Wide Reads
Literature MattersLife IndexEducators
Sign in
Where to Begin
Dark Night of the Soul - The Stubborn Habits That Hold Us Back

Saint John of the Cross

Dark Night of the Soul

The Stubborn Habits That Hold Us Back

Home›Books›Dark Night of the Soul›Chapter 16
Previous
16 of 25
Next

Summary

The Stubborn Habits That Hold Us Back

Dark Night of the Soul by Saint John of the Cross

0:000:00
Listen to Next Chapter

The second night goes deeper than the first—this time, it's not just your attachments being purged, but your very way of knowing. These aren't beginners—they're the ones who've put in the work, made sacrifices, and built impressive track records of discipline and devotion. Yet something's wrong. Despite all their achievements, they've hit a ceiling they can't break through. The problem isn't laziness or lack of effort. It's that they've become so comfortable with their current level of progress that they've stopped noticing their remaining flaws. They've developed a kind of spiritual complacency, where their past successes have made them blind to present limitations. Their natural desires and ego-driven motivations haven't been fully conquered—they've just been dressed up in religious clothing. Saint John argues that this comfortable plateau is actually dangerous because it prevents the deeper transformation these souls are capable of. God must intervene with what feels like darkness and difficulty, stripping away their sense of spiritual achievement and forcing them to confront what they've been avoiding. This isn't punishment—it's the only way to break through to authentic union with the divine. The chapter serves as a warning that progress can become its own trap, and sometimes what feels like spiritual regression is actually the beginning of breakthrough.

Coming Up in Chapter 17

Saint John will explore the specific nature of this divine intervention and why God allows devoted souls to experience what feels like abandonment and confusion.

Share it with friends

Previous ChapterNext Chapter
GO ADS FREE — JOIN US
Original text
complete·131 words
D

escribes other imperfections which belong to these proficients.

Many proficients at this time have still many of those habitual imperfections which must be removed before they can arrive at Divine union. Not only do they possess these imperfections, but they have grown so accustomed to them that they no longer even notice them.

These are they who have already journeyed for some time along the road of virtue and have done great penances, kept long fasts, and performed many other exercises. Yet they have not perfectly subdued their natural desires, nor have they raised themselves to the heights of perfection.

For this reason it becomes necessary that God should purge them and make them dark, so that He may bring them into the Divine light of the perfect union of love.

1 / 1

Master this chapter. Complete your experience

Purchase the complete book to access all chapters and support classic literature

Read Free on GutenbergBuy at Powell'sBuy on Amazon

As an Amazon Associate, we earn a small commission from qualifying purchases at no additional cost to you.

Available in paperback, hardcover, and e-book formats

GO ADS FREE — JOIN US

Why This Matters

Connect literature to life

Skill: Recognizing Success Traps

This chapter teaches how to identify when your achievements become barriers to advancement.

Practice This Today

This week, notice when you get defensive about feedback in areas where you consider yourself competent—that's usually where your next breakthrough is waiting.

Now let's explore the literary elements.

Key Quotes & Analysis

"Many proficients at this time have still many of those habitual imperfections which must be removed before they can arrive at Divine union."

— Saint John of the Cross

Context: Opening statement about why spiritual progress can stall

This reveals the core problem - that partial transformation can become a trap. People can make significant progress but still carry subtle flaws that prevent deeper growth. It's a warning against spiritual complacency.

In Today's Words:

A lot of people who think they've got their act together still have blind spots that keep them from reaching their full potential.

"They have grown so accustomed to them that they no longer even notice them."

— Saint John of the Cross

Context: Describing how people become blind to their remaining flaws

This captures the insidious nature of personal blind spots. The very familiarity with our patterns makes them invisible to us. Success can actually make us less self-aware, not more.

In Today's Words:

They've been doing the same unhealthy stuff for so long, they don't even realize they're still doing it.

"It becomes necessary that God should purge them and make them dark, so that He may bring them into the Divine light."

— Saint John of the Cross

Context: Explaining why spiritual difficulty is sometimes necessary for growth

This reframes suffering and setbacks as potentially redemptive rather than simply negative. Sometimes what feels like going backwards is actually the only way to break through to the next level.

In Today's Words:

Sometimes life has to knock you down and strip away your illusions before you can see clearly and grow into who you're meant to be.

Thematic Threads

Pride

In This Chapter

Spiritual achievers become blind to their remaining flaws because past success has inflated their self-image

Development

Evolved from earlier discussions of beginner's pride to show how pride adapts and survives even serious spiritual progress

In Your Life:

You might resist feedback in areas where you've built a reputation for competence.

Identity

In This Chapter

People define themselves by their spiritual achievements, making it threatening to acknowledge areas still needing work

Development

Shows how identity formation around spiritual progress can become its own obstacle

In Your Life:

You might avoid challenges that could threaten your self-image as someone who 'has it together.'

Growth

In This Chapter

Real progress requires dismantling the very achievements that gave us confidence, creating apparent regression

Development

Deepens the theme that spiritual growth is non-linear and often counterintuitive

In Your Life:

You might need to get uncomfortable with not knowing in order to learn what you don't know you don't know.

Deception

In This Chapter

Natural desires and ego motivations disguise themselves as spiritual virtues in advanced practitioners

Development

Shows how self-deception becomes more sophisticated as people progress spiritually

In Your Life:

You might rationalize selfish motivations by dressing them up as noble principles.

Class

In This Chapter

Spiritual achievers develop a sense of superiority over beginners, creating internal hierarchy

Development

Introduces the idea that spiritual progress can create its own class system

In Your Life:

You might look down on people who haven't reached your level of understanding or achievement.

