You are invited to

Because all growth starts in the dark.

A 12-month rhythm of wondering, wrestling, and welcoming all the darkness has to offer — with live teaching from James Finley, Barbara Brown Taylor, Ronald Rolheiser, and more.

12 live monthly sessions  ·  Next class on Sept 12, 2026 ·  From $27/mo

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TRY ONE CLASS $37

Taught by:

"I love working with Spiritual Wanderlust because they're a true contemplative organization—holistic, taking in all of life. I highly recommend them."

- James Finley

SEE THE FULL LINE UP OF SPEAKERS HERE →

🌙 NEXT CLASS STARTS SEPTEMBER 12
Ronald Rolheiser

Ronald Rolheiser

Award-winning author of The Holy Longing


Ronald Rolheiser is a Roman Catholic priest, President Emeritus and Professor of Spirituality at the Oblate School of Theology in San Antonio, Texas. An internationally respected author and speaker, his books have been translated into many languages, and his weekly column appears in more than 80 newspapers worldwide.

Next Live Class
 
  NEXT LIVE CLASS
Saturday, September 12, 2026 • 12:00–1:30pm ET • Small group follows at 1:45pm ET

Longing & Spiritual Poverty: The Ache That Makes Room

We spend so much energy trying to numb the ache of longing—but that ache may be exactly what's making room for what we're searching for. In this session, Ron guides us through the spiritual poverty at the heart of the Dark Night, and why what you're feeling isn't a problem to fix. It's a doorway.

We don't want to come out of this season the same as we went in.

There's a name for what we're living through. The mystics called it the Dark Night–a season of uncertainty, descent, and holy unraveling. 

But this isn't a detour.
It's the path.

Night School is a twelve-month journey through the Dark, offering the rituals, practices, and companionship humans have long relied on in times of deep transformation—whether the descent was chosen or unchosen.

Across twelve live gatherings,
elders like James Finley, Barbara Brown Taylor, and Ronald Rolheiser will invite you into three essential thresholds:

Befriending the Dark

Shadow work, embodiment, and nervous system wisdom — learning to stay present instead of fleeing.

Transforming What Hurts

Grief tending, spiritual poverty, and holy longing — turning pain into a doorway.

Discovering Night's Gifts

Wonder, play, rest, and creativity — the gifts that only the dark can hand you.

This is not a series about solving suffering.

It is a gathering place for people who recognize a threshold when they see one–and are open to following its invitation into the underworld. 

There we learn that darkness does not signal abandonment, but intimacy.

That breaking open is also a becoming.

And ultimately, that longing stretches our hearts open for the only thing that will satisfy: union.

What You'll Receive: 

Everything you need for a full year of formation, in one place.

LIVE Monthly Workshops 

Step into teachings from those who have traveled through the Night. Ask, wonder, and discover in a live Q&A at the close of every session.

Monthly Spiritual Practices

Each month, a contemplative or embodied practice invites you to slow down, connect, and explore what’s stirring within.

 Threshold Overviews

Each month, explore a key threshold of the journey through the Dark. These overviews help you understand, reflect, and connect with the terrain you’re navigating.

Private Community

A circle for sharing your journey—moments of growth, struggle, and revelation alike. Reflect, witness, and be witnessed by others who are exploring their own inner terrain. The Community package offers live small group gatherings plus the members-only forum.

World Renowned Speakers

Learn from top-notch contemplative teachers like James Finley, Barbara Brown Taylor, Ronald Rolheiser, Christine Valters Paintner, and more!

Personalized Reading Lists

Hungry to dive deeper? Check out our recommended reading list, so you don’t have to sort through the plethora of books yourself.

 Rich Continuing Education

You'll receive 18 hours of course time and 12 hours of discussion.

All the best formation, all in one place

A home for your journey—where practices, teachings, and reflections live together. Step in, explore, and let the guidance unfold at your own pace.

OMG Yes Please!

Your Classes Include: 

All live classes will be held on Saturdays from 12-1:30pm Eastern time. Small groups begin 15 minutes after, from 1:45-2:45pm EST.  Can't join live? Catch the recording after! We'll email you when the recording is ready. 

SEP 12, 2026

Longing & Spiritual Poverty

with Ronald Rolheiser

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Longing & Spiritual Poverty

OCT 3, 2026

Creativity & Playing in the Dark

with Cynthia Winton-Henry

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Creativity & Playing in the Dark

NOV 7, 2026

Grief Tending: How to Carry What Cannot Be Fixed

 

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Grief Tending: How to Carry What Cannot Be Fixed

DEC 5, 2026

Wintering: What Nature Knows About Rest

with Christine Valters Paintner

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Wintering: What Nature Knows About Rest

JUN 9, 2027

Ancestors: What the Dead Still Teach the Living

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Ancestors: What the Dead Still Teach the Living

FEB 6, 2027

The Night Sea Journey: Into the Depths

with Alexander John Shaia

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The Night Sea Journey: Into the Depths

