Not all grief is about death. Sometimes, the hardest losses are the people (or pets) who are still alive—but no longer in our lives.

In this episode, we’re talking about the heartbreak of losing relationships: romantic breakups, friendship fallouts, and the deep sadness that comes with saying goodbye to a beloved pet. We explore how grief shows up emotionally, mentally, and even physically—and the unique challenges of letting go of someone who once meant everything to you.

Together, we share personal experiences of:

• The stages of grief
• Grieving people who are still alive
• Letting go of “what could’ve been”
• Healing after a breakup
• Losing chosen family or long-time friends
• Learning how to let go without lingering

This conversation shines a light on the many ways we experience loss and how to move through the grief with compassion, courage, and clarity.

Related Episodes:

• Grieving Your Past
• When It's Time to Say Goodbye
• Grappling with Grief: Addison Brasil

Today's Hosts:

• Michael DiIorio
• Matt Landsiedel

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• Watch podcast episodes on YouTube
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• 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.

Grief isn’t just about death—it’s also about the quiet losses we carry as we grow and evolve. In this episode, we’re kicking off a 4-part series on grief by exploring what it means to grieve your past.

Whether it’s a version of yourself that felt more confident, more desirable, or more socially “relevant,” we often feel a deep emotional pull toward who we used to be. From aging and identity shifts to the grief of letting go of our dreams, we’re diving into the invisible grief that comes with change.

We discuss:

• What grieving your past looks like
• How grief can show up as you grow and evolve
• Letting go of your youth, body, or social capital as a gay man
• The bittersweet nostalgia of past chapters—even ones you chose to leave behind
• How to know when it’s time to move on, and how to do it with self-compassion

This conversation is about honoring who you were while embracing who you’re becoming.

Related Episode:

• Grappling with Grief: Addison Brasil

Today's Hosts:

• Michael DiIorio
• Matt Landsiedel

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.

Most of us want to be seen, heard, and understood, but the fear of judgment can stop us from doing so. Whether it’s being more social, speaking your feelings, or sharing creative work, putting yourself out there can feel risky, especially when we’ve been conditioned to play it safe due to past hurt or rejection.

In this episode, we’re sharing: 👉 Our personal journeys from shy and self-conscious to being more visible 👉 The fears that held us back, and sometimes still do 👉 How we want to be perceived vs. showing up authentically 👉 What helps us keep showing up, even when it’s uncomfortable

If you’ve ever held back because you’re scared of what people might think, this episode is for you.

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.

We all know self-love is important, but what happens when it goes too far in the wrong direction?

In this episode, Michael DiIorio is joined by therapist Michael Pezzullo for an honest conversation about the shadow side of self-love. Together, they explore:

• The difference between self-comforting and self-coddling
• How emotional sensitivity can become emotional fragility
• Why self-bulldozing is just as harmful as avoidance
• The four zones of the Self-Love Spectrum
• How trauma impacts the way we “love” ourselves
• How to tell if you're truly healing…or just hiding.

You’ll learn about the Self-Love Spectrum, the signs of self-coddling and self-bulldozing, and how to practice a more empowering, growth-oriented version of self-love- without abandoning your need for care and compassion.

Join us for an episode that will help you get honest about how you love yourself, and what real self-love actually looks like.

Today's Guest: Michael Pezzullo

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• Instagram

Today's Host: Michael DiIorio

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• Instagram

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.

Some of us didn’t choose to become lone wolves—we were shaped into them. Many gay men have learned to rely only on themselves, and while that self-sufficiency can feel empowering, it often comes at the cost of connection and intimacy.

In this personal and vulnerable episode, Michael and Matt open up about their own lone wolf energy—where it comes from, how it’s served them, and the moments when it became more isolating than empowering.

Together, we’re unpacking:

• The origin stories of our lone wolf instincts
• The protective thoughts that sound strong but hide deeper wounds
• What makes us want to cut people off—and what’s really underneath that urge
• How this energy shows up in dating and relationships
• And how to honour your need for space without shutting people out

Whether you identify as a lone wolf or love someone who does, this episode will help you navigate the delicate balance between fierce independence and meaningful connection.

Today's Hosts:

• Michael DiIorio
• Matt Landsiedel

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.

Why do so many gay men struggle with deep fears of rejection—whether in dating, friendships, or even at work? In this episode, we’re unpacking rejection sensitivity: where it comes from, how it shows up in everyday life, and why it can feel so intense for us.

Some of the topics we cover:

• The early roots of rejection sensitivity (hint: it starts young)
• How social norms, internalized homophobia, and shame wire us for hypervigilance
• The impact of dating app culture and body-focused rejection
• Signs you might be stuck in a rejection sensitivity loop
• Practical ways to heal and build resilience

If you’ve ever felt crushed by criticism, avoided risks to protect yourself, or wrestled with feelings of “never enough,” this one’s for you.

Related Episodes:

• Rejection
• Fear of Rejection

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.

How would you, your life, and your experience be if you were free from uncertainty, instability, and insecurity?

While it can’t be promised you won’t have to experience these again, in this special solo episode, Reno shares personal experiences, perspectives, anecdotes, and practices to help you relate to them in ways that do create more freedom, creativity, resourcefulness, resilience, discernment, enthusiasm and lightness in the face of them. He also demonstrates some ways he has personally navigated uncertainty, instability, and insecurity throughout his life.

Today's Host: Reno Johnston

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• Facebook
• Schedule a Zoom Call

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.