Dr. Chad Prevost

The Difficulty: Creativity, Meaning & the Hard Work of a Life

The Difficulty is a podcast about creativity, meaning, and the hard choices that shape a life. Each week, writer and publisher Chad Prevost works through the questions underneath the creative process and the examined life—how we make work that matters, sit with life's difficulties instead of rushing past them, and keep going. Expect arguments, reflections, and the occasional witness to something worth seeing. Slower, more contemplative episodes land on Saturdays. It's also the voice of Crossroads Publishing Group, a press built on a single idea: books are occasions for community. If you're a c...

Author

Dr. Chad Prevost

Category

Education

Podcast website

chadprevost.substack.com

Latest episode

Jul 10, 2026

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Episodes

How Myers-Briggs Transforms You and Your Relationships with Personality Hacker 31.10.2021

Personality Hacker is an organization designed to help people leverage their own mental processes to optimize whatever can be optimized: productivity, communication, job satisfaction, and most importantly – your overall happiness. When we get these needs met we stop being so myopic through the lens of our own experience, and start seeing a bigger picture. Today’s episode gives you some high-level...

How to stop white-knuckling and start motivating with Remmington Curtis 24.10.2021

Today we speak with a boots-on-the-ground guy. Remmington Curtis is a fan of the podcast and reached out to see if he could join us on the show. We love to hear from our listeners, and we love hearing from not only thought leaders, influencers, and authors, but also the coaches doing the work themselves. A person some might say had the dream job. He spent the first 10 years of his career on Wall S...

7 steps to transformation through grief with Barbara Dalle Pezze 17.10.2021

This week we speak with Barbara Dalle Pezze. Barbara is a speaker, author and seminar leader with two decades of experience living and working in Hong Kong, China, Singapore, Canada, and the U.S. Barbara works to inspire others, especially entrepreneurs and leaders, to reconnect with their purpose. She does through helping them make mindset shifts and breakthroughs, which in turn helps their teams...

Is the Great Resignation a Trend or a Fad? 10.10.2021

What is the Great Resignation? What's causing it? What are companies doing about it? And what's our final takeaway? The Great Resignation is a term first used by Anthony Klotz, a psychologist and associate professor of management at Texas A&M University, during an interview with Business Insider. It describes a profound shift in the way Americans are viewing their relationship to work over the...

Enneagram 7s Talk Head Types, Joy, and the Virtue of Sobriety 03.10.2021

Today we speak with Justin Sainton, Elle Worsham, and Erin Maslowski. Enneagram 7s don't like constraints. They tend to want it all, and they have a lot of the tools for getting it. They're head types with the ability to solve a lot of problems through their own structures and spreadsheets. At the same time, they're upbeat and positive. They have loads of interests and plenty of energy. What could...

5 Strategies to Grow with the Enneagram 26.09.2021

The Enneagram is so much more than a typology. It is so much more than a static symbol. In fact, the Enneagram is a living, breathing, dynamic process-driven system to self-observation and self-understanding. It helps you to understand yourself ("Know Thyself") at deeper level much faster than you ever could without it. It helps you to understand others. In today's episode, Shelley and Chad cover...

Enneagram 6s Talk Second Guessing, Fear, Dealing with Authority, and Trust 19.09.2021

Today we speak with Suzy Anthony, Marta Gillilan, and Roger Coles. We discuss what it's like getting into the heads of Sixes. Sixes are sometimes named the Loyalist, and sometimes the Skeptical Troubleshooter. Their archetype centers on a person who seeks security and certainty, but ironically often doesn't find it. Of all the personality types, Sixes are the most loyal to their friends and their...

Enneagram 5s Talk Holding On, Feedback Loops, and Learning to Trust 13.09.2021

Today we speak with Richie Daigle and Chris Schoolcraft, two Fives who have done a lot of work to under their personalities and how they show up in the world. We discuss what it's like being a headtype as our center of intelligence, and how they hold on to their knowledge and skills and share it only when they feel completely ready. Fives highly value working independently. They're more comfortabl...

Enneagram 4s Go Deep on Authenticity, Envy, and Empathy 06.09.2021

Today we speak with Shay and Amanda, along with our very own Chad. We all know how special Fours are, and how much they fear being anything but ordinary. But it's not every day we get to hear the perspectives from two self-preservation subtypes and one relational (one-to-one) subtype at the same time. We discuss what it's like being a heart type as our center of intelligence, how the subtypes real...

Enneagram history, sub-types, and what’s in it for you 15.08.2021

Today we’re answering some of your fantastic questions, and it is making for a great show.  Could you give us more background on the history of the Enneagram?  We give credit to a 20th-century pioneer of the Traditional Enneagram, Oscar Ichazo. We also briefly touch on the influences and how it reached the west. Interesting sidenote: According to Gurdjieff’s student JG Bennett, the Enneagram was d...

Enneagram 3s Talk Work, (Self)Deceit, and Compassion 08.08.2021

Our two Enneagram 3 panelists this week have done a great deal of work on themselves. While Jim Gum certainly has done a tremendous amount of work over his 30 years of working with the Enneagram, Steph Barron Hall's six years or so has brought her a long way as well. If you are ready to learn your Enneagram type and what to do with it, we have a giveaway for you! We’re offering a free Enneagram ty...

