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Gay Men Going Deeper

Gay Men Going Deeper

Written by: Gay Men's Brotherhood
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About this listen

 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© 2020 Gay Men's Brotherhood Hygiene & Healthy Living Self-Help Social Sciences Success
Episodes
  • Will I Be Single Forever?

    Will I Be Single Forever?
    Jan 22 2026
    It’s a question many gay men quietly carry… especially after heartbreak, disappointment, or years of trying. In this episode of Gay Men Going Deeper, we put on our coach hats and unpack why this belief takes hold, how shame and self-protection can block love without us realizing it, and what actually helps us become more open to connection again. This conversation isn’t about forcing positivity or dating tactics. It’s about understanding the patterns that keep us guarded, how we sabotage love unintentionally, and how to restore hope without lowering your standards or abandoning yourself. In this episode, we explore: Where the belief “I’ll be single forever” comes fromThe most common blocks to love we see in gay menHow shame quietly shapes dating and relationshipsThe difference between protection and emotional availabilityHow to let love in while staying grounded, discerning, and self-respecting If you want real connection but feel tired, guarded, or discouraged, this episode offers clarity, reassurance, and a grounded way forward. Listen now and go deeper. Today's Hosts: Matt LandsiedelMichael DiIorio: Take the 360 Review for Gay Men Support the Show - viewer and listener support helps us to continue making episodes - CONNECT WITH US - Watch podcast episodes on YouTubeJoin the Gay Men's Brotherhood Facebook communityGet on our email list to get access to our monthly Zoom callsFollow us on Instagram | TikTokLearn 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. Chapters (00:00:00) - Going Deeper(00:00:34) - Gaming Gay Men's Brotherhood(00:02:05) - Will I Be Single Forever?(00:04:42) - Lack of role models for gay couples(00:05:31) - Open Relationships(00:06:19) - I'll Be Single 'Forever'(00:12:48) - This 67-Year-Old Gay Man Found Love For the First(00:14:47) - How To Get Out Of The Single Trap(00:15:38) - Common Shame Blocks in Gay Men's Love Life(00:22:07) - Gay Men Need To Heal Their Love Lives(00:28:27) - Healing Your Shame For Dating & Relationships(00:30:04) - How to Overcome the Blocks to Love(00:33:26) - "My Protector Parts Are Slowly Breaking My Own Heart"(00:36:53) - How to Love Yourself(00:42:17) - How To Heal Your Heart From Heartbreak(00:44:38) - Are You Ready for Your Relationship?(00:45:58) - Gay Men's Brotherhood Podcast
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    49 mins
  • How to Build Unshakeable Confidence

    How to Build Unshakeable Confidence
    Jan 15 2026
    This episode of Gay Men Going Deeper is less of a casual conversation and more of a confidence masterclass. One you’ll likely want to come back to again and again. We break down what real, unshakeable confidence actually is (and what it isn’t). Not the loud, performative kind, but the grounded confidence that comes from self-trust, self-compassion, and emotional regulation. We talk honestly about why confidence can feel harder for gay men, how minority stress and shame shape a harsh inner critic, and how we deal with setbacks. In this episode, we cover: How confidence is built through action, discomfort, self-compassionHow shame and the inner critic quietly undermine self-trustWhether “fake it till you make it” actually works… and where it falls apartWhy taking action builds confidence (and how inaction erodes it)How self-compassion keeps confidence intact when things go wrongWhat to do when confidence wobbles after rejection, embarrassment, or insecurity If you’ve ever looked confident on the outside but felt shaky on the inside, this episode will help you understand why, and give you a clear, grounded path forward. Save this one. It’s the kind of episode you’ll get something new from every time you listen. Today's Hosts: Michael DiIorio - Take the 360° Self-Review for Gay MenMatt LandsiedelReno Johnston Support the Show - viewer and listener support helps us to continue making episodes - CONNECT WITH US - Watch podcast episodes on YouTubeJoin the Gay Men's Brotherhood Facebook communityGet on our email list to get access to our monthly Zoom callsFollow us on Instagram | TikTokLearn 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 Qui... Chapters (00:00:05) - Gay Men Going Deeper: How to Build Confidence(00:01:05) - How to Build Unshakable Confidence(00:04:35) - What Actually Build Unshakable Confidence?(00:11:14) - How Do You Build Unshakable Self Confidence?(00:15:18) - How to Build Confidence(00:19:02) - Self-Compassion vs. Boastful(00:20:16) - What helps you build confidence? Join our Connection Circles(00:21:06) - Faking It Till It Actually Works(00:24:55) - "Faking It" Has It Work For You?(00:29:26) - Kinda Like Fake It Till You Make It(00:33:30) - You Should Be More Frumpy On The Podcast(00:33:48) - Gay Men: Unshakable Self Confidence(00:34:53) - How To Deal With Confirmations(00:39:15) - Reno on Being Confident(00:41:55) - How Do You Deal With Confidence(00:47:48) - Queens Talk About Self-Compassion(00:52:33) - Gayman's Brotherhood: Connection Circle
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    54 mins
  • Standards vs. Boundaries in Dating

    Standards vs. Boundaries in Dating
    Jan 8 2026
    In this episode, we’re breaking down one of the biggest dating myths gay men love to repeat: “My standards are too high.” But sometimes the problem isn’t what you want, it’s what you allow. We get into the real difference between standards and boundaries, why attraction wipes our memory clean, and how low boundaries quietly reveal your level of self-worth. If you’ve ever said you want emotional maturity but keep entertaining sexy chaos, this episode is going to sting a little (in a good way). Some of the topics we cover in this episode are: A clear explanation of standards vs boundaries (with examples)Why our standards collapse the second a hot man gives you attentionHow boundaries are actually a self-worth and self-respect practiceThe “crumb diet” too many gay men settle for Join us for this honest, relatable, and painfully accurate episode that might be the reset your dating life has been waiting for. Today's Hosts: Michael DiIorio - Take the 360° Self-Review for Gay MenMatt LandsiedelCome to our Monthy Community Events Support the Show - viewer and listener support helps us to continue making episodes - CONNECT WITH US - Watch podcast episodes on YouTubeJoin the Gay Men's Brotherhood Facebook communityGet on our email list to get access to our monthly Zoom callsFollow us on Instagram | TikTokLearn 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. Chapters (00:00:00) - Gay Men's Dating: Standards and Boundaries(00:02:54) - What's The Difference Between Standards and Boundaries(00:04:52) - Gay Women Talk About Boundaries(00:09:14) - How To Give Care To Your Partner(00:12:34) - Why High Standards Don't Matter If Your Boundaries Are Low(00:16:22) - When do you find your boundaries collapsing fastest?(00:18:58) - What Makes You Feel Valid? Validation and Control(00:23:13) - What Poor Boundaries Look Like(00:27:08) - Standards vs Boundaries(00:27:23) - Gay Men's Brotherhood: Donor-funded Podcast
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    28 mins
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