Fives often feel like outsiders, but what if the group we’ve always longed for already exists?
In this episode, we invite two longtime friends to join us for a candid conversation about what it’s really like to be friends with a Five. From hilarious stories to hard truths, we explore the highs and lows of maintaining deep, long-term friendships—especially when you tend to live in your head.
We reflect on shared histories, missed connections, and the emotional work required to sustain meaningful relationships over time. If you've ever struggled with investing in friendships, drifting apart from people you care about, or wondering whether you're too much (or not enough), this one is for you.
IN THIS EPISODE:
🔹 Friendship from the Outside In — What it’s like to be friends with a Five, from the perspective of a Seven and a Two.
🔹 Drifting, Reconnecting, and Reconstructing — Why friendships with Fives often fade and rekindle, and what holds them together long-term.
🔹 Anxiety, Energy, and Avoidance — How social anxiety, overthinking, and energy management affect how Fives show up in friendships.
🔹 From Judgement to Acceptance — How shared religious backgrounds shaped our self-righteousness, shame, and eventual emotional growth.
🔹 The Power of Being Seen — Why honest feedback from close friends is vital—and how it can transform your relationship with yourself.
LINKS & RESOURCES:
📩 Join the weekly newsletter: enneagramfive.com/newsletter
💬 Join the community: enneagramfive.com/community
🗒️ Full transcript and show notes: enneagramfive.com/46
JOIN THE CONVERSATION:
📣 What has your experience been like maintaining friendships as a Five? Do you relate to the cycles of connection and withdrawal we talked about? Share your story 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.
***
RECOMMENDED NEXT EPISODE:
***
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
Popular Podcasts
Dateline NBC
Current and classic episodes, featuring compelling true-crime mysteries, powerful documentaries and in-depth investigations. Special Summer Offer: Exclusively on Apple Podcasts, try our Dateline Premium subscription completely free for one month! With Dateline Premium, you get every episode ad-free plus exclusive bonus content.
The Breakfast Club
The World's Most Dangerous Morning Show, The Breakfast Club, With DJ Envy, Jess Hilarious, And Charlamagne Tha God!
Crime Junkie
Does hearing about a true crime case always leave you scouring the internet for the truth behind the story? Dive into your next mystery with Crime Junkie. Every Monday, join your host Ashley Flowers as she unravels all the details of infamous and underreported true crime cases with her best friend Brit Prawat. From cold cases to missing persons and heroes in our community who seek justice, Crime Junkie is your destination for theories and stories you won’t hear anywhere else. Whether you're a seasoned true crime enthusiast or new to the genre, you'll find yourself on the edge of your seat awaiting a new episode every Monday. If you can never get enough true crime... Congratulations, you’ve found your people. Follow to join a community of Crime Junkies! Crime Junkie is presented by audiochuck Media Company.