The Globally Ranked Podcast

Gay Men Going Deeper

One of the best gay podcasts on personal development, mental health, sexuality, and dating — from an unapologetically gay perspective. Co-hosted by Michael DiIorio and Matt Landsiedel. New episodes weekly.

Listen on Spotify Apple Podcasts

Top 10 LGBTQ+

Nominated, People's Choice Podcast Awards.

Gay Men Going Deeper podcast cover art — When To Get Off the Apps (And When to Go Back On)

Latest drop

September 17, 2026 · Episode 297

When To Get Off the Apps (And When to Go Back On)

Apps are a huge part of modern gay life. We delete them, reinstall them, swear them off, go back on, and keep trying to figure out whether they’re helping us connect or quietly getting in the way. In this episode, we’…

Play this episode

0:00

—:—

Show notes & transcript Open in Spotify

Browse every episode

297 conversations and counting — streamed live from the show's feed.

Gay Men Going Deeper podcast episode artwork — Why Bad Boys Feel So Good

Listen33 min

Ep. 296/Sep 3, 2026

Why Bad Boys Feel So Good

Why do the guys who are a little distant, a little edgy, and a little hard to get feel so magnetic? Is it actually attraction…or is a deeper pattern being activated? In this episode, we unpack what's going on u…

Open episode

Gay Men Going Deeper podcast episode artwork — Why Gay Men Struggle with Intimacy

Listen28 min

Ep. 295/Aug 20, 2026

Why Gay Men Struggle with Intimacy

Intimacy sounds like something we all want, but being truly seen can feel terrifying. In this episode, we talk about why fantasy often feels safer than reality, why vulnerability can feel exposing, and how the fear of…

Open episode

Gay Men Going Deeper podcast episode artwork — From Validation-Seeking to Self-Trust

Listen48 min

Ep. 294/Aug 6, 2026

From Validation-Seeking to Self-Trust

Seeking validation isn't just about chasing likes. It's the part of us that needs approval, wants to belong, and feel accepted. But does it come at a cost? In this episode, we unpack the subtle ways validation-seeking…

Open episode

Gay Men Going Deeper podcast episode artwork — When Feeling Bad Is Good For You

Listen36 min

Ep. 293/Jul 23, 2026

When Feeling Bad Is Good For You

Feeling bad is not a flaw in the human experience. It’s an essential life skill for anyone who wants a life of love, growth, satisfaction, and intimacy— all of it requires the capacity to feel discomfort without runni…

Open episode

Gay Men Going Deeper podcast episode artwork — Liked by Everyone, Chosen by No One: The Nice Guy Trap

Listen49 min

Ep. 292/Jul 9, 2026

Liked by Everyone, Chosen by No One: The Nice Guy Trap

A lot of gay men pride themselves on being “nice”— easygoing, agreeable, low-drama. But what if that’s exactly why you’re not getting what you want? In this episode, we break down the difference between being kind and…

Open episode

Gay Men Going Deeper podcast episode artwork — How to Elevate Your Hookups

Listen31 min

Ep. 291/Jun 25, 2026

How to Elevate Your Hookups

Hookups get a bad rap as shallow, transactional, or disconnected. But what if they could actually become a space for growth, awareness, and real connection? In this episode, we’re advocating for shift from default, un…

Open episode

Gay Men Going Deeper podcast episode artwork — The Daddy Issue: Our Relationships With Our Dads

Listen52 min

Ep. 290/Jun 11, 2026

The Daddy Issue: Our Relationships With Our Dads

For many gay men, our relationship with our dad is one of the most defining- and least talked about. In this episode, we explore the nuances of our relationships with our fathers through three core questions: How did…

Open episode

Gay Men Going Deeper podcast episode artwork — “I Don’t Need Anyone”: Why Gay Men Struggle to Let Someone In

Listen36 min

Ep. 289/May 28, 2026

“I Don’t Need Anyone”: Why Gay Men Struggle to Let Someone In

A lot of gay men take pride in being independent, self-sufficient and in control. But is there a shadow side? When the time comes to let someone in, ask for support, or even rely on others—it feels uncomfortable, expo…

Open episode

Gay Men Going Deeper podcast episode artwork — Gay–Straight Bromance: Why We’re Drawn to Each Other

Listen43 min

Ep. 288/May 14, 2026

Gay–Straight Bromance: Why We’re Drawn to Each Other

There’s something unique about friendships between gay and straight men. They often feel easy, natural, and unexpectedly intimate. In this episode, we explore the unique reasons why gay and straight men are drawn towa…

Open episode

Listen wherever you already are

Wellismo Weekly

Michael's most personal stories, in your inbox.

A weekly newsletter with Michael's best coaching tips, personal stories, and exclusive subscriber-only offers. No fluff. Unsubscribe anytime.

Delivered weekly. Unsubscribe anytime.