

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

Jan 15, 2026 • 54min
How to Build Unshakeable Confidence
Dive into a confidence masterclass that redefines what unshakeable confidence really means. Discover how minority stress and shame can fuel an inner critic, making self-trust feel elusive. The hosts explore the importance of action and discomfort in building resilience. Uncover the truth about 'fake it till you make it' and learn why self-compassion is vital when facing setbacks. With practical advice on dealing with rejection, this episode offers a clear path to transforming shaky confidence into lasting strength.

Jan 8, 2026 • 28min
Standards vs. Boundaries in Dating
In this episode, we’re breaking down one of the biggest dating myths gay men love to repeat: “My standards are too high.” But sometimes the problem isn’t what you want, it’s what you allow.
We get into the real difference between standards and boundaries, why attraction wipes our memory clean, and how low boundaries quietly reveal your level of self-worth. If you’ve ever said you want emotional maturity but keep entertaining sexy chaos, this episode is going to sting a little (in a good way).
Some of the topics we cover in this episode are:
A clear explanation of standards vs boundaries (with examples)
Why our standards collapse the second a hot man gives you attention
How boundaries are actually a self-worth and self-respect practice
The “crumb diet” too many gay men settle for
Join us for this honest, relatable, and painfully accurate episode that might be the reset your dating life has been waiting for.
Today's Hosts:
Michael DiIorio - Take the 360° Self-Review for Gay Men
Matt Landsiedel
Come to our Monthy Community Events
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.

Jan 1, 2026 • 51min
Single and Ready to Mingle
In this episode, Michael and Matt get personal about what we love about being single, how we knew we were ready to start dating again, and what we want to experience differently this time around. We talk about flirting on apps, dating in 2026, and all the messy, exciting parts of putting yourself back out there when you’re ready to mingle.
Some of the topics we cover in this episode are:
• Getting back into the dating world
• When your nervous system tries to hijack your dating life
• Red flags and green flags
• What we’re actually looking for in a man now (and how that has changed)
It’s cheeky, honest, and surprisingly insightful. If you’re single (or single-ish), you’ll feel right at home.
Today's Hosts:
Matt Landsiedel
Michael DiIorio
360° Self-Review for the New Year
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.

Dec 25, 2025 • 25min
When Attraction Fades
Explore the shifting nature of attraction in long-term relationships. Discover the four types of intimacy that can replace fading desire. Hear personal stories that illustrate how growth and change can impact attraction over time. Learn practical tips to reignite connection, like trying new experiences and taking intentional space. Understand that sexless marriages can thrive when both partners bond emotionally. Join for an honest conversation on nurturing desire and keeping the spark alive!

Dec 18, 2025 • 41min
What’s Really Sexy (and Nobody Talks About It)
After unpacking our culture’s obsession with “perfect” bodies, this week we’re flipping the script. In this episode, we’re celebrating what’s actually hot: the things that don’t get enough love in the gay world. We’re talking dad bods, wrinkles, kindness, confidence, awkward charm, conversational skills, and all the real stuff that makes someone magnetic.
Some of the things we’re talking about:
How social media perpetuates social norms that don’t fit
The traits we find sexy that don’t get enough love
Stories of when we’ve fallen for people outside our type
The roles of dating apps in attraction and rejection
How our types have changed (and how they haven’t)
This is our love letter to all the guys out there who feel they aren’t sexy because they don’t fit the mold. It’s time to expand our definition of sexy and give some overdue appreciation where it’s due.
Today's Hosts:
Michael DiIorio- Join my weekly newsletter for deeper reflections and practical tools
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.

