

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

Sep 22, 2022 • 54min
Your Questions Answered
You asked and we answered!
In this episode, we're answering some of the juiciest questions from our community such as…
How to let go of the past?Why can’t gay men find love?How to get unstuck and move forward?
Join us as we cover topics such as shame, gay dating, self-confidence, and trust in this Q & A style discussion.
Take the Attachment Style Quiz!
Watch this ep on YouTube
- Connect with us -
Join the private Facebook community
Take our "Building Better Relationships" course
Take the Attachment Style Quiz!
Instagram
GayMenGoingDeeper.com
Patreon
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Join the Gay Men Going Deeper Membership coaching community

Sep 15, 2022 • 1h 11min
Behind the Scenes of the Gay Men's Brotherhood
In this very special

Sep 8, 2022 • 48min
Our Community
From the outside looking in, the queer community is seen as an inclusive space that celebrates diversity. Yet for many people, it feels quite exclusive and lonely.
In this episode, we are sharing our vision for the gay community and the different ways we are implementing this vision.
We’re talking about...
What exactly is our vision?What are the different parts of our community?Why is building this community important to each of us?How we’ve changed from the beginning to today?What is one thing we’re excited about co-creating for our community in the future?
Take the Attachment Style Quiz!
Watch this ep on YouTube
- Connect with us -
Join the private Facebook community
Take our "Building Better Relationships" course
Take the Attachment Style Quiz!
Instagram
GayMenGoingDeeper.com
Patreon
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Join the Gay Men Going Deeper Membership coaching community

Sep 1, 2022 • 56min
The Dark Night of the Soul
Dark periods are an inevitable part of life that can happen at any moment and in any number of ways:
The death of a loved one
A terminal diagnosis
Job loss
Relationship breakdown
But what is the spiritual and psychological significance of this pain?
In this episode of Gay Men Going Deeper, Michael is joined by LGBTQ+ affirmative psychotherapist Justin Oberste to discuss the concept of the Dark Night of the Soul, including:
The 4 phases of a dark night of the soul
Sharing personal, real-life examples
The spiritual significance of dark periods
Tips for finding hope within the darkness
The 4 Phases of a Dark Night of the Soul - blog post referenced in today's episode
Connect with Justin
Website: www.justinoberste.com
Instagram: www.instagram.com/justinoberste
Today's Host: Michael DiIorio
Website: https://www.wellismo.com
Instagram: https://instagram.com/wellismo_coach/
Courses: learn.wellismo.com
Watch this ep on YouTube
Take the Attachment Style Quiz!
- Connect with us -
Join the private Facebook community
Take our "Building Better Relationships" course
Instagram
GayMenGoingDeeper.com
Patreon
-—
Join the Gay Men Going Deeper Membership coaching community

Aug 25, 2022 • 43min
Mindset
Your mind is a powerful tool that you can use to create a life that you love. Your mindset is your overall outlook on life and it will determine whether you remain stuck spinning your wheels or moving towards your goals and dreams.
In this episode, we’re looking specifically at the difference between the Fixed and Growth Mindsets. We will be discussing questions such as….
What type of mindset were you raised with (growth of fixed)? And what mindset do you have today?How do you cultivate more of a growth mindset for yourself? What did you have to transform to become a more growth mindset-oriented?What is your internal dialogue in a fixed mindset say to you vs. when you’re in a growth mindset?What has helped you on your growth journey that may help our listeners?
By the end of this episode, you’ll feel motivated and inspired to leave behind the fixed mindset and shift into a growth mindset.
Watch this ep on YouTube
- Connect with us -
Join the private Facebook community
Take our "Building Better Relationships" course
Take the Attachment Style Quiz!
Instagram
GayMenGoingDeeper.com
Patreon
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Join the Gay Men Going Deeper Membership coaching community

Aug 18, 2022 • 1h 17min
Pretty Privilege
In this episode, Matt Landsiedel and Andre-Lee Wills unpack the hot topic of pretty privilege.
Pretty privilege works on the principle that people who are deemed more attractive—based on accepted societal beauty standards—have an upper hand in the world and are afforded many opportunities that less “attractive” people don't have. Yet, it's not often that people are willing to admit it—or even talk about it—especially if they’re on the receiving end of its benefits.
Here is what Matt and Andre-Lee explored in this episode:
What is pretty privilege?What is your personal experience with pretty privilege?Why is this topic important for gay men to discuss?What does it mean to be attractive?Why does our culture place so much emphasis on attractiveness?How does pretty privilege relate to ageism, racism or sexism?How can we start to deconstruct the system that is conditioning us to be so limited in our definition of attractive?
Connect with Andre-Lee:
Andre-Lee Wills is an Empowerment Coach. He uses his unique gifts and talents to offer guidance, support, and assistance to others in being an expression of their truest and highest self. He is adept in career coaching, life and relationship coaching, communication, team building, and organizational management.
mrandreleewills@gmail.com
Watch this ep on YouTube
- Connect with us -
Join the private Facebook community
Take the "Healing Your Shame" course
Take our "Building Better Relationships" course
Take the Attachment Style Quiz!
Instagram
GayMenGoingDeeper.com
Patreon
-—
Join the Gay Men Going Deeper Membership coaching community!

