

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

Jan 20, 2022 • 1h 2min
Discovering Authenticity Through Embodiment
In this episode Matt speaks with Gay Olympian, Kung Fu Master, QTBIPOC Counselor and Shaman Devante Love. They talk about how to heal and discover your most authentic self through connecting with the body. Here are the questions explored in this episode:
►What does authenticity mean to you?
►What does embodiment mean to you?
►What is the connection between the body, our thoughts, our emotions?
►Why is it important for gay men in the 21st century especially to engage in embodiment practices?
►Forces that exist in society that have/can cause us to become disembodied: Capitalism, technology, colonialism, religion
►How do we become more embodied?
►Importance of developing a lexicon for bodily sensations
Watch this ep on YouTube
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Jan 13, 2022 • 50min
Personal Transformation
Personal transformation can be fun when it comes to setting goals and imagining the possibilities of the future, but things get tricky when it comes time to execute these plans.
In this episode, we are going deeper on the topic of personal transformation. We’ll be exploring questions like:
What does ‘personal transformation’ mean and why is it important?What is the most challenging part of changing yourself?What is the best advice for anyone who is serious about personal transformation?
By the end of this episode, you’ll have the inside scoop on how to make your personal transformation last.
Watch this ep on YouTube
- Connect with us -
Join the private Facebook community
Take the "Healing Your Shame" course
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Patreon
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Jan 6, 2022 • 46min
Dating & Disabilities
Dating is already a minefield to the everyday gay, add living with a disability to the mix and things get even more complicated. In today's episode host Calan Breckon explores the DO's and DON'Ts around dating and disabilities in the gay community. He's joined by special guests David Oliver Wudel and Ryan Michael Williams who both live with different levels of cerebral palsy.
In this episode, we're unpacking questions like:
What is acceptable vocabulary and what is no longer acceptable?What’s the biggest struggle about being a gay man with a disability?How can someone ask questions without coming across as an ignorant ass?and what's the most important thing the community needs to know when it comes to our gay brothers living with a disability?
At the end of the day, we're all just looking for the same thing: love and acceptance.
David Oliver Wudel: 6wheelco.com / @6wheelco
Ryan Michael Williams: @ryanmwilliams82
Watch this ep on YouTube
- Connect with us -
Join the private Facebook community
Take the "Healing Your Shame" course
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Dec 30, 2021 • 58min
Emotional Intelligence
Emotions can cause a lot of unnecessary suffering when we are not equipped with the tools to manage them. In this episode, we are exploring what it means to have emotional intelligence: the idea of knowing our feelings, what they mean, and how they affect others.
Listen in as we share:
How we describe our relationship with our emotionsHow we avoid our emotionsWhat situations bring up a lot of emotions for usOur greatest learning about emotions
By the end of this episode, you'll realize that you have far more influence over your emotional well being than you give yourself credit for.
Watch this ep on YouTube
- Connect with us -
Join the private Facebook community
Take the "Healing Your Shame" course
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Dec 23, 2021 • 56min
Sex Positivity
Your sexuality is yours, and how you express it is the fun of life. But for so many of us, sex is wrapped up in shame. In this episode, Michael has a candid conversation with special guest, Mike Iamele, about sex positivity and sexual confidence. Together, they explore:
What is sex positivity?
The link between shame and sexual desire
How to be more sexually confident
Michael also volunteers to have his sensitivities mapped to illustrate how your sensitivities and desires are linked. By the end of this episode, you'll feel more empowered to be authentically you- both in and out of the bedroom.
Mike Iamele: mikeiamele.com/map / @mikeiamele
Michael DiIorio: www.wellismo.com / @wellismo_coach
Sexual Empowerment
Watch this ep on YouTube
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Take the "Healing Your Shame" course
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Dec 16, 2021 • 1h 3min
Dating Apps
Dating apps are one of the most common ways we connect with other gay men. Yet many people struggle to make the connections they seek, and many more give up altogether... at least for a little while.
In this episode, we're sharing many years of combined experience with using dating apps, specifically:
What are some best practices and a rule of thumb when using dating apps?How can someone find success using dating apps?What's the biggest mistake people make on dating apps?What’s the # 1 thing people don’t include on their profiles that they should include?
Whether you love them or hate them, by the end of this episode you'll have some fresh perspectives and ideas to use next time you reach for the app.
Watch this ep on YouTube
- Connect with us -
Join the private Facebook community
Take the "Healing Your Shame" course
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Dec 9, 2021 • 41min
Sex and Porn Addiction
In this episode Matt interviews Psychotherapist and Clinical Sexologist, Dr. Joe Kort about Sex and Porn Addiction. Dr. Kort shares his 36 years of clinical experience working with sex addiction and compulsive sexual behaviors. In this episode we unpacked the following questions:
How do you define addiction?What is the difference between compulsion and addiction?How come you stopped labeling it sex addiction and now refer to compulsivity instead?Why do gay men tend to struggle with sex and porn compulsivity? What are your thoughts on gay men and intimacy disorders?How does sex and porn compulsions impact one’s ability to develop intimacy? What is a common course of treatment you would used to treat sex and porn compulsions?What is one thing someone struggling with sex and porn compulsions can do to support themselves?
Watch this ep on YouTube
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Join the private Facebook community
Instagram
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Dec 2, 2021 • 1h 6min
Fake vs. Real Confidence
About today's show
Self-confidence looks like a lot of different things, depending on who you ask. In this episode, we're shedding some light on the difference between fake confidence and real confidence. We'll be looking at:
What does it mean to be truly self-confident?How do you tell the difference between fake confidence and real confidence?What are some unique challenges gay men face with respect to building confidence?What are some habits that help develop greater self-confidence?
By the end of this episode, you'll be feeling inspired and empowered to be more authentically you.
Watch this ep on YouTube
- Connect with us -
Join the private Facebook community
Take the "Healing Your Shame" course
Instagram
GayMenGoingDeeper.com
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Join the Gay Men Going Deeper Membership coaching community!

Nov 25, 2021 • 54min
Never Been In Love
About today's show
Have you ever seen that movie "Never Been Kissed" with Drew Barrymore? Well, today is kind of the adult gay man version of that story...only with love.
I'm sure many gay men out there can relate to Tyler Boyle's story of being a 30' something gay man who still has yet to fall in love. After being a late bloomer Tyler found himself navigating a very different dating world compared to his heteronormative past life. Along his journey, he figured out 4 key things to help him navigate this new gay world and to hopefully, one day, find love.
Therapy Options: Inkblot Therapy
TODAY'S GUEST
Tyler Boyle @monsieurboyle
www.tylercboyle.com / www.dreamwalkersmeditations.com
TODAY'S HOST
Calan Breckon@CatchCal
Watch this ep on YouTube
- Connect with us -
Join the private Facebook community
Take the "Healing Your Shame" course
Instagram
GayMenGoingDeeper.com
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Nov 18, 2021 • 57min
Personal and Relational Boundaries
About today's show
Personal and Relational Boundaries are easy to talk about but can be challenging to implement. In this episode, we're sharing how setting and honouring boundaries is an act of self-care and ultimately helps increase your sense of self-love. These are the questions we'll be discussing:
What do boundaries mean to you?What are some things you practice setting boundaries for?How do you know when you need to set a boundary?What are some fears that come up for you when setting boundaries?
Watch this ep on YouTube
- Connect with us -
Join the private Facebook community
Support us on Patreon
Instagram
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