

Gay Men Going Deeper
Gay Men's Brotherhood
Gay Men Going Deeper is a weekly podcast that showcases raw and real conversations about personal development, mental health, and sexuality - from an unapologetically gay perspective.
Hosted by Matt Landsiedel and Michael DiIorio, and featuring a wide range of special guests, you can expect to be inspired, entertained, and even a little triggered from time to time.
This provocative podcast is for anyone who craves deeper conversations on topics ranging from spirituality to sexuality - and everything in between.
Visit us at www.GayMenGoingDeeper.com
Support the show: https://www.paypal.com/donate/?hosted_button_id=LT55M79CMH5FN
Hosted by Matt Landsiedel and Michael DiIorio, and featuring a wide range of special guests, you can expect to be inspired, entertained, and even a little triggered from time to time.
This provocative podcast is for anyone who craves deeper conversations on topics ranging from spirituality to sexuality - and everything in between.
Visit us at www.GayMenGoingDeeper.com
Support the show: https://www.paypal.com/donate/?hosted_button_id=LT55M79CMH5FN
Episodes
Mentioned books

Oct 23, 2025 • 41min
Joy Killers: How and Why We Sabotage Joy
Why does joy feel so hard to hold onto? In this episode of Gay Men Going Deeper, we’re revealing the joy killers: those sneaky ways we sabotage happiness even when life is going well.
We explore:
The difference between chasing pleasure and cultivating joy
Foreboding joy (a.k.a. waiting for the other shoe to drop) and how it robs us of the present.
How trauma and disappointment condition us to expect loss
The role of protector parts and self-sabotage in keeping joy at arm’s length.
What we’re really trying to protect ourselves from when we don’t let joy all the way in.
By the end, you’ll see how internalized shame, fear, and control kill our joy- and how practicing gratitude, presence, and vulnerability can help us reclaim it.
Today's Hosts:
Michael DiIorio
Matt Landsiedel
Support the Show - viewer and listener support helps us to continue making episodes
- CONNECT WITH US -
Watch podcast episodes on YouTube
Join the Gay Men's Brotherhood Facebook community
Get on our email list to get access to our monthly Zoom calls
Follow us on Instagram | TikTok
Learn more about our community at GayMenGoingDeeper.com
- LEARN WITH US -
Building Better Relationships online course: Learn how to nurture more meaningful and authentic connections with yourself and others.
Healing Your Shame online course: Begin the journey toward greater confidence and self-worth by learning how to recognize and deal with toxic shame.
Gay Men Going Deeper Coaching Collection: Lifetime access to BOTH courses + 45 coaching videos and 2 workshop series.
Take the Attachment Style Quiz to determine your attachment style and get a free report.

7 snips
Oct 16, 2025 • 29min
Following Your Joy: A Special Solo Episode with Reno
Reno explores the concept of joy as a guiding force in life, sharing insights from his day at Sunset Beach. He discusses barriers to joy like people-pleasing and the importance of presence and gratitude. Reno emphasizes joy's roots within us and offers practical tips for finding joy in everyday activities. He also reframes grief and imperfections as pathways to deeper joy, highlighting how joy can transform mundane tasks. Listeners are encouraged to experiment with a 'joy day' to see how joy can reshape their lives.

