The Difficulty

By Chad Prevost

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Category: Self-Improvement

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Episodes: 273

Description

The Difficulty is a show about the choices that shape a creative life, and the courage it takes to make them. Hosted by Dr. Chad Prevost, writer, publisher, and ICF-certified coach. Each episode explores a real decision point: craft, courage, failure, reinvention, and the stubborn belief that the work is worth doing. New episodes weekly. Subscribe for full episodes, transcripts, and Notes from the recording cutting-room floor.

chadprevost.substack.com

Episode Date
The AI Conversation Just Shifted. Here's a Short Survey of Different Approaches.
Jun 08, 2026
Weekend Reflection: Wanting Everything and Becoming Nobody
Jun 06, 2026
Hybrid Publishing Is Having a Moment
Jun 04, 2026
On Green-Lighting Yourself
Jun 01, 2026
Wrestling with the Self
May 30, 2026
Andrew Najberg + The Working Publisher News Digest
May 28, 2026
Publishing as a Creative Act and Why Crossroads Opens Today
May 25, 2026
Scott Bedgood — From Sportswriter to Stand-Up: A Writer's Through-Line
May 21, 2026
Waking in the Dark Wood: Midlife, Ego, and the Descent
May 16, 2026
The Free Lunch Is Ending: Three Publishing Stories Worth Your Attention
May 14, 2026
Resentment, Avoidance, and the Work That Matters
May 11, 2026
The Kind of Help that's Hard to Ask For, and the Kind of Help You Don't Know You Need
May 09, 2026
Get Over Yourself and Learn as You Go
May 07, 2026
The In-Between Is the Hard Part
May 04, 2026
Trailer: Welcome to The Difficulty
May 02, 2026
Why Knowing Your Partner isn't the Same as Understanding Them (and How the Enneagram Helps)
Dec 03, 2025
The 3 Communication Mistakes Leaders Make That Kill Trust (And How to Fix Them)
Nov 24, 2025
Building Trust and Integrity: A Leadership Journey with Jim Carlough
Oct 08, 2025
Finding Enoughness with David Spinks
Oct 01, 2025
The Art and Science of Emotionally Intelligent Team Building with Vanessa Druskat
Sep 24, 2025
Transforming Stress Into Strategic Clarity with Pankaj Singh
Sep 08, 2025
Leading with Resilience: A Conversation with Dr. Eva Selhub
Sep 01, 2025
Burn the OKRs, Build the Vision End metric theater with Radhika Dutt
Aug 25, 2025
After the L: Communication Moves That Build Trust with Jen Mueller
Aug 18, 2025
EQ Mastery: Integrating Mind, Body, and Spirit with Scott Allender
Aug 11, 2025
Emotions as Data: Joshua Freedman's EQ Wisdom for the Modern Leader
Aug 04, 2025
Enneagram Communication Workplace Dynamics Type 8 and Type 9
Jul 31, 2025
Enneagram Communication Workplace Dynamics Type 7 and Type 9
Jul 30, 2025
Enneagram Communication Workplace Dynamics Type 7 and Type 8
Jul 29, 2025
Enneagram Communication Workplace Dynamics Type 6 and Type 9
Jul 28, 2025
Enneagram Communication Workplace Dynamics Type 6 and Type 8
Jul 27, 2025
Enneagram Communication Workplace Dynamics Type 6 and Type 7
Jul 26, 2025
Enneagram Communication Workplace Dynamics Type 5 and Type 9
Jul 25, 2025
Enneagram Communication Workplace Dynamics Type 5 and Type 8
Jul 24, 2025
Enneagram Communication Workplace Dynamics Type 5 and Type 7
Jul 23, 2025
Enneagram Communication Workplace Dynamics Type 5 and Type 6
Jul 22, 2025
In Search of the Miraculous, Introducing Gurdjieff Pt. 2
Jun 09, 2025
In Search of the Miraculous, Introducing Gurdjieff Pt. 1
Jun 06, 2025
AI's Impact: From Job Disruption to Personal Empowerment
Jun 02, 2025
The Latest Meditation Neuroscience: Transforming Your Brain One Moment at a Time
May 30, 2025
Mindfulness in Real Life: Insights from the 2025 Meditation Practice Report
May 26, 2025
Building Trust Through Effective Communication and Accountability
May 23, 2025
The Hidden Cost of Poor Communication
May 19, 2025
Are We Living in an Age of Cultural Collapse—or Just in the Boring Part?
