Sebastian Junger is an award-winning journalist, a New York Times bestselling author, and an Academy Award–nominated filmmaker. Regular listeners are surely familiar with his work, as I’ve mentioned his books a ridiculous number of times on this podcast over the years—especially his book Tribe, which has had a lasting influence on how I think about community, purpose, and the kinds of experiences that give people meaning.
So for Episode 300, I was excited to sit down with Sebastian for a real, in-person conversation.
Sebastian is the author of The Perfect Storm, War, Tribe, Freedom, and most recently In My Time of Dying, and he’s spent decades reporting from war zones and writing about how humans behave under extreme pressure.
In this conversation, we start with his early experience with NOLS and use that as a jumping-off point to explore a theme that runs through much of his work: why small groups facing real adversity create such strong bonds, and why those experiences often feel more meaningful than anything in modern, comfortable life.
From there, we get into boxing, jiu-jitsu, and the idea that environments with real consequences tend to strip away status and surface-level differences, leaving people to be judged on effort, character, and how they show up for others.
We also spend a good amount of time on his recent powerful book, In My Time of Dying—including the near-death experience that led to it, how he processed it afterward, and what it changed about how he thinks about fear, mortality, and what actually matters in life.
We talk about parenting, contentment versus happiness, and how different phases of life demand different kinds of attention and energy. And toward the end, we get into writing, his new Substack project (that I highly recommend), smartphones, and why he’s chosen to opt out of many versions of modern technology, including social media.
This one covers a lot of ground, but it all ties back to a few core questions: what makes a life feel meaningful, what we lose when things get too easy, and how to stay connected to the people around us.
We recorded this in Aspen, the morning before Sebastian was scheduled to speak at the Aspen Institute, and I’m grateful he took the time to do it—especially on a such a busy day.
As always, check out the episode notes for a full list of topics and links to everything we discuss.
Thanks for listening, I hope you enjoy!
Header image © Joshua Simpson, headshot © Christopher Anderson
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Topics Discussed:
- 0:00 – Intro + thank you to our sponsors
- 6:54 – Introducing Sebastian Junger, another NOLS grad
- 11:33 – A sense of duty
- 14:22 – The melting pot of a boxing gym
- 17:29 – Developing toughness
- 20:29 – Happiness vs. contentment
- 26:46 – A nice, summer day on Cape Cod
- 33:08 – The loneliest moment of Sebastian’s life
- 37:46 – Processing the whole experience
- 40:57 – No blessing without blood
- 43:46 – Can’t hide from death
- 46:54 – Being in the moment (benefit of a flip phone)
- 53:15 – Sebastian on Substack
- 1:00:09 – Dealing with the angry internet
- 1:02:05 – A different type of book rec segment
- 1:04:21 – What’s new and next for Sebastian
Information Referenced:
- Sebastian Junger
- Don’t worry, here’s your Tribe link.
- NOLS
- Scott Fisher, one of Sebastian’s NOLS instructors, who died on Mount Everest in 1996.
- Anxious rumination
- Sebastian’s most recent book, In My Time of Dying
- Sebastian on Joe Rogan
- And Sebastian on Substack (His piece —Young Men and How Democrats Lost Them—which was referenced by Ed in this conversation.)
- Another conversation about the plight of modern men and boys
- Pieces by Sebastian in the National Review
- Sebastian reviews new passages every week on his TRIBE Substack to dig into why they were so damn good.
- The TRIBE Substack!
Enjoy this episode? Then you might like these too:
- Yvon Chouinard – The Perpetual Pursuit of Simplicity
- Kristine Tompkins – Nothing to Lose
- Nick Offerman – Empathy, Nuance, & Good Hard Work
- Douglas Brinkley – Exploring the Past to Find Inspiration for the Future
- Doug Peacock – 50 Years of Fighting for the Grizzlies
- Jason Gardner Returns – Fire, Leadership, and What Really Matters
- Sammy Matsaw Jr. – Salmon, Sovereignty, and the Long Work of Healing
Visit the podcast page for a full list of episodes where you can filter episodes by topic and guests’ vocations.