Oct 9, 2025 • 47min
How to Find More Joy in Your Life
Joy isn’t just fireworks and big milestones; it’s in the ordinary, everyday moments we often overlook. Yet for many of us, joy feels slippery and hard to find.
In this episode of Gay Men Going Deeper, we’re diving into what joy really feels like, how it shifts as we evolve and age, and why it’s less about chasing highs and more about cultivating presence.
We’ll explore:
The difference between joy and pleasure (and why we confuse them)
Joy-givers vs. joy-suckers (and how to spot yours)
The role of play, laughter, and lightheartedness in a joyful life
How to deepen your relationship with joy in your next chapter
Why joy is a skill you can practice, not just a mood you stumble into
If you’re ready to move beyond quick fixes and start building a life that feels nourishing, playful, and deeply fulfilling, this conversation is for you.
Today's Hosts:
Michael DiIorio
Matt Landsiedel
Support the Show - viewer and listener support helps us to continue making episodes
- CONNECT WITH US -
Watch podcast episodes on YouTube
Join the Gay Men's Brotherhood Facebook community
Get on our email list to get access to our monthly Zoom calls
Follow us on Instagram | TikTok
Learn more about our community at GayMenGoingDeeper.com
- LEARN WITH US -
Building Better Relationships online course: Learn how to nurture more meaningful and authentic connections with yourself and others.
Healing Your Shame online course: Begin the journey toward greater confidence and self-worth by learning how to recognize and deal with toxic shame.
Gay Men Going Deeper Coaching Collection: Lifetime access to BOTH courses + 45 coaching videos and 2 workshop series.
Take the Attachment Style Quiz to determine your attachment style and get a free report.

Oct 2, 2025 • 1h 6min
Perfectionism, Pressure, and the Gay Overachiever
You know the type — ambitious, perfectionistic, and always striving to do more and be more… yet secretly fuelled by pressure, anxiety, and fear.
In this episode, Michael is joined by special guest Scott Stirrett as they share their own stories of hustling for achievement and how they’ve learned to stay ambitious without destroying themselves in the process. Together, they unpack how perfectionism, internalized shame, and the need for external validation can be ways we attempt to outrun our insecurities — and pivot toward ambition that’s healthy, sustainable, and soul-driven.
Topics covered in this episode:
Why gay men are uniquely wired for overachievement
How perfectionism shows up in covert and overt ways
How adversity can build anti-fragility and real confidence
The difference between healthy ambition vs shame-fuelled hustle
Learning to slow down without feeling lazy, guilty, or like you’re falling behind
Rewiring your motivation so it feeds you instead of drains you
By the end of this episode, you’ll be inspired to pursue success in a way that keeps you driven and impactful — without burning yourself out — and to start measuring your worth from the inside out.
Today's Guest: Scott Stirrett
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Today's Host: Michael DiIorio
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Men's Group
Support the Show - viewer and listener support helps us to continue making episodes
- CONNECT WITH US -
Watch podcast episodes on YouTube
Join the Gay Men's Brotherhood Facebook community
Get on our email list to get access to our monthly Zoom calls
Follow us on Instagram | TikTok
Learn more about our community at GayMenGoingDeeper.com
- LEARN WITH US -
Building Better Relationships online course: Learn how to nurture more meaningful and authentic connections with yourself and others.
Healing Your Shame online course: Begin the journey toward greater confidence and self-worth by learning how to recognize and deal with toxic shame.
Gay Men Going Deeper Coaching Collection: Lifetime access to BOTH courses + 45 coaching videos and 2 workshop series.
Take the Attachment Style Quiz to determine your attachment style and get a free report.

Sep 25, 2025 • 35min
Radical Acceptance: Grief’s Final Lesson
In this final installment of our 4-part series on grief, we explore the powerful practice of Radical Acceptance—what it means, why it’s so difficult, and how it becomes the turning point in your healing journey.
Whether you're grieving the person you used to be, mourning a friendship that faded, or facing the slow heartbreak of watching your parents age, grief often leaves us wrestling with reality. Radical acceptance is what allows us to stop fighting what is, and start living again with peace, presence, and purpose.
Topics we explore in this episode include:
What radical acceptance really means (and why it’s radical)
How it differs from giving up, resignation, or bypassing
Why acceptance is often the hardest part of grief
The role of faith and inner trust when you’re still hurting
Personal stories of surrender, softness, and finding peace
How to move forward when closure isn’t coming
This episode offers a hopeful, grounded perspective for anyone still sitting with loss, longing, or unanswered questions.
Today's Hosts:
Michael DiIorio
Matt Landsiedel
Support the Show - viewer and listener support helps us to continue making episodes
- CONNECT WITH US -
Watch podcast episodes on YouTube
Join the Gay Men's Brotherhood Facebook community
Get on our email list to get access to our monthly Zoom calls
Follow us on Instagram | TikTok
Learn more about our community at GayMenGoingDeeper.com
- LEARN WITH US -
Building Better Relationships online course: Learn how to nurture more meaningful and authentic connections with yourself and others.
Healing Your Shame online course: Begin the journey toward greater confidence and self-worth by learning how to recognize and deal with toxic shame.
Gay Men Going Deeper Coaching Collection: Lifetime access to BOTH courses + 45 coaching videos and 2 workshop series.
Take the Attachment Style Quiz to determine your attachment style and get a free report.