May 16, 2025
Kurt Vonnegut, AI, and the Utopia No One’s Ready For
May 12, 2025
The Human Advantage: Elevating Skills in the Age of Artificial Intelligence
May 09, 2025
The Evolution of Leadership: Integrating Self-Awareness
May 06, 2025
Why Workplace Wellness Programs Fall Short: A Call for Cultural Change
May 01, 2025
The Rising Importance of Emotional Intelligence in the AI-Driven Workplace
Mar 08, 2025
The Business Case for Inner Leadership in the Modern Workplace
Mar 06, 2025
How Can AI and Human Flourishing Go Together with Bob Hutchins
Feb 20, 2025
4 Ways to Stay Grounded in an Unstable World
Feb 13, 2025
AI and Emotional Wellness: My Journey with Emma
Feb 12, 2025
From Burnout to Purpose and Connection with Jennifer Moss
Feb 10, 2025
6 Battle-Tested Strategies for True Transformation
Feb 06, 2025
The Role of AI in Modern Mental Health
Feb 05, 2025
Beyond Burnout: Discovering Wellness and Purpose in Midlife
Feb 03, 2025
You Are Not What Happened to You (So Who Are You Then?)
Jan 30, 2025
Leading Change in Education and Battling Burnout with Arielle Garcia Hayes
Jan 28, 2025
Navigating Burnout in the Emerging AI Era
Jan 24, 2025
The Main Reason People Burnout Isn't What You Think
Jan 23, 2025
Proactively Pursue Your Purpose in an Age of AI and Burnout
Jan 21, 2025
5 Reasons Why Coaching Matters Even When You’re Not in Crisis
Jan 16, 2025
Beyond the Wall: How Phil Sanders Rebuilt After Failure
Dec 31, 2024
Is There a Higher Level Happiness?
Dec 27, 2024
When Is It Therapy You Need and When Is It Something Else?
Dec 26, 2024
A Word of Gratitude and What's Next in 2025
Dec 23, 2024
Should Self-Awareness Be a Key Component of Coaching?
Dec 20, 2024
What Your Anxiety Search Reveals About You
Dec 19, 2024
7 Practical Steps to Understanding Yourself Better
Dec 18, 2024
What Sets Coaching Apart from Therapy?
Dec 17, 2024
Mythbusting Empathy with Maria Ross
Dec 16, 2024
Mental Health in an ADHD Culture with Beth Capecchi
Dec 09, 2024
5 Steps to Break Free from Stress Patterns and Embrace Fulfillment
Dec 06, 2024
Embodied Enneagram for All 9 Types with Christy Bonner
Dec 03, 2024
Pushing Through: A Founder’s Guide to Pressure and Perseverance
Nov 25, 2024
Leading Human Trailer
Nov 19, 2024
Move Jobs with Confidence and Clarity with Michael B. Horn
Nov 12, 2024
Invest in the Change You Want to See with Kristina Montague
Nov 08, 2024
Getting a Taste of a Creative Life Design with Briana Garza
Nov 05, 2024
The Courage for Difficult and Open Conversations with Justin Jones-Fosu
Oct 28, 2024
Discovering the Hero's Journey to Wholeness with Ben Katt
Oct 22, 2024
Connecting You to the Real World with Carter Fowler's Totem
Oct 15, 2024
Shy by Design with Michael Thompson
Sep 30, 2024
What Makes This Book Great?! David Brooks' The Second Mountain
Sep 23, 2024
What Makes This Book Great?! James Clear's Atomic Habits
Sep 16, 2024
What Makes This Book Great?! Jonathan Krakauer's Into the Wild
Sep 02, 2024
What Makes This Book Great?! Adam Grant's Think Again
Aug 26, 2024
What Makes This Book Great?! Rick Rubin's The Creative Act with Daniel Lucas and Richie Daigle
Aug 19, 2024
