Single and Ready to Mingle episode artwork

EPISODE · Jan 1, 2026 · 51 MIN

Single and Ready to Mingle

from Gay Men Going Deeper · host Michael DiIorio & Matt Landsiedel | Gay Men’s Brotherhood

In this episode, Michael and Matt get personal about what we love about being single, how we knew we were ready to start dating again, and what we want to experience differently this time around. We talk about flirting on apps, dating in 2026, and all the messy, exciting parts of putting yourself back out there when you’re ready to mingle.  Some of the topics we cover in this episode are: • Getting back into the dating world • When your nervous system tries to hijack your dating life • Red flags and green flags • What we’re actually looking for in a man now (and how that has changed)  It’s cheeky, honest, and surprisingly insightful. If you’re single (or single-ish), you’ll feel right at home. Today's Hosts: Matt Landsiedel Michael DiIorio - Take the 360° Self-Review for Gay Men 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. Chapters (00:00:05) - Gamin Going Deeper: Being Single & Ready To Mingle(00:01:46) - What Is Single and Ready To Mingle?(00:02:27) - What Do You Love About Being Single?(00:05:02) - Mixed Messages on Dating and Singling(00:06:02) - What's Your Favorite Stage Of A Relationship? The Honeymoon Phase(00:10:22) - Matt on Conflicts In His Relationships(00:12:06) - Single People Talk About The Best Things About Being Single(00:16:13) - What I Need In A Good Relationship(00:17:50) - What's The Non-Negotiable Item In A Relationship?(00:20:43) - Gay Men's Brotherhood(00:21:22) - When Are You Ready to Mingle?(00:24:31) - Gay Men on Matching Apps(00:28:26) - "Does It Mean I Attract a Polyamorous Partner?"(00:31:49) - Are You Dating Gay People?(00:33:28) - Gaiman's Going Deep: Relationships and Dating(00:34:25) - What Would You Like To Experience The This Time Around?(00:39:17) - What You Need To Know About Chasing(00:43:10) - What I Want In A Relationship(00:43:52) - Matt on His Sexual Life(00:46:14) - I Should've Knew That My Best Friend Had Sex With Her(00:49:28) - "That's Off-limits" For Gay People(00:49:47) - Gay Men's Brotherhood: Connection Circle

In this episode, Michael and Matt get personal about what we love about being single, how we knew we were ready to start dating again, and what we want to experience differently this time around. We talk about flirting on apps, dating in 2026, and all the messy, exciting parts of putting yourself back out there when you’re ready to mingle.  Some of the topics we cover in this episode are: • Getting back into the dating world • When your nervous system tries to hijack your dating life • Red flags and green flags • What we’re actually looking for in a man now (and how that has changed)  It’s cheeky, honest, and surprisingly insightful. If you’re single (or single-ish), you’ll feel right at home. Today's Hosts: Matt Landsiedel Michael DiIorio - Take the 360° Self-Review for Gay Men 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.

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Single and Ready to Mingle

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This episode is 51 minutes long.

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This episode was published on January 1, 2026.

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In this episode, Michael and Matt get personal about what we love about being single, how we knew we were ready to start dating again, and what we want to experience differently this time around. We talk about flirting on apps, dating in 2026, and...

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