

Gay Men Going Deeper
Michael DiIorio & Matt Landsiedel | Gay Men’s Brotherhood
Gay Men Going Deeper is a podcast about gay relationships, identity, sexuality, and personal growth for gay men navigating modern life.
Hosted by Matt Landsiedel and Michael DiIorio, the show dives into topics like dating, shame, masculinity, confidence, emotional intimacy, and the pressures of modern gay culture.
Expect raw conversations, psychological insight, and the kind of honest discussions that challenge assumptions and invite deeper reflection about what it means to live authentically as a gay man.
Hosted by Matt Landsiedel and Michael DiIorio, the show dives into topics like dating, shame, masculinity, confidence, emotional intimacy, and the pressures of modern gay culture.
Expect raw conversations, psychological insight, and the kind of honest discussions that challenge assumptions and invite deeper reflection about what it means to live authentically as a gay man.
Episodes
Mentioned books

Dec 14, 2023 • 59min
Family Matters
In this heartfelt episode of Gay Men Going Deeper, we are sharing poignant stories of our family relationships. Join us as we explore the triumphs and tribulations of the intricate bonds that tie us to our biological family dynamics. Some of the questions we’ll be answering today are:
1. What do you find challenging about family?
2. How has your family shaped who you are?
3. What matters most to you when it comes to your family?
Tune in to this illuminating episode that reminds us that despite its challenges, family does truly matter, and love has the capacity to transcend even the most profound differences.
Don't miss this episode!️
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

Dec 7, 2023 • 60min
Protecting Your Peace
In this episode, Matt speaks with Nyle Biondi, a trans and queer psychotherapist, about protecting their peace. In a world that is divisive and full of violence, oppression and hatred, how can we protect our peace?
This episode explores ways in which we might be giving away our power and how we can stop doing this and learn to protect our peace. Come spend an hour with Matt and Nyle and learn how to protect your own peace from things like family dynamics, media, oppressive societal views/beliefs/laws, hatred, etc. Your power and peace are in your hands more than you may think.
The questions we will be unpacking in today's episode are:
What does it mean to protect your peace?
What interrupts our peace?
What are strategies you use to protect your peace?
How can we balance caring about the systems around us and protecting our peace?
How can we come back into our center and stand in our own truth and power?
Don't miss this episode!️
Connect with Nyle:
Email
Healing Within, Psychotherapy
Heal Your Chronic Pain
Connect with Matt:
Instagram
Website
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 30, 2023 • 1h 5min
Money Mindset
In this enriching episode of Gay Men Going Deeper, we are delving deep into the world of personal finance and exploring the often underestimated power of your money mindset.
Everyone has a money mindset, which consists of your thoughts, beliefs, and attitudes about money. Whether you realize it or not, this mindset is creating your financial well-being. Our goal today is to inspire you to create a money mindset that helps you live the life you most want to live. Some of the questions we’ll be unpacking are:
What is your relationship with money?
Have you ever suffered a financial setback? How did it affect your money mindset?
If you won 1 million dollars, how would your life change? How would it remain the same?
Whether you're striving for financial independence, aiming to conquer debt, or simply seeking a healthier relationship with money, this episode will inspire and empower you to take charge of your financial future.
Don't miss this episode!️
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

