Wide Reads
Literature MattersLife IndexEducators
Sign in
Where to Begin

The Stubborn Habits That Hold Us Back — Dark Night of the Soul

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: The Stubborn Habits That Hold Us Back
Previous
16 of 25
Next

Analysis by the Wide Reads editorial team·Reviewed against the source text·Updated December 1, 2025

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

John describes imperfections that still belong to proficients on the road of virtue. Many retain habitual imperfections that must be removed before divine union. They possess these flaws so long they no longer notice them.

These souls have journeyed along virtue, done great penances, kept long fasts, and performed many exercises. Yet they have not perfectly subdued natural desires nor risen to the heights of perfection. Success has hidden what still blocks union.

For this reason God must purge them and make them dark, to bring them into the divine light of perfect union of love. The chapter warns that advanced practice can mask blind spots until darkness forces what discipline alone could not finish.

In this chapter: Terms Characters Key Quotes Themes Modern Story

Why This Matters

Connect literature to life

Skill: Recognizing Success Traps

Long practice can hide flaws you no longer notice. John says proficients keep habitual imperfections until God purges and darkens them for union. Juan learns that defensiveness where you feel expert is often the very habit that must go.

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

PreviousPrevious ChapterNextNext Chapter
Original text
131 wordscomplete

Chapter 16

The Stubborn Habits That Hold Us Back

Describes 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.…

Public-domain chapter text, formatted for reading.

Master this chapter. Complete your experience

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

Buy at Powell'sBuy on Amazon

Available in paperback, hardcover, and e-book formats

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:

John says many proficients still carry habitual imperfections that must go before divine union. Competence on the outside does not mean the work is finished. A trauma chaplain can be trusted on the unit yet still hide pride he no longer sees. In trauma chaplaincy Juan learns to stay present in the stripping without rebuilding

"Not only do they possess these imperfections, but they have grown so accustomed to them that they no longer even notice them."

— John of the Cross

Context: Why proficient souls remain stuck

Familiar flaws become invisible, which is why purgation must come from God.

In Today's Words:

John says they not only keep these imperfections but have grown so used to them they no longer notice. Blind spots survive because they feel like personality. Ask someone who sees you on your worst days what pattern you keep defending. This is not abstract mysticism but the felt collision between divine purging and human

"they have not perfectly subdued their natural desires, nor have they raised themselves to the heights of perfection."

— John of the Cross

Context: Limits of proficient souls despite penances

Exercise without full subdual of desire leaves union unreachable.

In Today's Words:

John says they have not perfectly subdued natural desires nor risen to perfection despite penances and fasts. Track record is not arrival. The next level may require darkness, not another discipline streak. Juan the hospital chaplain sees the same pattern when consolation ends and the soul must learn patience without feeling chosen.

"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."

— John of the Cross

Context: Why God intervenes with darkness

Dark purgation precedes union when self-awareness fails.

In Today's Words:

John says God must purge proficients and make them dark to bring them into divine light and perfect union of love. When success blinds you, darkness is not regression but the surgery that opens union you cannot reach while flattering yourself. John maps this for beginners who mistake dryness for failure instead of purgation ordered

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

This is not a test. Five prompts guide you through the chapter, from how it opens to how it closes, so you notice context and rhythm rather than facts to memorize. Sit with each question in your own words. When you see "One way to read it," treat it as a starting point, not the only answer.

  1. 1

    What habitual problem do proficients still carry according to John?

    ▶One way to read it

    Habitual imperfections they no longer notice, which must be removed before divine union.

    analysis • surface
  2. 2

    Why have penances and fasts not brought proficients to perfection?

    ▶One way to read it

    They have not perfectly subdued natural desires nor risen to the heights of perfection.

    analysis • medium
  3. 3

    Where do you stop noticing a flaw because you are good at the surrounding work?

    ▶One way to read it

    Name an area where competence makes you dismiss feedback others still see.

    application • medium
  4. 4

    How could God's purging feel like darkness rather than punishment?

    ▶One way to read it

    John says God makes them dark to bring them into divine light of perfect union of love.

    application • deep
  5. 5

    What would it mean to welcome purgation after years of visible virtue?

    ▶One way to read it

    Accept that unnoticed imperfections require God's dark purging, not more self-congratulation.

    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
Keep exploring

Continue Exploring

Study guides, teaching tools, themes, and the full library.More ways to read Dark Night of the Soul: study guides, teaching tools, and the wider library.

  • Dark Night of the Soul Study Guide
  • Teaching Resources
  • Essential Life Index
  • Browse by Theme
  • All Books

What this chapter teaches

Theme analyses that draw on this chapter and apply it to modern life.

  • Letting Go of ControlExplore the key chapters in Dark Night of the Soul that teach us how to surrender the need to understand and manage everything in your life.
  • Releasing External ValidationExplore key chapters in Dark Night of the Soul on releasing pride, status, and the need for others
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 106+ books

Share This Chapter

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

TwitterFacebookLinkedInEmail

Go further with Prestige

Unlock study guides and downloads, early access, and exclusive content — 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→ Wisdom for the Wounded
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

  • Trending
  • 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
  • Editorial Standards
  • 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.