfillment in midlife. Why Yo...

Episode 5: Choosing Authenticity Over Comfort 11.11.2024

Choosing Authenticity Over Comfort Episode Summary In this compelling episode, Kevin Rogers and Joe DiRoma explore the journey of stepping out of comfort zones to embrace a more meaningful life. Aimed at men navigating midlife, the episode dives into the tension between comfort and authenticity, the role of solitude in self-discovery, and the courage needed to embark on new adventures. Kevin and J...

Welcome to the Man in the Middle Show w/ Kevin & Joe 06.11.2024

Welcome to the Man in the Middle Show w/ Kevin & Joe Are you feeling stuck in life—trapped in a career, relationship, or situation that no longer brings you joy? Do you catch yourself asking, "Is this it? Is it me? Is there more?" You’re not alone. Welcome to The Man in the Middle Show , where hosts Kevin Rogers and Joe DiRoma invite you on a journey through the messy, exciting, and sometimes...

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