You now have the context. Time to form your own thoughts.

Discussion Questions

  1. 1

    What problem does Saint John identify among people who've made real spiritual progress?

    analysis • surface
  2. 2

    Why does success sometimes prevent people from growing further?

    analysis • medium
  3. 3

    Where do you see this pattern of 'success blindness' in workplaces, families, or communities today?

    application • medium
  4. 4

    How would you help someone recognize their own blind spots without making them defensive?

    application • deep
  5. 5

    What does this chapter reveal about the relationship between comfort and growth?

    reflection • deep

Critical Thinking Exercise

10 minutes

Map Your Success Blind Spots

Think of an area where you've achieved some success - at work, in relationships, or a skill you've developed. Write down three things people regularly compliment you on in this area. Now honestly identify one weakness you might be overlooking because of your reputation for competence. Consider how your success might be preventing you from seeing where you could still improve.

Consider:

  • •Look for areas where you get defensive when given feedback
  • •Notice when you think 'I shouldn't have to learn this' or 'I've earned the right to...'
  • •Consider what skills got you to your current level versus what skills you need for the next level

Journaling Prompt

Write about a time when your past success made it harder to admit you needed to learn something new. How did you eventually break through that barrier, or what's still holding you back?

Coming Up Next...

Chapter 17: Two Stages of Spiritual Struggle

Saint John will explore the specific nature of this divine intervention and why God allows devoted souls to experience what feels like abandonment and confusion.

Continue to Chapter 17
Previous
When Deeper Healing Begins
Contents
Next
Two Stages of Spiritual Struggle

Continue Exploring

Dark Night of the Soul Study GuideTeaching ResourcesEssential Life IndexBrowse by ThemeAll Books
Identity & Self-DiscoveryMoral Dilemmas & Ethics

You Might Also Like

The Interior Castle cover

The Interior Castle

Saint Teresa of Ávila

Explores personal growth

The Book of Job cover

The Book of Job

Anonymous

Explores suffering & resilience

The Odyssey cover

The Odyssey

Homer

Explores suffering & resilience

The Bhagavad Gita cover

The Bhagavad Gita

Vyasa

Explores suffering & resilience

Browse all 47+ books

Share This Chapter

Know someone who'd enjoy this? Spread the wisdom!

TwitterFacebookLinkedInEmail

Read ad-free with Prestige

Get rid of ads, unlock study guides and downloads, and support free access for everyone.

Subscribe to PrestigeCreate free account
Intelligence Amplifier
Intelligence Amplifier™Powering Wide Reads

Exploring human-AI collaboration through books, essays, and philosophical dialogues. Classic literature transformed into navigational maps for modern life.

2025 Books

→ The Amplified Human Spirit→ The Alarming Rise of Stupidity Amplified→ San Francisco: The AI Capital of the World
Visit intelligenceamplifier.org
hello@widereads.com

WideReads Originals

→ You Are Not Lost→ The Last Chapter First→ The Lit of Love→ Wealth and Poverty→ 10 Paradoxes in the Classics · coming soon
Arvintech
arvintechAmplify your Mind
Visit at arvintech.com

Navigate

  • Home
  • Library
  • Essential Life Index
  • How It Works
  • Subscribe
  • Account
  • About
  • Contact
  • Authors
  • Suggest a Book
  • Landings

Made For You

  • Students
  • Educators
  • Families
  • Readers
  • Literary Analysis
  • Finding Purpose
  • Letting Go
  • Recovering from a Breakup
  • Corruption
  • Gaslighting in the Classics

Newsletter

Weekly insights from the classics. Amplify Your Mind.

Legal

  • Privacy Policy
  • Terms of Service
  • Cookie Policy
  • Accessibility

Why Public Domain?

We focus on public domain classics because these timeless works belong to everyone. No paywalls, no restrictions—just wisdom that has stood the test of centuries, freely accessible to all readers.

Public domain books have shaped humanity's understanding of love, justice, ambition, and the human condition. By amplifying these works, we help preserve and share literature that truly belongs to the world.

A Pilgrimage

Powell's City of Books

Portland, Oregon

If you ever find yourself in Portland, walk to the corner of Burnside and 10th. The building takes up an entire city block. Inside is over a million books, new and used on the same shelf, organized by color-coded rooms with names like the Rose Room and the Pearl Room. You can lose an afternoon. You can lose a weekend. You will find a book you have been looking for your whole life, and three you did not know existed.

It is a pilgrimage. We cannot find a bookstore like it anywhere on earth. If you read the classics, and you ever get the chance, go. It belongs on every reader's bucket list.

Visit powells.com

We are not in any way affiliated with Powell's. We are just a very big fan.

© 2026 Wide Reads™. All Rights Reserved.

Intelligence Amplifier™ and Wide Reads™ are proprietary trademarks of Arvin Lioanag.

Copyright Protection: All original content, analyses, discussion questions, pedagogical frameworks, and methodology are protected by U.S. and international copyright law. Unauthorized reproduction, distribution, web scraping, or use for AI training is strictly prohibited. See our Copyright Notice for details.

Disclaimer: The information provided on this website is for general informational and educational purposes only and does not constitute professional, legal, financial, or technical advice. While we strive to ensure accuracy and relevance, we make no warranties regarding completeness, reliability, or suitability. Any reliance on such information is at your own risk. We are not liable for any losses or damages arising from use of this site. By using this site, you agree to these terms.