Feeling All Your Feelings with Confidence and Vulnerability with Reagan Pugh
Aug 05, 2024
Enneagram Wings, Arrows, Instincts, and Passions with Chris Heuertz
Jul 29, 2024
Matt McLelland on Embracing Risk for True Innovation
Jul 22, 2024
Ashley Jones' Mission to Support Grieving Families and Change Corporate Culture
Jul 15, 2024
From Google to the Forest: Embracing a Future of Radical Optimism
Jul 11, 2024
2 Quick Techniques to Slow Down Reactivity and Fight Back Against Stress
Jul 08, 2024
Stress Doesn't Have to be the Enemy: Transforming Your Relationship with Pressure
Jul 04, 2024
Alignment in Mind and Body with Dr. Chris Collins
Jul 01, 2024
Finding Clarity and Purpose Through Coaching with John M. DeMarco
Jun 24, 2024
Ben Albert's Journey to Radical Responsibility from Corporate Burnout
Jun 17, 2024
How Do Creativity and Financial Stability Co-Exist? with Charles Moss
Jun 13, 2024
Is Outer Success and Inner Fulfillment Achievable? with Adam Hergenrother
Jun 10, 2024
Innovation and Endurance: How Daniel Lucas Found Resilience and Fulfillment in Ultra Running
Jun 06, 2024
How Chattanooga Prep is Redefining Education for Underserved Boys with Juan Aguilar
Jun 03, 2024
The Doctor Who Hid His Pain: How Jonathan Fisher Found True Health and Happiness
May 30, 2024
Staying True to Yourself in a World of Expectations with Dale Woodfin
May 27, 2024
Authenticity Influencers? Unpacking Cultural Trends with Ben Cake
May 23, 2024
Will the Real True Self Please Step Forward? Unmasking the True Self
May 20, 2024
Empowering Creative Leaders: Whiteboard's Visionary Approach to Agency and Advocacy in Business
May 16, 2024
How Career Shapes Our Identity but Not Our True Self with Richie Daigle
May 13, 2024
The Day I Almost Died: How a Broken Leash Saved My Life after I Surrendered
May 10, 2024
Reconnecting with the Divine Masculine: Why Men Need Safe Spaces to Explore Vulnerability
May 06, 2024
From Burnout to Ice Baths: James Dawson's Journey to Emotional Resilience Through Cold Plunging
May 03, 2024
Genesis the Greykid: Art, Business, Expectations, Fear, and Creative Community
Apr 29, 2024
How to Redefine Achievement and Live a Truly Creative Life
Apr 26, 2024
From Copywriter to Creative Maverick: Unpacking the Journey of Redefining Success and Chasing Authenticity
Apr 24, 2024
The Humanist Trailer
Apr 24, 2024
Final Episode as Big Self Show: Farewell and See You at The Humanist
Apr 15, 2024
Leadership and the Longing to Belong with Jerry Colonna
Oct 23, 2023
Psychedelics as a Tool for Growth and Healing with Matt Zemon
Oct 09, 2023
Step into the Mood You Want to Live In
Oct 03, 2023
Tame Anxiety to Speak Faster and Smarter with Matt Abrahams
Sep 25, 2023
Control Impulsive Behavior with These Three Steps
Sep 22, 2023
Is Change Possible without Awareness? with Reut Schwartz-Hebron
Sep 04, 2023
Meaning in the Second Half of Life with James Hollis
Aug 28, 2023
You Have to Feel to Heal with Brian Bogert
Aug 21, 2023
The Hare Versus the Tortoise Retold with Joe Sanok
Aug 14, 2023
Why We Overwork
Aug 11, 2023
The Habits of Stillness and Community with Ed Bacon
Aug 07, 2023
What Do You Do When You Find Yourself in a Toxic Work Environment?