Nov 23, 2023 • 54min
Making Friends: Introverts Edition
Making friends can feel like a complex puzzle in the gay world - and when you're an introvert, the pieces fit differently.
In this episode of Gay Men Going Deeper, Michael DiIorio and friendship coach, Zayne Khan explore the distinctive hurdles faced by introverts in their quest for companionship.
We’ll cover topics such as:
The unique challenges introverts face in making friends
How being gay impacts our ability to make friends
The impact of apps and social media in seeking connection
Practical tips for introverts who want to make meaningful friendships
If you're an introvert searching for camaraderie, understanding, and connection, this episode is a must-listen. Making friends can be a beautiful, transformative experience, and we're here to help you every step of the way.
Connect with Zayne:
Zayne Khan Coaching
Instagram
Podcast
Connect with Michael:
Wellismo Coaching
Instagram
Men's Groups
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 16, 2023 • 1h 5min
Work-Life Balance
In this episode of Gay Men Going Deeper, we tackle a topic that's become increasingly important in our fast-paced, interconnected world: work-life balance.
Throughout this episode, we explore the causes of the work-life balance struggle, including societal expectations and the constant connectivity enabled by technology. We’ll also share stories and practical advice on how we set boundaries, prioritize self-care, and reclaim our precious personal time as entrepreneurs. The questions we’ll be exploring today are:
1. How have you experienced burnout in your life? What unhealthy habits of yours contributed to this burnout?
2. What does balance mean to you?
3. What boundaries do you put in place to ensure work-life balance?
Join us as we embark on a journey toward a more enjoyable life where your work and personal life can co-exist in harmony.
Don't miss this episode!️
Today's Hosts:
Michael DiIorio
Matt Landsiedel
Reno Johnston
Watch this ep on YouTube
- Connect with us -
Join the private Facebook community including access to monthly group Zoom calls
Take our "Building Better Relationships" course
Take our "Healing Your Shame" course
Coaching Collection - Get lifetime access to 2 courses, 45 coaching videos, and 2 workshop series
Follow us on Instagram
GayMenGoingDeeper.com
Support the Show - viewer and listener support helps us to continue making episodes.

Nov 9, 2023 • 57min
Another “Failed” Relationship (Navigating Gay Dating)
In this episode Matt speaks with Indie Author and Counselor, Jonathan Lee about dating as a gay man. Jonathan wrote his debut book 40 Single Gay where he over-shares his experience in the hostile gay dating world and what he learned about himself through the process. Matt and Jonathan unpack everything from hookup culture and non-monogamy, to intimacy and how to get our emotional needs met as gay men.
Here are some of the concepts they explored in this episode:
What is your experience of dating in the gay community?
Societal pressures to be in a relationship
Hostile world of dating
Baggage and insecurity from past relationships
The investment of time and energy it takes to date
The epidemic of intimacy avoidance in our community
Reframing failed relationships
Doing our inner work
If you find yourself lonely and frustrated with the gay dating scene and hook up apps, this episode may be just what you need.
Don't miss this episode!️
Today's Hosts:
Jonathan Lee:
Instagram
Matt Landsiedel:
Instagram
Website
Watch this ep on YouTube
- Connect with us -
Join the private Facebook community including access to monthly group Zoom calls
Take our "Building Better Relationships" course
Take our "Healing Your Shame" course
Coaching Collection - Get lifetime access to 2 courses, 45 coaching videos, and 2 workshop series
Follow us on Instagram
GayMenGoingDeeper.com
Support the Show - viewer and listener support helps us to continue making episodes

Nov 2, 2023 • 55min
Discovering Your Purpose
Every human being has a unique purpose: something you and only you can bring to this world. In today’s episode of Gay Men Going Deeper, we are sharing our personal journeys towards our purpose. We’ll share how moments of clarity, inspiration, and even adversity provided invaluable insights into our true calling. Some of the questions we’ll be answering are:
How did you discover your purpose?
What gives your life meaning?
What kind of impact do you want to make?
Whether you're at a crossroads, seeking a change, or simply looking to infuse more meaning into your life, this episode is for you.
Don't miss this enlightening conversation that will inspire you to take steps towards discovering your unique purpose so you can embark on a path that leads to a more fulfilling and purposeful future.
Don't miss this episode!️
Today's Hosts:
Michael DiIorio
Matt Landsiedel
Reno Johnston
Watch this ep on YouTube
- Connect with us -
Join the private Facebook community including access to monthly group Zoom calls
Take our "Building Better Relationships" course
Take our "Healing Your Shame" course
Coaching Collection - Get lifetime access to 2 courses, 45 coaching videos, and 2 workshop series
Follow us on Instagram
GayMenGoingDeeper.com
Support the Show - viewer and listener support helps us to continue making episodes.