Enneagram 2s on Their Core Fears, Passion, and Growth Points 01.08.2021

Shelley is super excited to introduce you today to her brother and sisters of the Enneagram type Two. These are her people. If you are ready to learn your Enneagram type and what to do with it, we have a giveaway for you! We’re offering a free Enneagram typing package to a lucky someone who gives us a review on iTunes or spotify.  These typing packages are valued at $375, and include an interview,...

Enneagram 1s Talk Anger, the Inner Critic, and Serenity 25.07.2021

Type 1s are known as Reformers or Perfectionists. They're also body types, and when it comes to relating to others they can house a lot of energy inside themselves, often in the form of anger. In this episode's discussion, we meet Angie Liski, Kristi Rider, and Randa Hinton. We learn a little more about what makes these types tick, especially when it comes to dealing with anger and the inner criti...

Enneagram 9s Talk Anger, Self-Forgetting, and Vulnerability 18.07.2021

Shelley speaks with two leaders who recognize the 9 within themselves. These two leaders, Suzanna Cooper and Lesley Scarce, have been working on their personal inner growth through the lens of the Enneagram for years now. They offer their deep insights into what it means to function as a body type, how they work with anger, and how they do or don't "self-forget." What does it mean for leaders when...

Enneagram 8s Talk Body, Conflict, Lust, and Innocence 11.07.2021

The Big Self Podcast is set to challenge you with everything you know about the Enneagram. Or at least everything you think you know about yourself through the Enneagram as a system for your whole self. On this week's episode we feature three 8s, and whether you think of them as Challengers or not, see what the spectrum of their sub-types reveals. Enneagram 8s are a gut (body) type, and they lead...

Hot Seat Session: An Enneagram Type 2 Peels Back the Layers 04.07.2021

Shelley and Chad aren't going to ask anyone else to do what they aren't willing to do themselves. In this episode, Chad puts Shelley on the hot seat. He grills her on what it means to be a 2 with a subtype of self-preservation. She defaults to pride when it comes to her relationships, and a growth path for her revolves around humility. Just how vulnerable will Shelley allow herself to be? As a 2,...

Hot Seat Session: An Enneagram Type 4 Gets Real 27.06.2021

Shelley and Chad aren't going to ask anyone else to do what they aren't willing to do themselves. In this episode, Shelley puts Chad on the hot seat. What has the Enneagram taught him about himself? What insights has it led to for personal growth? Where is he aware he still has work to do? What's so special about an Enneagram 4 (sexual subtype) anyway? Will Chad crack under the pressure? All this...

Frame your story, discern your callings with Dan Cumberland 20.06.2021

This week we speak with Dan Cumberland, the CEO of UpsideBuilders and Host of The Meaning Movement to talk about how we can get more out of a career change. Dan is on a mission to 'shake people awake' when it comes to their careers and what they want to do with their lives. There is a common misconception that your career is where your purpose is found when in fact, what you do for work is simply...

All the reasons why you must discern your callings for an authentic life with Gregg Levoy 13.06.2021

Gregg Levoy writes that we must be willing to get shaken up, “to submit ourselves to the dark blossoming of chaos” in order to continue growing. People tend to search for answers about their purpose more when they’re confronted by a problem, or when there is something uncomfortable in their life. Levoy has written from a multifaceted lens about calling. "Listen from down below if you want to hear...

Why so many miss their callings: and what you can do about it 09.06.2021

Many people never discern their callings. On this week's Big Self Podcast we discuss what people misunderstand or resist about understanding and interpreting their calling (or sense of purpose and fulfillment in life). We touch on whether or not you have one True Call (with a capital C), whether or not your calling is really your vocation, as well as what it means to trust your intuition and embra...

Radical honesty with Jerry Colonna 06.06.2021

Jerry Colonna is a professional coach, known for his unique teachings on entrepreneurship and business psychology. He is a co-founder and CEO of the executive coaching and leadership development company, Reboot and is the host of the Reboot Podcast if you’re looking for another great podcast. Among other things, he teaches leaders to embrace extreme challenges (as opposed to avoidance) and take ti...

Discover your five callings 30.05.2021

Shelley and Chad kick off Season 2 with a series on "callings." In this week's episode, the co-hosts tee off the subject with their own working definition of what calling is and then dive into their own five-part framework for how to discern and build your callings. Let us hear your calling stories. What are the most inspiring stories of people who have clearly found their callings?  In what ways...

Mirror mirror on the wall with Tara Well 07.02.2021

Although Tara Well calls herself a “mirror-gazing expert,” what this really means is that she helps people find a way back into themselves. She does that by teaching self-compassion through Mirror Meditation. After many years of disregarding her feelings, Tara found that something as simple as looking into the mirror can help with self-awareness and emotional regulation . Now, she shares her metho...

Letting your life speak with Jordan Gross 31.01.2021

Jordan believes that personal development is a never-ending process of imagining who you want to be, interpreting why you want to be that person, creating a plan to get there, and then implementing that plan in the most enjoyable and fulfilling way possible. He helps guide people to think differently and make daring changes in their lives. Jordan is trailblazing in the personal development field b...

The new golden rule with Emily Golden 24.01.2021

Emily is a master certified coach who specializes in executive leadership and career coaching. She has seventeen years of corporate human resources experience; practical experience from more than 2,500 hours of coaching; and a deep understanding of the human mind, spirit, and potential.  Chad: Her clients range from seasoned executives to emerging leaders, to career changers who utilize her suppor...

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