Aug 04, 2023
Relationships are Mirrors to Our Souls with Judy K. Herman
Jul 31, 2023
Enneagram Arrows as Growth Directives and Directions
Jul 28, 2023
Clarity, Confidence, and Courage with Heather Penny
Jul 24, 2023
A Different Wiring Structure with Tom Gautreaux
Jul 21, 2023
Listening to Our Disconnection with Lyndsey Medford
Jul 17, 2023
Hallmarks of the Second Mountain (and How to Know When You're Ready)
Jul 14, 2023
Leadership and Living a Prioritized Life with Teresa Caro
Jul 10, 2023
Transforming Relationships by Starting with Your "Onion" Self with Sajad Vahedi
Jul 07, 2023
Get the Results You Say You Want with Chalmers Brothers
Jul 03, 2023
Why You Need Conflict to Move Through Looping Behaviors
Jun 30, 2023
Activate the Change You Want to See with Mandar Apte
Jun 26, 2023
Reclaim Yourself Through Trauma with Sharon K. Ball
Jun 23, 2023
Wonder + Rigor = Creativity with Natalie Nixon
Jun 19, 2023
What Would You Say to Your Younger Self?
Jun 16, 2023
Do One Thing Every Day that Scares You with Scott Simon
Jun 12, 2023
Test the Enneagram to Your True Self with Jerry Wagner
Jun 09, 2023
The Will and Skill of Self-Awareness with Tasha Eurich
Jun 05, 2023
How Surrendering is Completely Different Than Giving Up
Jun 02, 2023
Realistic Optimism through Burnout with Sally Clarke
May 29, 2023
The Body Knows Emotions Before You Do
May 26, 2023
Past Repetitive Conflicts into Renewed Trust and Open Communication
May 24, 2023
The Accuracy of the Enneagram for Liberation with Milton Stewart
May 22, 2023
Why is Trust So Important When it Comes to You and Your Team's Work?
May 19, 2023
The Enneagram Finds You with Ginger Lapid-Bogda
May 17, 2023
Emotional Well-Being and Heart-Based Conversations with Jonathan Fisher
May 15, 2023
What's So Radical about Radical Responsibility?
May 12, 2023
Stress is Psychologically Based: Shelley starts at the source, our personality patterns
May 10, 2023
The Big Effect of Seemingly Small Stress with Rob Cross and Karen Dillon
May 08, 2023
ICYMI: Experiments with truth with Parker Palmer
Feb 16, 2023
Psychological Roots and Key Patterns that Create Stress for Each Enneagram Type
Feb 09, 2023
Six Ways a Healthy Ego Looks Like in Relationship
Feb 02, 2023
What is Your True Self?
Jan 26, 2023
Bounce Forward: 3 Profound Tools for Developing Lifelong Resilience
Jan 19, 2023
The Enneagram in Stress (part 3 of 3): Head Types (5,6,7)
Dec 22, 2022
The Enneagram in Stress (part 2 of 3): Heart Types (2,3,4)
Dec 15, 2022
The Enneagram in Stress (part 1 of 3): Body Types (8, 9, 1)
Dec 08, 2022
Tame the Beast: A Simple Framework to Handle Your Inner Critic
Dec 01, 2022
4 Reasons You Procrastinate and What To Do About It
Nov 24, 2022
7 Big Enemies of Learning (and the Antidotes)
Nov 17, 2022
With or Without You: Does Your Personality Change?
Nov 10, 2022
Lighten Up: Why is it So Hard to Let Yourself Play?
Nov 03, 2022
Expect Resistance: 5 Ways to Sustain the Change You Want to Be
Oct 27, 2022
What Do We Mean by Inner Work?