Sep 18, 2025 • 46min
Aging Parents and Pre-Grief
As our parents get older, many of us are faced with a new kind of grief- the quiet, ongoing loss that comes not from death, but from watching the people who once raised us begin to slow down and need us in ways they never did before.
In this deeply personal episode, we open up about the emotional complexity of witnessing our parents age. From role reversals and unresolved wounds, to meaningful moments and surprising lessons, we reflect on how our relationships with our parents evolve, and how it stirs up questions of our own mortality.
We explore:
The quiet grief of losing parts of who they were
The guilt, tenderness, and sometimes resentment of becoming the caretaker
How aging parents trigger our own fears about time, mortality, and purpose
Ways to heal, connect, and make meaningful memories before it’s too late
This is an episode for anyone navigating that in-between space—where love, loss, and legacy all live at once.
Today's Hosts:
Michael DiIorio
Matt Landsiedel
Support the Show - viewer and listener support helps us to continue making episodes
- CONNECT WITH US -
Watch podcast episodes on YouTube
Join the Gay Men's Brotherhood Facebook community
Get on our email list to get access to our monthly Zoom calls
Follow us on Instagram | TikTok
Learn more about our community at GayMenGoingDeeper.com
- LEARN WITH US -
Building Better Relationships online course: Learn how to nurture more meaningful and authentic connections with yourself and others.
Healing Your Shame online course: Begin the journey toward greater confidence and self-worth by learning how to recognize and deal with toxic shame.
Gay Men Going Deeper Coaching Collection: Lifetime access to BOTH courses + 45 coaching videos and 2 workshop series.
Take the Attachment Style Quiz to determine your attachment style and get a free report.

4 snips
Sep 11, 2025 • 50min
Grieving Relationships
Grief isn't just about death; it can stem from lost relationships, including breakups and friendships. The hosts explore the emotional spectrum of grief, discussing the stages and the unique pain of letting go. They share personal stories about processing sadness after losing loved ones, whether human or pet, and highlight the healing power of acknowledging one's feelings. There's a focus on self-love, introspection, and the importance of navigating solitude as a path to personal growth after heartbreak.

Sep 4, 2025 • 40min
Grieving Your Past
Grief isn’t just about death—it’s also about the quiet losses we carry as we grow and evolve. In this episode, we’re kicking off a 4-part series on grief by exploring what it means to grieve your past.
Whether it’s a version of yourself that felt more confident, more desirable, or more socially “relevant,” we often feel a deep emotional pull toward who we used to be. From aging and identity shifts to the grief of letting go of our dreams, we’re diving into the invisible grief that comes with change.
We discuss:
What grieving your past looks like
How grief can show up as you grow and evolve
Letting go of your youth, body, or social capital as a gay man
The bittersweet nostalgia of past chapters—even ones you chose to leave behind
How to know when it’s time to move on, and how to do it with self-compassion
This conversation is about honoring who you were while embracing who you’re becoming.
Related Episode:
Grappling with Grief: Addison Brasil
Today's Hosts:
Michael DiIorio
Matt Landsiedel
Support the Show - viewer and listener support helps us to continue making episodes
- CONNECT WITH US -
Watch podcast episodes on YouTube
Join the Gay Men's Brotherhood Facebook community
Get on our email list to get access to our monthly Zoom calls
Follow us on Instagram | TikTok
Learn more about our community at GayMenGoingDeeper.com
- LEARN WITH US -
Building Better Relationships online course: Learn how to nurture more meaningful and authentic connections with yourself and others.
Healing Your Shame online course: Begin the journey toward greater confidence and self-worth by learning how to recognize and deal with toxic shame.
Gay Men Going Deeper Coaching Collection: Lifetime access to BOTH courses + 45 coaching videos and 2 workshop series.
Take the Attachment Style Quiz to determine your attachment style and get a free report.

