Has anyone ever told you that you’re not really a Five?

In this episode, Cody stages an intervention (armed with four years of transcripts, Enneagram books, and a surprising analysis from ChatGPT) to settle an ongoing debate: Is Josiah actually a Five… or a Three in disguise?

What starts as a lighthearted experiment turns into one of the most personal and revealing conversations we’ve ever had about identity, burnout, belonging, and what it really means to grow beyond your type.

IN THIS EPISODE:

• The “ChatGPT Experiment” – Cody feeds 35 episodes into AI to find out what type Josiah really is.
• Public Speculation – Why some in the Enneagram community doubt Josiah’s Five-ness.
• The Case for Type Three – Guest Corey joins to make his argument and share what he sees from the outside.
• Josiah’s Turning Point – How getting demoted, hiring a life coach, and confronting his inner critic reshaped everything.
• Social Fives vs. Threes – What looks similar on the surface but feels completely different underneath.
• The Fully Five Origin Story – How years of burnout led Josiah to create a community for Fives who want more from life.
• The Real Motivation – Why freedom, not recognition, drives Josiah, and how that might be the most Five thing of all.

LINKS & RESOURCES:

📩 Join the newsletter: enneagramfive.com/newsletter
💬 Join the community: enneagramfive.com/community
🗒️ Full transcript & show notes: enneagramfive.com/57

JOIN THE CONVERSATION:

📢 Do you think Josiah is really a Five, or could he be a Three in disguise? Let us know in the community!

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 the fluff.

👉 Sign up free at enneagramfive.com/newsletter.

***

JOIN THE FULLY FIVE ACCELERATOR (FFA):

Break free from observer mode with a proven growth framework and the weekly support of people who truly understand how your Five brain works.

🚀 ​See if you're ready for FFA

***

RECOMMENDED NEXT EPISODE:

➡️ #27: Subtypes

***

CONNECT:

📷 Connect on Instagram
🧵 Connect on Threads
💼 Connect on LinkedIn
📹 Subscribe on YouTube

***

SAY THANKS:

💜 Leave a review on Apple Podcasts
🟢 Leave a rating on Spotify

Fives are proud of being “smart.” But what if that thing we trust most is also the thing holding us back?

In this episode, we talk about the difference between intellect and intelligence, and why Fives tend to obsess over one while ignoring the other. We get into why being analytical can make you feel powerful but also isolated, emotionally numb, disconnected from your body, and limited in real life. We also share how we’ve been building other forms of intelligence like emotional awareness, body awareness, social intuition, and even a sense of connection to the world around us.

We look at how these other kinds of intelligence change creativity, connection, confidence, and energy. And why, as Fives, learning to trust them can be a bigger unlock than getting “smarter.”

IN THIS EPISODE:

• Intellect vs. Intelligence — We break down why intellect (analysis, logic, problem-solving) is just one slice of a much bigger system of intelligence. We talk about how Fives overuse that one tool and what it costs us.
• “I’m a Genius… and an Idiot” — Josiah shares how his high IQ scores gave him confidence but also blinded him to other ways of knowing. We explore why being clever can actually hold us back from growing wiser.
• Emotional, Body, and Social Intelligence — We explore what it means to reconnect with our emotions, tune into our bodies, and build social intuition — and how those neglected forms of intelligence help us feel more alive and connected.
• Overthinking, Intuition, and Letting Go — We look at how over-analysis kills momentum, why intuition deserves more trust, and what happens when you stop trying to think your way through everything and start experiencing your way forward.

LINKS & RESOURCES:

📩 Join the weekly newsletter: enneagramfive.com/newsletter
💬 Join the community: enneagramfive.com/community
🗒️ Full transcript and show notes: enneagramfive.com/56
🎬 The Princess Bride (1987) – “Battle of Wits” scene reference

JOIN THE CONVERSATION:

What kind of intelligence have you undervalued in yourself because it didn’t feel “smart enough”? Has that cost you anything in your real life (energy, relationships, confidence, or momentum)? Tell us in the community.

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 the fluff.

👉 Sign up free at enneagramfive.com/newsletter.

***

JOIN THE FULLY FIVE ACCELERATOR (FFA):

Break free from observer mode with a proven growth framework and the weekly support of people who truly understand how your Five brain works.

🚀 ​See if you're ready for FFA

***

RECOMMENDED NEXT EPISODE:

➡️ #27: Subtypes

***

CONNECT:

📷 Connect on Instagram
🧵 Connect on Threads
💼 Connect on LinkedIn
📹 Subscribe on YouTube

***

SAY THANKS:

💜 Leave a review on Apple Podcasts
🟢 Leave a rating on Spotify

Hard work is a virtue… until it becomes a trap.

In this episode, we explore how Fives relate to hard work, motivation, and the stories we’ve inherited about what effort should look like. We unpack our personal histories (lazy labels, blue-collar expectations, engineering hacks, and chronic fatigue) and how all of that shaped our relationship to discipline and purpose.

We also dive deep into the myth of "working smarter not harder,” the allure of flow state, and the surprising ways hard work can become a source of love, not just labor.

IN THIS EPISODE:

• Strategic Laziness — How Fives use systems, automation, and over-engineering to avoid work… and why that’s not always a bad thing.
• Hard Work as Avoidance — Why we sidestep tasks that feel like a grind, and how that resistance often masks deeper fears.
• The Flow State Trap — How chasing peak performance can become its own form of procrastination.
• Redefining Discipline — Moving from obligation to alignment, and why discipline matters even when inspiration doesn't show up.
• Motivation Through Meaning — How caring for others (and ourselves) gives effort a new purpose, from parenting to partnership to podcasting.
• The Work of Love — What diapers, depression, and doing the laundry taught us about what love actually is.
• From Avoidance to Integration — How doing the hard emotional work helped us stop running and start liking ourselves.

LINKS & RESOURCES:

📩 Join the weekly newsletter: enneagramfive.com/newsletter
💬 Join the community: enneagramfive.com/community
🗒️ Full transcript and show notes: enneagramfive.com/55
📚 Books mentioned:
• The War of Art by Steven Pressfield
• The Creative Way by Seth Haines

JOIN THE CONVERSATION:

📢 What’s your relationship to hard work as a Five?
Do you avoid it? Chase flow state? Redefine it?
Share your story with us in the community!

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 the fluff.

👉 Sign up free at enneagramfive.com/newsletter.

***

JOIN THE FULLY FIVE ACCELERATOR (FFA):

Break free from observer mode with a proven growth framework and the weekly support of people who truly understand how your Five brain works.

🚀 ​See if you're ready for FFA

***

RECOMMENDED NEXT EPISODE:

➡️ #27: Subtypes

***

CONNECT:

📷 Connect on Instagram
🧵 Connect on Threads
💼 Connect on LinkedIn
📹 Subscribe on YouTube

***

SAY THANKS:

💜 Leave a review on Apple Podcasts
🟢 Leave a rating on Spotify