Episodes

What's your attachment style as a Type 5?In this season finale episode, Sam E. Greenberg joins us again to walk us through Attachment Theory and what we can learn about being a Five by studying the different Attachment Styles.If the Enneagram has helped you as a Five and you're curious about another framework you can use to better understand yourself, then this episode is for you.Want to know what other Fives are saying about this episode? Visit enneagramfive.com/39 to join the conversatio...

What keeps Type 5s from connecting?In this episode, we delve into Josiah's experience of identifying and dismantling the things that were holding him back from connecting with others, and why connection is so important for Fives.If you've ever found it difficult to connect with others as a Five, then this episode is for you.Want to know what other Fives are saying about this episode? Visit enneagramfive.com/38 to join the conversation!The Newsletter Built for Fives🔹 Get weekly insights t...

Are you on the spectrum or are you a Type 5?In this episode, we join Sam E. Greenberg to explore the overlap of traits between being a Five and being on the autism spectrum. We also talk through Cody's experience of being diagnosed with Asperger's and how that shows up for him as a Five.If you've ever wondered about the difference between being a Five and being on the spectrum, then this episode is for you.Want to know what other Fives are saying about this episode? Visit enneagramfive.com...

How do Type 5's feel about commitment?In this episode we share how we've handled various types of commitment as Fives and how we might approach commitment in a way that doesn't burn us out.If you've ever struggled with commitment as a Five, this episode is for you.Want to know what other Fives are saying about this episode? Visit enneagramfive.com/36 to join the conversation!The Newsletter Built for Fives🔹 Get weekly insights tailored for your overactive mind.🔹 Practical strategies to s...

How do Type 5s feel about incompetance?In this episode, we delve into why we get so triggered when people around us are incompatent, why Fives have a fear of incompetance, and what steps we can take to start overcoming this fear.If feeling incompatent has ever held you back as a Five, then this episode is definitely for you.Want to know what other Fives are saying about this episode? Visit enneagramfive.com/35 to join the conversation!The Newsletter Built for Fives🔹 Get weekly insights t...

How do Type 5s handle being part of a family?In this episode, we delve into what family life was like growing up as Fives, how useful the internal family systems framework is, and what we want our own family dynamics to be.And we talk about Josiah's hair for like 20 full minutes for some reason.Want to know what other Fives are saying about this episode? Visit enneagramfive.com/34 to join the conversation!The Newsletter Built for Fives🔹 Get weekly insights tailored for your overactive mi...

What do Type 5s think about therapy?In this episode, we sit down with Liz Landry, friend of the show and licensed therapist, to talk through what to expect from therapy as a Five, what has held us back from going to therapy in the past, and how to find a therapist that works for you.If you've ever considered therapy as a Five but have been on the fence about it, then this episode is for you.Note: You can follow Liz on Instagram at @yourhonesttherapist.Want to know what other Fives are sa...

What are Type 5s like when they're high?Maybe that's a question you've never asked, but this is our most requested episode.And it's a bunch of nonsense, so you're welcome :-)Want to know what other Fives are saying about this episode? Visit enneagramfive.com/32 to join the conversation!The Newsletter Built for Fives🔹 Get weekly insights tailored for your overactive mind.🔹 Practical strategies to stop overthinking and start engaging.🔹 Growth, connection, and energy management—without th...

How do Type 5s deal with feeling down?In this episode, we dive into what it feels like to be depressed as a Five, various triggers that cause us to feel down, and some techniques we've used to climb back out of the abyss.If you've ever struggled with depression as a Five, then this episode is for you.Want to know what other Fives are saying about this episode? Visit enneagramfive.com/31 to join the conversation!The Newsletter Built for Fives🔹 Get weekly insights tailored for your overact...

What are the nine levels of health for a Type 5?In this episode, we join once again with our good friend Sam E. Greenberg, PhD (a.k.a the Enneagram Sexpert) to deep dive on the levels of health and what they mean for Fives.If you've ever wondered why one moment you feel like a sage and the next moment like a schizoid, then this episode is for you.PS. Go follow Sam on Instagram at @ennea_gasm!Want to know what other Fives are saying about this episode? Visit enneagramfive.com/30 to join t...

What do Type 5's think of conspiracy theories?In this episode, we dig into Josiah's philosophy of conspiracy theories and why they're so important for Fives (and everyone, according to him).So grab your tin foil hat and join us as we see how far down the rabbit hole goes.Note: For more info on this topic, check out Wendigoon's Conspiracy Theory Iceberg seriesWant to know what other Fives are saying about this episode? Visit enneagramfive.com/29 to join the conversation!The Newsletter Bui...

How do Fives feel about Politics?To kick off Season 4, we unleash our inner anarchists and share our own political journeys, as we resist the urge to burn the system down and instead focus on building something new.If you have political opinions but never share them because you feel like it's pointless, then this episode is for you.Note: For a deeper dive on some of these topics, Josiah recommends the book The Crash Course by Chris Martenson.Want to know what other Fives are saying about...