Aug 28, 2025 • 57min
How to Put Yourself Out There
Most of us want to be seen, heard, and understood, but the fear of judgment can stop us from doing so. Whether it’s being more social, speaking your feelings, or sharing creative work, putting yourself out there can feel risky, especially when we’ve been conditioned to play it safe due to past hurt or rejection.
In this episode, we’re sharing:
👉 Our personal journeys from shy and self-conscious to being more visible
👉 The fears that held us back, and sometimes still do
👉 How we want to be perceived vs. showing up authentically
👉 What helps us keep showing up, even when it’s uncomfortable
If you’ve ever held back because you’re scared of what people might think, this episode is for you.
Today's Hosts:
Michael DiIorio
Matt Landsiedel
Reno Johnston
Support the Show - viewer and listener support helps us to continue making episodes
- CONNECT WITH US -
Watch podcast episodes on YouTube
Join the Gay Men's Brotherhood Facebook community
Get on our email list to get access to our monthly Zoom calls
Follow us on Instagram | TikTok
Learn more about our community at GayMenGoingDeeper.com
- LEARN WITH US -
Building Better Relationships online course: Learn how to nurture more meaningful and authentic connections with yourself and others.
Healing Your Shame online course: Begin the journey toward greater confidence and self-worth by learning how to recognize and deal with toxic shame.
Gay Men Going Deeper Coaching Collection: Lifetime access to BOTH courses + 45 coaching videos and 2 workshop series.
Take the Attachment Style Quiz to determine your attachment style and get a free report.

Aug 21, 2025 • 35min
The Problem With Self-Love
We all know self-love is important, but what happens when it goes too far in the wrong direction?
In this episode, Michael DiIorio is joined by therapist Michael Pezzullo for an honest conversation about the shadow side of self-love. Together, they explore:
The difference between self-comforting and self-coddling
How emotional sensitivity can become emotional fragility
Why self-bulldozing is just as harmful as avoidance
The four zones of the Self-Love Spectrum
How trauma impacts the way we “love” ourselves
How to tell if you're truly healing…or just hiding.
You’ll learn about the Self-Love Spectrum, the signs of self-coddling and self-bulldozing, and how to practice a more empowering, growth-oriented version of self-love- without abandoning your need for care and compassion.
Join us for an episode that will help you get honest about how you love yourself, and what real self-love actually looks like.
Today's Guest: Michael Pezzullo
Website
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Today's Host: Michael DiIorio
Website
Instagram
Support the Show - viewer and listener support helps us to continue making episodes
- CONNECT WITH US -
Watch podcast episodes on YouTube
Join the Gay Men's Brotherhood Facebook community
Get on our email list to get access to our monthly Zoom calls
Follow us on Instagram | TikTok
Learn more about our community at GayMenGoingDeeper.com
- LEARN WITH US -
Building Better Relationships online course: Learn how to nurture more meaningful and authentic connections with yourself and others.
Healing Your Shame online course: Begin the journey toward greater confidence and self-worth by learning how to recognize and deal with toxic shame.
Gay Men Going Deeper Coaching Collection: Lifetime access to BOTH courses + 45 coaching videos and 2 workshop series.
Take the Attachment Style Quiz to determine your attachment style and get a free report.