MAR 13, 2027

Night Body: The Lantern Within

with Edwina Yeow

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Night Body: The Lantern Within

APRIL 10, 2027

The Sacred Feminine & Wisdom of the Womb

with Coke Tani

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The Sacred Feminine

MAY 8, 2027

Divine Intimacy
& the Dark Night

with James Finley

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Divine Intimacy

JUNE 12, 2027

Shadow Work & IFS: Making Friends with the Dark

with Kelly Deutsch

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Shadow Work & IFS: Making Friends with the Dark

JULY 3, 2027

Learning to Walk in the Dark

with Barbara Brown Taylor

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Learning to Walk in the Dark

AUG 14, 2027

Dreamwork as a Spiritual Practice

with Laura Huff Hileman

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Dreamwork

World Renowned Speakers

James Finley

Beloved Contemplative Teacher & Student of Thomas Merton

Barbara Brown Taylor

Episcopal Priest, Theologian & Best‑Selling Author

Christine Valters Paintner

Abbess of Abbey of the Arts, Creative Teacher, & Best-Selling Author

Ronald Rolheiser

Award-winning Author of The Holy Longing 

Coke Tani

Spiritual Director, Writer & Certified Teacher of InterPlay®

Kelly Deutsch

Former Nun, Mystic, Author, & Founder of Spiritual Wanderlust

Edwina Yeow

Soul Tender, Spiritual Director & Founder of Anam Cara Ministries

Alexander John Shaia

Spiritual Teacher, Depth Psychologist, & Founder of Quadratos

Cynthia Winton-Henry

Embodied Wisdom Teacher, Playful Artist, & Co-founder of InterPlay

Laura Huff Hileman

Certified Dream Consultant & Spiritual Director 

What fellow travelers say

Testimonial Image

"Absolute goosebumps.
Nowhere have I found such insight, heart, and depth."

Quote Icon Eleanor S.

Testimonial Image

"Just sending heartfelt gratitude. I've found a home where I hear the language of the soul.

No need to respond. I'm sure you receive many such emails.

I pray for you and the continuation of this Holy work."

Quote Icon Josephine T.

Testimonial Image

"My goodness, what an amazing presentation. I will have to go back more than once to attempt to take it all in. There was years’ worth of material there, at least!"

Quote Icon Martin A.

Select Your Package

 

Conferences featuring just a fraction of what we offer cost $895-$2000. We wanted to make this kind of formation available to everyone - for the price of a monthly dinner out! For those with limited funds, please contact us for scholarship information.

SELF -STUDY

$897

$27/mo

Each Month You'll Receive

  • A LIVE 90-minute Monthly Workshop on a different Night School Threshold
  • “Enter the Threshold” Guide
  • Personalized Reading Lists
  • Video recordings of each workshop, to watch at your convenience
  • Downloadable audio for screen-free listening
  • Monthly practices to support reflection and integration
  • Seasoned guest teachers
  • Earn up to 18 CEUs
  • Pay in full and get one month FREE + Lifetime Access! (click here)
YES PLEASE!

LEARN IN COMMUNITY

$1,597

$47/mo

*MOST POPULAR

Each Month You'll Receive:

YES PLEASE!

1:1 FORMATION

$3,397

$197/mo

Each Month You'll Receive:

  • Everything in Self Study, PLUS:
  • Private Community
  • LIVE monthly small group discussions
  • Discussion partners
  • 1-on-1 Spiritual Direction each month
  • Psycho-Spiritual Maturity Assessment 
YES PLEASE!

Not ready for a year-long course?

Try any single masterclass — lifetime access to the recording, reading list, and practice guide included.

Satisfaction GUARANTEED

30-day Money Back Guarantee

We offer a full 30-day money back guarantee for all year-long products.

100% Secure

All orders are processed through 100% secure network. Your information is safe, secure, encrypted, and private. And will NEVER be shared.

Cancel Your Subscription Anytime

You may cancel your monthly subscription at any time - no commitments or contracts.

A portion of all proceeds will be donated to refugee relief. 

What You’ll Carry With You

  • A broader spiritual map for grief, longing, and descent
  • Simple embodied practices to steady your nervous system in times of uncertainty
  • Greater capacity to stay present to sorrow without losing touch with joy
  • A felt sense of companionship, knowing you don’t have to walk these seasons alone
  • A quieter confidence that this darkness is shaping you, not undoing you

Meet the Host


Kelly Deutsch

 

Kelly is the founder and bestselling author of Spiritual Wanderlust. A former nun, Kelly is passionate about supporting others on the path to divine union. She has facilitated popular programs such as The Women Mystics School, The Celtic Spirituality School, and the worldwide Contemplative SummitShe speaks internationally and writes on the intersection of mysticism, neuroscience, emotional intelligence, and embodiment.

Testimonial Image

"I have been blessed beyond all expectations. I am filled to overflowing."

 - Mary Kay C.

Questions Fellow Travelers Asked Before Joining Night School

We don’t want to come out of this season the same as we went in.

The NEXT LIVE MASTERCLASS begins September 12, 2026!

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