iHeartPodcasts

Free Therapy with Ben & Kevin

Health EN ↓ 11 episodes

Two best friends sitting down with a different expert therapist every week to unpack the stuff most guys struggle with but don't say out loud. Dating. Relationships. Modern masculinity. Career and purpose. Family. Self-worth. We want to uncover what it looks like to be a strong, loving, successful, empathetic, and masculine man today. Because the current playbook is absolute trash (cc: manosphere).And we're not experts. We're just two very curious, slightly unhinged guys who can label our feelings (most of the time). Subscribe and follow along on IG at @freetherapy and TT at @freetherapypod ✌️

Author

iHeartPodcasts

Category

Health

Podcast website

www.iheart.com

Latest episode

Jul 9, 2026

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Episodes

Let’s Stop People-Pleasing and Start Having Hard Conversations #10 09.07.2026

Our guest this week is my former therapist, Koorosh Rassekh! We talk about where people-pleasing actually comes from, why it isn't a flaw you need to fix but something that once kept you safe, and the techniques that actually make hard conversations easier. For most of my life I thought keeping the peace made me a better friend, partner, and person. I'd suppress my needs, avoid the conversations I...

Why Relationships Trigger Anxiety and Avoidance #9 25.06.2026

This week is about attachment styles and how to rewrite the one you grew up with. Someone takes three hours to text back and you start spiraling. Or things finally start to get good and you start pulling away for absolutely no reason. It isn't random and it isn't a character flaw. It's your attachment style, and most of us were never taught we had one. Today, we sit down with German psychologist J...

The Grief Advice Nobody Gives You #8 18.06.2026

Someone you love is grieving and you have no idea what to say. So you say nothing, and that's the one thing you shouldn't do. Grief therapist and author Claire Bidwell Smith has sat with thousands of people through loss and written five books on grief. With Father's Day approaching, Ben opens up about losing his dad Mickey three years ago. Claire breaks down how to actually show up for someone who...

Performance Anxiety and Feeling Like Less of a Man #7 11.06.2026

Every guy is carrying a list of things he'd never say out loud. How often he's embarrassed in bed. What makes him feel like less of a man. The stuff he pretends to have figured out and absolutely doesn't. This week there's no therapist. Just Ben and Kevin. Their producer handed them the questions most men would lie about and dared them to answer honestly. They get into performance anxiety and the...

We Were Wrong About Happiness #6 04.06.2026

You did everything you were supposed to do. The job, the friends, the life. So why does something still feel off? Happiness expert Dr. Danielle Taillieu explains why chasing happiness might be the exact thing keeping you from it. We get into the feelings you were never allowed to have, why you can be surrounded by people and still beat yourself up the second you're alone, the comparison trap that...

Stop Letting Social Media Diagnose You #5 28.05.2026

This week we sit down with therapist Leah Miller to talk about the TikTok-ification of mental health and why it might be doing more harm than good. The pendulum has swung. Mental health is finally mainstream, which is great, except now everyone is self-diagnosing from 30-second videos and walking away convinced something is deeply wrong with them. We get into the words that are suddenly everywhere...

What Women Actually Want From Men Has Changed #4 21.05.2026

Most men are walking around with a totally wrong idea of what women actually want. Height, money, abs. Turns out the bar is somewhere else entirely. The rules have quietly shifted in a way a lot of guys haven't caught up to yet. This week we sit down with Dr. Sarah Oreck, a psychiatrist who treats mostly women and has a front row seat to what they're actually dealing with in dating, relationships,...

Why Is Dating So Difficult, Especially When You Have Your Sh*t Together #3 14.05.2026

Dating is hard. But when you have your life together, somehow, it gets harder. Therapist Dani Lewin explains why, and what to actually do about it. She gets into why dating gets more complicated the older and more established you become, what your checklist is actually telling you, and how to rethink what "settling" really means. We also talk about non-negotiables, the ick, and what women actually...

Why You Get Triggered and What to Do About It #2 14.05.2026

In this episode, we dig into family dynamics and why the people closest to us are the ones who trigger us the most. Therapist Alexa Silvaggio explains what's really going on, and how to start breaking out of those cycles. She uses parts work, or Internal Family Systems (IFS), to help you meet the younger versions of yourself that are still quietly running your adult life. We get into people-pleasi...

The World Needs Free Therapy (meet Ben and Kevin) #1 14.05.2026

Introducing Free Therapy. We're Ben and Kevin. Best friends of 15 years.  Every week, we sit down with a different expert therapist to unpack the stuff most guys struggle with but nobody says out loud. Dating. Relationships. Modern masculinity. Career and purpose. Family. Self-worth. We're going to uncover what it looks like to be a strong, loving, successful, empathetic, and masculine man in...

Introducing: Free Therapy with Ben & Kevin 07.05.2026

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