Dec 11, 2025 • 44min
How to Thrive in the Culture of Body Perfection
From the gym to social media, gay men are constantly surrounded by images of the “ideal” body. But what does all this perfection chasing actually cost us?
In this episode, we explore how body perfection culture impacts gay men on a deeper level: from belonging and self-worth to intimacy and identity.
We open up about our own journeys with body image— how we’ve moved from obsession to acceptance, where it still sneaks in today, and what we’ve learned along the way.
You’ll hear us unpack:
Why body image matters more for gay men
How fitness and self-worth often get mixed up
The difference between caring for your body and obsessing over it
How to stop letting your reflection decide your mood
Practical ways to reclaim confidence and self-respect
If you’ve ever felt like a “perfect” body will earn you love, attention, or belonging, this one’s for you.
Today's Hosts:
Matt Landsiedel
Michael DiIorio - Join my weekly newsletter for deeper reflections and practical tools
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.

Dec 4, 2025 • 29min
Radical Honesty: Letting Yourself Be Known
In this episode, we dive into what radical honesty really means- not the brutally blunt “telling it like it is” version, but the deeper, more vulnerable kind that lets you actually be known.
We explore why being honest is both terrifying and liberating, the subtle ways we still avoid it, and how honesty differs from harsh truth-telling. We share our own struggles with showing up honestly in dating, friendships, and community, and why the outcome isn’t always pretty… but is always worth it.
If honesty is one of your personal values (or you want it to be) this episode will give you plenty to reflect on. And if you’re enjoying these more relaxed, conversational episodes, let us know. We’ve been loving creating them.
Today's Hosts:
Matt Landsiedel
Michael DiIorio
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.

Nov 27, 2025 • 26min
Twinks, Jocks, and Bears, Oh My! The Obsession with Gay Labels
Today we’re diving into one of the most iconic (and hilarious) parts of gay culture: labels.
In this episode, we unpack why gay men are so obsessed with categories like “twink,” “daddy,” “masc,” “otter,” “guy next door,” and every micro-label in between… and how these identities shape the way we date, belong, and see ourselves.
We explore:
Why labels can feel empowering (and sometimes limiting)
How they create tribe, shorthand, and community
When they become boxes we get stuck in
How attraction, identity, and insecurity get wrapped into these roles
What happens when you “grow out” of a label or never fit one at all
It’s a fun, honest look at the ways we use labels to navigate gay life: where they help, where they fall short, and why they matter more than most of us want to admit.
If you enjoy these more conversational episodes, let us know… we’re trying something new.
Today's Hosts:
Matt Landsiedel
Michael DiIorio - Join my weekly newsletter for deeper reflections and practical tools
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.

Nov 20, 2025 • 48min
The Slow Fade: When We Ghost Without Ghosting
Today we’re talking about The Slow Fade: that slow, quiet drifting apart where the messages get shorter, the replies slower, and the energy shifts until one day…it’s just silence.
In this episode, we’re unpacking:
Why we quietly quit people instead of having real conversations
What’s actually happening beneath the surface for both sides — the Fader and the Fadee
Who deserves an explanation and who doesn’t
What can we do instead of fading away
If you’ve ever been on either side of The Slow Fade, this conversation will help you see what’s really going on underneath, and how to move through it with more clarity, courage, and integrity.
Today's Hosts:
Michael DiIorio - Join my weekly newsletter for deeper reflections and practical tools
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.

Nov 13, 2025 • 48min
Nesting: Creating Platonic Spaces for Healing and Authentic Connection in the Gay Community
What we want you to gain from this episode is the importance of non-sexualized, safe, and brave spaces for gay men to heal and grow together. By the end of this episode, you will be able to identify what a nest is, how you could benefit from one, and where to find or create one if you are interested in nesting.
The concepts and questions we explore in this episode are:
What is “nesting” and why is it important for gay men?
What moments in our lives require the need for nesting?
How do we know when we’re “nested” — or when we’re not?
What makes a nest truly safe?
How do you tend and protect a nest once it’s formed?
What could gay culture look like if nesting became normal?
What’s one small way you can begin nesting today?
Today's Guest: Nigel Pedlingham
Gay Men's Retreat
Instagram
LinkedIn
Today's Host: Matt Landsiedel
Facebook
Instagram
TikTok
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.


