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Pick YOur Mountain

what shit sandwhich are you willing to eat?

    

There comes a point in life—a breaking point for many—when we pause on the mountain we’ve been climbing and wonder:


Is this even the right one?


This is what Carl Jung called individuation:


“Individuation means becoming an ‘individual,’ and, in so far as ‘individuality’ embraces our innermost, last, and incomparable uniqueness, it also implies becoming one’s own self.”


– Carl Jung, Two Essays on Analytical Psychology


It’s the process of waking up to ourselves, of peeling away what society told us to do and listening for what we actually value. And often, we realize:


We’ve spent years climbing a mountain we were never meant to climb. This moment of realization is not failure – rather it’s a kind of awakening.


The Shit Sandwich Test


Elizabeth Gilbert, in her book Big Magic: Creative Living Beyond Fear, offers a refreshingly honest metaphor:


“You just have to identify the things you’re willing to give up for it. What’s your favorite flavor of shit sandwich? Every single pursuit—no matter how wonderful and exciting and glamorous it may initially seem—comes with its own brand of shit sandwich. So the question is not so much ‘What are you passionate about?’ The question is: ‘What are you passionate enough about that you can endure the most disagreeable aspects of the work?’”


– Big Magic, Elizabeth Gilbert


When I’m doing something that’s truly me—like creating, building, solving, leading—I’ll eat that sandwich all day. I’ll work extra hours, suffer more setbacks, and still feel alive.

But when I’m doing something out of fear, financial security or what is seen as important to society—like pursuing a career in nursing only because I needed financial survival or wanted to appease expectations—I feel existentially crushed. The work becomes heavy. The reward doesn’t move me.


That’s the difference. It’s not about avoiding difficulty.


It’s about knowing which struggle belongs to you.


Why Choosing the Right Mountain Feels So Impossible


Here’s the great structural illusion we live under:


We’re expected to choose our life’s direction at 18 or 19 years old.

Society says:


Pick your major. Pick your career. Pay thousands in loans. Then stick with it for life.

But what happens if you realize you’re climbing the wrong mountain?

Midlife hits, and you’ve got children, a mortgage, and no room to fall apart. Shifting paths becomes a 5–10 year journey: retraining, rebuilding, re-establishing.


That’s not a small thing—it’s a systemic design flaw.


And yet, we take it personally. And here’s the thing what is all this pressure isn’t a personal reflection on you, it’s a systematic issue.


In ancient societies like Athens, this rigidity didn’t exist.


According to historical accounts—including those of classicist Edith Hamilton and contemporary Athenian scholars—the average Athenian citizen wore many hats:


He was a soldier, a farmer, a philosopher, a juror, a craftsman, a statesman. Civic participation was not just allowed; it was expected.


As historian Loren J. Samons II writes in What’s Wrong with Democracy?


“The Athenians believed that the same citizen should be involved in decision-making, in battle, in religious life, and in the economic structure of the city. The distinction between public and private life was far less pronounced.”


But as Athens militarized and became embroiled in war, specialization emerged.

Soldiers were separated from statesmen. Philosophers were placed apart from tradesmen.

Society fragmented.


And what began as a collective became a machine. That same fragmentation is alive in modern society. We’re expected to pick a box, stay in it, and never leave. And if you do try to leave?

Expect resistance—social, financial, and personal.


What Tribes Knew That We Forgot


This isn’t just a Western problem. Tribal societies around the world offer a living memory of wholeness.

Anthropologist Wade Davis writes:


“The measure of a society is not in its technological sophistication, but in the wisdom with which it stewards the relationships among its people and with the natural world.”

– The Wayfinders


In tribal settings, identity is multifaceted - The warrior is also the singer. The mother is also the healer and counselor. The elder is a historian, philosopher, and guide. Everything is interwoven.

You’re not a machine part—you’re part of the whole.


What If You’re on the Wrong Mountain?


Then this realization might be your soul reorienting. Because no one’s mountain is fixed at 18. And it’s not weakness to shift—it’s wisdom.


You may face doubt from others, or fear from within. But the fire inside you—the longing to feel aligned—is telling the truth.


Even if it takes time or the external world resists. Even if you’ve already given years to a life that no longer fits. You are allowed to pivot.


