The holidays are supposed to be joyful. For a lot of Fives, they’re also complicated.

In this final live episode of the year, Josiah and Cody check back in after a break, reflect on what the holidays stir up for Fives, and look honestly at where they’ve grown and where they still default to comfort. From gift-giving anxiety to nostalgia, grief, creativity, and energy management, this episode is a wide-ranging, deeply Five conversation about endings, transitions, and what we want to carry forward.

They also wrap up the year by naming what 2025 taught them and what they’re intentionally leaving behind as they head into the next chapter.

IN THIS EPISODE:

• Red, Yellow, Green Check-In – How Josiah and Cody are actually doing heading into the holidays, and why “yellow” doesn’t always mean bad
• Current Curiosities – From radio frequencies and in-ear monitors to electric K-trucks and engine swaps, the latest Five rabbit holes
• Do Fives Hate the Holidays? – Why the answer is “it depends,” and how nostalgia, grief, expectations, and sensory overload all play a role
• Would You Rather: Holiday Edition – Hosting vs intrusive questions, decorating vs shopping, travel chaos vs zero alone time, and more
• Growth vs Comfort in 2025 – Where each of them chose vulnerability, presence, and connection, and where withdrawal still shows up
• Looking Ahead to 2026 – Creative goals, renewed energy, physical health, and shedding old expectations that no longer serve

LINKS & RESOURCES:

📩 Join the weekly newsletter: enneagramfive.com/newsletter
💬 Join the community: enneagramfive.com/community
🗒️ Full transcript and show notes: enneagramfive.com/59

JOIN THE CONVERSATION:

How do the holidays land for you as a Five? What do you want to carry into next year, and what are you ready to leave behind? Drop a comment in the community and keep the conversation going.

TAKE THE FULLY FIVE QUIZ:

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RECOMMENDED NEXT EPISODE:

➡️ #27: Subtypes

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CONNECT:

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Fives grow up believing self-reliance is safety, but what happens when that belief turns into a voice that's constantly whispering you’re better off alone?

In this episode, we go deep into the tension between independence and connection, the pain of carrying unmet childhood needs into adulthood, and what happens when life forces you to confront the stories you’ve been living inside without even knowing it. Josiah opens up about one of the hardest seasons of his life: marriage struggles, identity unraveling, and the terrifying question of whether he’s built a life he actually chose.

We explore what happens when a Five’s inner narrative collides with real relationships, why “being alone” feels like the solution even when it isn’t, and how to move forward when there’s no clear answer.

IN THIS EPISODE:

• The Voice That Says “You’re Better Off Alone” – Where it comes from, why it feels so true, and how childhood patterns shape it.
• Transparency vs Vulnerability – The difference between talking about what you’ve been through and sharing what you’re in right now.
• When Healing Creates New Tension – How growth can surface problems you’ve been avoiding for years.
• Positive vs Negative Sentiment Override – Why the same situation can feel totally different depending on your internal state.
• Marriage, Identity, and the Fear of Choosing Wrong – What happens when you’re 40 and forced to question everything you built.
• Loneliness vs Aloneness – The difference between feeling isolated and actually being on your own for the first time.
• Writing Your Own Story – Learning when to stop calculating and start living.

LINKS & RESOURCES:

📊 Take the Fully Five Quiz: enneagramfive.com/quiz
📩 Join the weekly newsletter: enneagramfive.com/newsletter
💬 Join the community: enneagramfive.com/community
🗒️ Full transcript and show notes: enneagramfive.com/58

JOIN THE CONVERSATION:

📢 Do you ever feel like you’re “better off alone”? How does that voice show up for you as a Five? Share your story inside the community—we’d love to hear it.

TAKE THE FULLY FIVE QUIZ:

A 5-minute clarity check-in for Enneagram Fives that gives you a precise snapshot of your inner landscape so you can track where you are and choose your next move intentionally.

• Fast & free – 5 minute quiz, instant results.
• Personalized for you – No generic advice.
• Actionable & practical – Clear next steps.

➡️ Tap here to take the quiz now

***

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
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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!

TAKE THE FULLY FIVE QUIZ:

A 5-minute clarity check-in for Enneagram Fives that gives you a precise snapshot of your inner landscape so you can track where you are and choose your next move intentionally.

• Fast & free – 5 minute quiz, instant results.
• Personalized for you – No generic advice.
• Actionable & practical – Clear next steps.

➡️ Tap here to take the quiz now

***

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