Oct 20, 2022
The Gift of Sadness in a World that Just Wants Happiness
Oct 13, 2022
More Than a Feeling: Practical Habits to Form Enduring Change
Oct 06, 2022
Visualize This: Evidence to Support the Law of Attraction
Sep 29, 2022
Is it Sobering to be Sober? Clearing Roadblocks and Shifting Beliefs around Drinking
Sep 22, 2022
Radical Responsibility: How Shelley Climbed Out of the Burnout Hole
Sep 15, 2022
What Does it Really Mean to Fail? 8 Self-Coaching Lessons (and a True Story) on Failure
Sep 08, 2022
You Are a Human Being, Not a Human Doing with Nataly Kogan
Mar 27, 2022
Investing in the Self and Others with Ted Alling
Mar 13, 2022
The S Curve of Smart Growth with Whitney Johnson
Feb 27, 2022
Co-Creating the Power of Joy with Anne Scottlin
Feb 13, 2022
Teams beat burnout at work with Paula Davis
Jan 30, 2022
Beating the Burnout Epidemic with Jennifer Moss
Jan 16, 2022
You CAN change other people with Peter Bregman and Howie Jacobson
Jan 02, 2022
5 Strategies for Your End of Year Review
Dec 22, 2021
The way out is through with Sebastian Matthews
Dec 19, 2021
What is Big Self?
Nov 21, 2021
Let's make Thursday the new Friday with Joe Sanok
Nov 07, 2021
How Myers-Briggs Transforms You and Your Relationships with Personality Hacker
Oct 31, 2021
How to stop white-knuckling and start motivating with Remmington Curtis
Oct 24, 2021
7 steps to transformation through grief with Barbara Dalle Pezze
Oct 17, 2021
Is the Great Resignation a Trend or a Fad?
Oct 10, 2021
Enneagram 7s Talk Head Types, Joy, and the Virtue of Sobriety
Oct 03, 2021
5 Strategies to Grow with the Enneagram
Sep 26, 2021
Enneagram 6s Talk Second Guessing, Fear, Dealing with Authority, and Trust
Sep 19, 2021
Enneagram 5s Talk Holding On, Feedback Loops, and Learning to Trust
Sep 13, 2021
Enneagram 4s Go Deep on Authenticity, Envy, and Empathy
Sep 06, 2021
Enneagram history, sub-types, and what’s in it for you
Aug 15, 2021
Enneagram 3s Talk Work, (Self)Deceit, and Compassion
Aug 08, 2021
Enneagram 2s on Their Core Fears, Passion, and Growth Points
Aug 01, 2021
Enneagram 1s Talk Anger, the Inner Critic, and Serenity
Jul 25, 2021
Enneagram 9s Talk Anger, Self-Forgetting, and Vulnerability
Jul 18, 2021
Enneagram 8s Talk Body, Conflict, Lust, and Innocence
Jul 11, 2021
Hot Seat Session: An Enneagram Type 2 Peels Back the Layers
Jul 04, 2021
Hot Seat Session: An Enneagram Type 4 Gets Real
Jun 27, 2021
Frame your story, discern your callings with Dan Cumberland
Jun 20, 2021
All the reasons why you must discern your callings for an authentic life with Gregg Levoy
Jun 13, 2021
Why so many miss their callings: and what you can do about it
Jun 09, 2021
Radical honesty with Jerry Colonna
Jun 06, 2021
Discover your five callings
May 30, 2021
Mirror mirror on the wall with Tara Well
Feb 07, 2021
Letting your life speak with Jordan Gross
Jan 31, 2021
The new golden rule with Emily Golden
Jan 24, 2021
The mind that can't be measured with Kevin M. Johnson
Jan 17, 2021
The myth of hard success with Caterina Kostoula
Jan 10, 2021
Our relationship to ourselves and one another with Chris Collins
Jan 07, 2021
The growth always hurts with Michael Thompson
Jan 03, 2021
Completing the whole person with Breslin and DeMarco
Dec 27, 2020
How sensitive strivers lead with confidence with Melody Wilding
Dec 20, 2020
How you can be more productive and fulfilled with Melissa Gratias
Dec 13, 2020
Follow the process, not the outcome with Omar Itani
Dec 06, 2020
Mind mapping resilience with Karen Nimmo
Nov 29, 2020
Bonus Episode: Writing your way to freedom with Megan Holstein
Nov 25, 2020
