

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

Mar 31, 2022 • 1h 14min
Grappling with Grief: Addison Brasil
Grief can be a hard experience to navigate because nothing can really prepare you for deep and emotional loss. It's something that everyone will have to experience at least a few times in their life and each person's experience with it is going to be different.
In today’s episode, host Calan Breckon is joined by special guest Addison Brasil to talk about his journey with grief after the lose his brother to cancer, find his father from suicide and survive a fatal event that killed a dear friend and left him needing to relearn how to walk and deal with a brain injury. After 13 years in the grief arena, Addison has learned a thing or two about grief and shares what has helped him in his new book "First Year Of Grief Club: A Gift From A Friend Who Gets It."
By the end of this episode, you should have at least a few more tools in your belt that can help you navigate grief whenever it might come up in your life.
Guest: Addison Brasil
Get the book - First Year of Grief Club : A Gift From A Friend Who Gets It@addisonbrasil / @sharemygriefclub on Instagram@thegriefguy on tiktokFacebookwww.mygriefclub.comwww.addisonbrasil.comFree messages to help you honour the journey: TEXT GRIEF CLUB to +1 (323) 431-9241
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Join the private Facebook community
Take the "Healing Your Shame" course
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Mar 24, 2022 • 1h 9min
Secure Relationships
Relationships have a natural rhythm between feeling connected to your partner, and other times feeling disconnected from them. Each end of the spectrum can trigger different fears: the fear of being too close and/or the fear of abandonment. Understanding attachment styles helps you see how these fears show up in your relationships.
In this episode, we're exploring our attachment styles and sharing ways we can find a greater sense of security in the naturals ebbs and flows of connection in relationships.
We're answering questions such as:
What attachment style(s) do you most relate to and why?What has prevented you from having secure relationships in the past?What does a secure relationship look like for you?What inner work have you done to have a more secure relationship style?
Watch this ep on YouTube
- Connect with us -
Join the private Facebook community
Take the "Healing Your Shame" course
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Mar 17, 2022 • 48min
Love, Intimacy & Connection: Vol. 2
In this juicy and personal episode, Michael is letting you take a behind-the-scenes peek into his relationship with his partner, Star.
While vacationing in Mexico, they are opening up about the lessons learned after one year together. Specifically, they're talking about relationship dynamics including conflict, intimacy, and communication.
They'll be answering questions such as:
How have they grown over the last year?
What have been their biggest challenges?
How do they handle conflict?
What are some communication do's and don'ts?
This intimate and honest conversation between partners is full of tips and advice for couples and singles alike.
Referenced in today's show- Episode 20: Love, Intimacy, & Connection (behind the scenes of a modern gay relationship)
Contact Info
Michael DiIorio
Star Semper
ABCs of Connection Course
Sexual Empowerment Men's Group
Watch this ep on YouTube
- Connect with us -
Join the private Facebook community
Take the "Healing Your Shame" course
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Mar 10, 2022 • 1h 6min
Heartbreak & Breakups
The painful sting of heartbreak is a uniquely awful experience that brings up a lot of our wounds around abandonment and rejection. In today's episode, we're getting raw and real about our heartbreak and breakups.
We'll be answering questions such as:
What was your hardest breakup and why?What do you need when you go through a breakup and how do you usually manage it?What have been some of the biggest life lessons you’ve learned through heartbreak?Looking back, what are you grateful for about your past dating experiences?
Listen to this personal and poignant episode to learn how heartbreak can be a valuable part of your personal growth and development.
Watch this ep on YouTube
- Connect with us -
Join the private Facebook community
Take the "Healing Your Shame" course
Instagram
GayMenGoingDeeper.com
Patreon
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Join the Gay Men Going Deeper Membership coaching community

Mar 3, 2022 • 1h 9min
The Sensitive Gay Man
Sensitivity is one of the most misunderstood temperament traits due to toxic gender norms and stereotypes about masculinity and femininity. Come learn about the science of sensitivity and ditch the stigma you may have inherited about what it means to be a sensitive gay man.
In today’s episode, host Matt Landsiedel unpacks all you need to know about sensitivity with Clinical Psychologist Dr. Chris Horan.
Together they explore questions like:
What does it mean to be sensitive? (the science and the stigma) What is a Highly Sensitive Person?Our sensitivity storiesUnique challenges of being a sensitive manWhy do gay men and HSP have such similar struggles?Challenges we face as sensitive peopleBenefits of being a sensitive person
Take the HSP test to find out if you are a Highly Sensitive Person
Join the next Authentic Relating & Empowerment (ARE) 8 week course
Watch this ep on YouTube
- Connect with us -
Join the private Facebook community
Take the "Healing Your Shame" course
Instagram
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Patreon
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Join the Gay Men Going Deeper Membership coaching community!