Oct 26, 2023 • 1h
Sharing NSFW Pics
In this provocative episode of Gay Men Going Deeper, Michael DiIorio and Pepper pushing boundaries, sparking discussion, and providing helpful tips on sharing NSFW pics.
Some of the topics we’ll be covering today are:
Why do we send NSFW pics?
What are the risks in doing so?
Does it impact how our relationships unfold?
Are we too desensitized to nudity?
What are some best practices for sending and receiving pics?
Join us for this entertaining episode where we celebrate sexuality and self-expression while also considering the very real risks and drawbacks of the world NSFW pics.
Don't forget to share with your friends – this episode is not to be missed! ️
Connect with Pepper:
The Gay Good Instagram
Pepper's Instagram
Connect with Michael:
Website
Instagram
Men's Groups
Related episode: Being Kindr on Grindr
Watch this ep on YouTube
Take the Attachment Style Quiz!
- Connect with us -
Join the private Facebook community including access to monthly group Zoom calls
Take our "Building Better Relationships" course
Take our "Healing Your Shame" course
Coaching Collection - Our 2 courses + 45 coaching videos, and 2 workshop series
Follow us on Instagram
GayMenGoingDeeper.com
Support the Show - viewer and listener support helps us to continue making episodes

Oct 19, 2023 • 56min
Healing a Traumatic Past (CPTSD)
In this episode Matt speaks with Scott Blackwood about healing their traumatic pasts. They talk about the impacts of relational and attachment trauma on their lives and how this led to Complex Post Traumatic Stress Disorder (CPTSD), shame, low self-esteem and social isolation. They talk about how the unresolved trauma impacted their relationship with themselves and others and the steps they are taking to overcome this.
Here are some of the concepts they explored in this episode:
What is trauma?
What is CPTSD?
The Neurobiology and Nervous system impacts of trauma
Exploring how trauma shows up in us (trauma responses)
Our personal stories of relational/attachment trauma
The impact trauma has on the gay community
Ways to heal past trauma
Most humans experience relational/attachment trauma over the course of their lives and it is important to be trauma informed so we know how to be sensitive and compassionate towards ourselves and others as we navigate our own trauma healing journeys.
Our hope is this episode will normalize trauma, and release any shame or stigma around having unresolved trauma because it’s a lot more common than we think.
Don't miss this episode!️
Today's Hosts:
Scott Blackwood:
Facebook
Matt Landsiedel:
Instagram
Website
Watch this ep on YouTube
- Connect with us -
Join the private Facebook community including access to monthly group Zoom calls
Take our "Building Better Relationships" course
Take our "Healing Your Shame" course
Coaching Collection - Get lifetime access to 2 courses, 45 coaching videos, and 2 workshop series
Follow us on Instagram
GayMenGoingDeeper.com
Support the Show - viewer and listener support helps us to continue making episodes

Oct 12, 2023 • 1h 14min
Inner Child Work
Today we are diving deep into the profound practice of inner child work, a transformative journey that has the power to heal wounds from our past and pave the way for a brighter future.
Join us as we delve into various techniques and exercises that can help you connect with your inner child, nurture them, and ultimately begin the process of healing any unresolved childhood pain. Some of the questions we’ll be exploring are:
How would you describe your relationship with your inner child (past and present)?
What does inner child work mean to you? How have you done inner child work?
What have been some of the benefits of doing inner child work?
Tune in as we explore the depths of our inner selves, heal old wounds, and embrace the power of self-love and inner child healing. In this episode, we shared reflection questions that can help you connect with your inner child.
What was I most worried about and how did I cope with that?
What desires went unmet and how did I cope with that?
What needs went unmet for me in childhood?
What role did I play in my family dynamic?
What was I rewarded for?
What was I punished for?
Today's Hosts:
Michael DiIorio
Matt Landsiedel
Reno Johnston
Watch this ep on YouTube
- Connect with us -
Join the private Facebook community including access to monthly group Zoom calls
Take our "Building Better Relationships" course
Take our "Healing Your Shame" course
Coaching Collection - Get lifetime access to 2 courses, 45 coaching videos, and 2 workshop series
Follow us on Instagram
GayMenGoingDeeper.com
Support the Show - viewer and listener support helps us to continue making episodes