Grow in gratitude and positive psychology with Nico Rose
Nov 15, 2020
How to renew your surge capacity with Tara Haelle
Nov 08, 2020
Update your expectations and dig into habits with Nick Wignall
Nov 01, 2020
Dancing into fearlessness with Mollie Eliasof
Oct 25, 2020
The courage to crack addiction and follow your passion with Brian Pennie
Oct 18, 2020
Goals, habits and a life worth loving with Lisa Michaud
Oct 12, 2020
Why intellectual humility is the answer with Shauna Bowes
Oct 05, 2020
Lining up knowledge with values with Jon Hawkins
Sep 27, 2020
Practicing authenticity and radical acceptance with Tara Blair Ball
Sep 21, 2020
Top 5 ways to tune in and track your desire
Sep 18, 2020
Breaking free from limiting beliefs with Lyndie Putnam
Sep 14, 2020
Top 5 ways to stay stuck after failure
Sep 11, 2020
Five things extraordinary people know with Anthony Moore
Sep 07, 2020
Five life-changing ways to build self-knowledge
Sep 04, 2020
The three stages of self-compassion
Aug 31, 2020
How each of the 9 Enneagram types work from home
Aug 24, 2020
Learning Curve: Where do you struggle with trust the most?
Aug 21, 2020
How adaptable are you?
Aug 17, 2020
Self-care practice is not for the faint of heart (or the selfish)
Aug 10, 2020
5 Ways to Distinguish Your Ego from Your Call
Aug 03, 2020
What is purpose and how do you find it?
Jul 20, 2020
What is the Big Self School and 3 big questions to ask yourself now
Jul 13, 2020
Learning Curve: Shining a light on the shadow side
Jul 07, 2020
Learning Curve: 5 things that block empathy
Jun 22, 2020
Equal opportunities and authentic leadership with Marco Perez
Jun 16, 2020
Embrace the suck and build empathy with Sabrina Moon
Jun 01, 2020
Against the grain: Charles Loomis on mentorship and discipline
May 25, 2020
Learning Curve: Is your inner voice a good friend or a critic?
May 22, 2020
Creating new beliefs and shifting mindsets with Camille Kennard
May 18, 2020
Learning Curve: Are we spiking on authenticity and dropping on the imposter?
May 15, 2020
Co-parenting three young kids and launching a business with Jena Beise
May 11, 2020
Learning Curve: We are the leaders we need right now
May 08, 2020
Risk, versatility, and naming what you want with Kim Shumpert
May 04, 2020
Learning Curve: Life as a comma, developing adaptability and calm
May 01, 2020
Visualizing the process it takes to get around the world with Angela Ballard
Apr 27, 2020
Learning Curve: To shame or not to shame during a plague
Apr 24, 2020
Recovering from burnout and drinking mindfully with Kristi Angevine
Apr 20, 2020
Listening to find your purpose, and listening as good business with Kenny Morgan
Apr 14, 2020
Change your life by changing your questions with Tom Heffner
Apr 06, 2020
Every time you must go first: Getting okay in an upside-down world with Allison Foster
Apr 01, 2020
From social construction to house construction: David Bell on theory and life practice
Mar 23, 2020
Special edition: Love and silver linings in a time of coronavirus
Mar 16, 2020
Designing a way through brokenness to a bigger self with Kaysie Strickland
Mar 09, 2020
The body, the brain, and dealing with pain with Matt McClanahan
Mar 02, 2020
Breaking through defenses, and helping the whole person with Patricia McLelland
Feb 24, 2020
The power of story, truth-telling, and strategic family planning with Hilarie Robison
Feb 17, 2020
Arm yourself with information with Lakweshia Ewing
Feb 10, 2020
5 ways to rebuild after failure with Shelley Prevost
Feb 04, 2020
Alex Lavidge on the entrepreneurial community and transformation
Jan 13, 2020