Feb 24, 2022 • 56min
Forgiveness
Forgiveness is a necessary part of the healing process. When we are able to truly forgive others, we liberate ourselves from the pain of the experience so we can find peace and move on. But forgiveness isn't always easy
In this episode, we're here to help you out by answering questions such as:
Do you find it harder to forgive or to apologize?Can you truly ‘forgive and forget’?How can you tell if an apology is sincere?What advice do you have for people who have a hard time with forgiveness?
Whether you're asking forgiveness or forgiving others, join us to learn how you can heal these emotional wounds and find peace within.
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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Join the Gay Men Going Deeper Membership coaching community

Feb 17, 2022 • 55min
Therapy
Therapy is crucial for our mental health, yet some people still look at it as unobtainable due to financial struggle. There are also still myths around Therapy that say you’re weak if you need to go, you’re less of a man if you want to talk about your emotions, and that Therapy is only for “other people who are broken.”
In today’s episode, host Calan Breckon unpacks all you need to know about Therapy with licensed marriage and family Therapist, Jake Myers, who’s also founder and CEO of LGBTQ Therapy Space and writes a regular column for Queerty.com.
Together they explore questions like:
Why is it important LGBTQ+ peoples have access to specialize therapists from the community?What are some of the old myths about therapy that just aren’t true?How long does someone usually go to therapy?Where can someone find funding or support if they don’t have the means right now to cover the costs of Therapy?
By the end of this episode, you’ll have broken down the myths about Therapy and you’ll have the knowledge on how to start (or continue) your own Therapy journey.
Guest: Jake Myers
LGBTQ Therapy SpaceInstagramFacebookTwitter
Watch this ep on YouTube
- Connect with us -
Join the private Facebook community
Take the "Healing Your Shame" course
Instagram
GayMenGoingDeeper.com
Patreon
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Join the Gay Men Going Deeper Membership coaching community!
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- Therapy Options -
Inkblot Therapy - Canada BasedMind Beacon - Free Therapy for Ontario ResidentsOpen Path - Affordable OptionsPsychology Today - search for clinicians that take insurance OR have sliding scalesGood Therapy - Sliding Scale TherapistsTry looking up local counselling centres like Southern California Counseling Center or the Los Angeles LGBT Center.

Feb 10, 2022 • 1h 14min
Victimhood
Whether we're aware of it or not, we all have an inner victim within us that needs to be acknowledged. Processing this can be uncomfortable and triggering, but it is necessary in order to grow and evolve beyond it.
In this episode, we're talking about victimhood both at the macro level as queer people, right down to the micro level as individuals. We are answering questions such as:
How have we been victimized as gay men?What impact do you see in our community from this victimization?What is your personal experience with victimhood? How have you moved through victimhood? What advice can you offer people who may be stuck in victimhood?
By the end of this episode, you'll have a better understanding of how victimhood is showing up in your life and how you can take the first steps to move through it.
Watch this ep on YouTube
- Connect with us -
Join the private Facebook community
Take the "Healing Your Shame" course
Instagram
GayMenGoingDeeper.com
Patreon
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Join the Gay Men Going Deeper Membership coaching community!
Inkblot Therapy
LGBTQ Therapy Space
Mind Beacon (Free Therapy for Ontario Residents)

Feb 3, 2022 • 53min
Betting on Yourself
Your life is a series of choices. Sometimes those choices will ask you to bet on yourself - to pursue what you love, even if there is an emotional risk in doing so. When you bet on yourself, you awaken a world of possibility. When you bet against yourself, you always lose.
In this episode of, Michael is joined by Alex Ray as they talk about what it means to bet on yourself and why doing so can help you get unstuck and feeling more enthusiastic about your life.
Today's Guest: Alex Ray
https://coachalexray.com/@coachalexray
Watch this ep on YouTube
- Connect with us -
Join the private Facebook community
Take the "Healing Your Shame" course
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Jan 27, 2022 • 59min
Tips for Motivation
We all have those days when motivation is hard to come by. Whether you’re lacking time, energy, or inspiration, this episode will give you the useful tips you need to get and stay motivated. We answer questions like:
What helps you get motivated?What are your biggest motivation distractors and how do you avoid them?What keeps you on track with your goals and deadlines?
By the end of the episode, you’ll be ready to slay your goals and start taking action towards them.
Watch this ep on YouTube
- Connect with us -
Join the private Facebook community
Take the "Healing Your Shame" course
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