Aug 11, 2022 • 1h 5min
Open and Closed Relationships (Vol. 2)
As more people are choosing to explore non-monogamous relationships, the discussion about open and closed relationships can be divisive and unhelpful.
In today's episode, we are having an open conversation about open and closed relationships that will enrich your understanding of the many different types of relationships out there and help you figure out what's right for you. We will cover questions such as:
What is the ideal relationship structure for you?How do you handle jealousy in your relationships?Which of your needs do you expect your primary partner to meet and which needs can be met outside the relationship?What tips will help someone decide which relationship structure works for them?
Listen to this episode to get some fresh and insightful perspectives on this hot topic.
Watch this ep on YouTube
- Connect with us -
Join the private Facebook community
Take our "Building Better Relationships" course
Take the Attachment Style Quiz!
Instagram
GayMenGoingDeeper.com
Patreon
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Join the Gay Men Going Deeper Membership coaching community

Aug 4, 2022 • 36min
Community Inclusion
Recognizing and understanding privilege can be a hard pill to swallow for some. It means admitting you’re not perfect and possibly “looking bad,” which we were all taught growing up not to do.
In today’s episode, host Calan Breckon unpacks some of the hard questions around community inclusion with guest Raymond Jordan Johnson-Brown and the work they do as an indigenous wellness leader. Raymond, who uses they/them pronouns, is passionate about creating connections for marginalized groups and having courageous conversations around these sometimes hard topics.
Together they explore questions like...
How do you think people are “missing the mark” when it comes to inclusivity for racialized folks?How has your lived experience inspired your work?What is intersectionality?What are some of the ways the queer community has contributed/participated in systems of harm?What could a path forward look like to create an equitable world?
By the end of this episode, you’ll have a better understanding of how you can be more courageous about getting uncomfortable and having those sometimes difficult conversations around inclusivity.
Follow Raymond on Instagram: @TheOnlyRJJB
Foundry BC
Watch this ep on YouTube
- Connect with us -
Join the private Facebook community
Take our "Building Better Relationships" course
Take the Attachment Style Quiz!
Instagram
GayMenGoingDeeper.com
Patreon
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Jul 28, 2022 • 1h 4min
Sexual Empowerment
Sex is a natural part of the human experience yet many people sense a lot of shame and insecurity around the topic.
In this episode of Gay Men Going Deeper, we want to help you become more sexually empowered. We will be discussing things like…
What does sexual empowerment mean to you?What makes you feel sexually empowered?What makes you feel sexually disempowered?What is one tip you can share with the audience to feel more sexually empowered?
By the end of this episode, you’ll be able to improve your own unique relationship with sex and sexuality so that you can enjoy the sex you want on your terms.
Watch this ep on YouTube
VOTE FOR US FOR THE PODCAST AWARDS!
- Connect with us -
Join the private Facebook community
Take our "Building Better Relationships" course
Take the Attachment Style Quiz!
Instagram
GayMenGoingDeeper.com
Patreon
-—
Join the Gay Men Going Deeper Membership coaching community

Jul 21, 2022 • 54min
Shiny Object Syndrome
Shiny Object Syndrome (SOS) is the tendency chase after things that are new and exciting, keeping you in a state of perpetually looking for “the next best thing”.
In this episode of Gay Men Going Deeper, Michael invites psychiatrist Dr. Hector Rodriguez to discuss how Shiny Object Syndrome affects gay men in life and in relationships. They’ll cover topics such as:
SOS in dating apps
The link between perfectionism and SOS
The role of social media
The fear of genuine intimacy
The impact on mental health
How you can overcome SOS
By the end of this episode, you’ll be able to recognize where SOS is showing up in your life and how you can overcome it.
Connect with Dr. Hector
Website: https://www.doctorhector.com/
Instagram: https://www.instagram.com/drhector511/
Today's Host: Michael DiIorio
Website: https://www.wellismo.com
Instagram: https://instagram.com/wellismo_coach/
Sexual Empowerment: Sexual Empowerment 101
"The Rise of the A-Gay" - GQ Magazine article referenced in today's episode
Watch this ep on YouTube
VOTE FOR US FOR THE PODCAST AWARDS!
- Connect with us -
Join the private Facebook community
Take our "Building Better Relationships" course
Instagram
GayMenGoingDeeper.com
Patreon
-—
Join the Gay Men Going Deeper Membership coaching community