Because the alternative is far worse - A life that looks fine on the outside but is empty inside.


Integration Is the Way Forward


In a fragmented world, your healing comes from integration.

Ask yourself:

  • What do I value now?
  • What work would I endure even when it’s hard?
  • Which struggle makes me feel alive?
  • Which  version of me is worth showing up for?


Let these questions guide you, not the frozen plans of your younger self. It’s okay to leave a mountain. It’s okay to change your mind.


It’s okay to try again—this time with . Carl Jung believed that individuation was the gateway to wholeness - but it requires courage.

“The Athenians believed the same citizen should make decisions, fight wars, worship, and farm. That’s wholeness.”


— Loren J. Samons II

RESOURCES FOR Picking your mountain

Read, Watch and be Inspired!

 

Books & Print Resources

  

Big Magic: Creative Living Beyond Fear – Elizabeth Gilbert
(Honest exploration of passion, creative risk, and what you're willing to suffer for.)

Modern Man in Search of a Soul– Carl Jung
(Classic essays on individuation, the midlife crisis, and the deeper psyche.)

The Wayfinders: Why Ancient Wisdom Matters in the Modern World – Wade Davis
(Anthropological journey into tribal intelligence, wholeness, and ecological wisdom.)

The Second Mountain – David Brooks
(Modern take on life purpose after ego success fails to satisfy—includes midlife shifts.)

Letters to a Young Poet – Rainer Maria Rilke
(Timeless guidance for those questioning their path or seeking deeper meaning.)

The Hero with a Thousand Faces– Joseph Campbell
(The soul journey as mythic pattern: departure, crisis, return.)

The Soul’s Code: In Search of Character and Calling – James Hillman
(Soul purpose as something seeded within, not imposed from without.)

Care of the Soul – Thomas Moore
(Living a soulful life within modern complexity, including career and identity.)

Tribe: On Homecoming and Belonging – Sebastian Junger
(Modern alienation vs. tribal wholeness, especially after returning from systems of war.)

What’s Wrong with Democracy?– Loren J. Samons II
(On Athenian public life and the fragmentation of civic identity in modern times.)
 

Talks & Videos

    

Elizabeth Gilbert – “Success, Failure, and the Drive to Keep Creating” (TED Talk)
(On creative resilience and finding the work that’s yours.)

Carl Jung – “The Undiscovered Self” (Animated Summary)
(Excellent YouTube explainer on individuation and midlife crisis.)

Wade Davis – “The Wayfinders” (CBC Massey Lectures)
(Lecture series on the wisdom of indigenous cultures—available free online.)

David Brooks – “The Lies Our Culture Tells Us About What Matters” (TED Talk)
(Moving talk on the shift from ego metrics to soul metrics.)

Sebastian Junger – “Our Lonely Society Makes It Hard to Come Home from War” (TED)
(Explores modern fragmentation and tribal reconnection.)


Courses

 

Jung Platform – “The Midlife Transition”
*(Deep psychological course on the shift toward selfhood and purpose.)
jungplatform.com

Sounds True – “Living Your Purpose” with Martha Beck & Liz Gilbert
*(A playful, soul-centered guide to finding the mountain that’s yours.)
soundstrue.com

Insight Timer – Guided Journeys on Purpose, Pivoting, and Soul Work
*(Daily practices for midlife clarity, forgiveness, and direction.)
insighttimer.com

The School of Life – “Work and Meaning” Course Series
*(Philosophical and psychological reflection on calling and regret.)
theschooloflife.com

Mindvalley – “Discovering Your Soul’s Purpose” with Michael Beckwith
*(Energetic, vision-driven reframing of midlife and life mission.)
mindvalley.com


  

Website & Platforms


JungPlatform.com – Courses and talks on individuation, midlife, and shadow.

School of Life – Psychological/philosophical articles on vocation and reinvention.

OnBeing.org – Conversations with soul-guided thinkers, including Parker Palmer and Krista Tippett.

DailyGood.org – Stories of soul pivots, wisdom living, and new mountains.

The Good Trade – Lifestyle platform for purpose-led, slow, soulful living.

“We must let go of the life we have planned, so as to accept the one that is waiting for us.”


— Joseph Campbell

One in a Million

katie@oneinamillion.me

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