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

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

Written by: Dr. Chad Prevost
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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 creative, a thinker, a maker, or anyone navigating the difficulty of doing meaningful work—pull up a chair.

chadprevost.substack.comCrossroads Publishing Group
Philosophy Self-Help Social Sciences Success
Episodes
  • Every Creative Block Is an Avoided Decision
    Jul 20 2026

    There’s a decision you’ve not made for months. Maybe years.

    You know what it is. You knew what it was the moment you read that first sentence, it surfaced on its own, without any effort from you. That’s how you can tell it’s the one. And you know exactly why you haven’t made it.

    Here’s what I want to put forth this week: the interesting question is not what the decision is. You already know that. The interesting question is what the avoidance is costing you because it is costing you, every day, in a currency you probably haven’t audited. Either way, something is going to be hard. It’s hard to do the uncomfortable thing now, or it’s hard to live in the regret later. The difference is that regret only gets expensive once it’s too late to spend anything else.

    The show is named for a George Moore line: “The difficulty in life is the choice.” Not the outcome. Not the talent. The choice. The difficulty was never that you don’t know what the decision is. It’s exactly that you do.

    If the decision you keep not making is about a book whether it’s done, whether it’s worth publishing, whether you need a publisher who’ll actually think alongside you about it, that’s a conversation I have every week. Crossroadspublishing.group is a press built for exactly this kind of decision. Discovery call is on the site. Twenty minutes, free. And I promise you’ll leave with the decision at least named.

    The difficulty in life is the choice.

    —Chad



    This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit chadprevost.substack.com
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    28 mins
  • Write the truest sentence you know
    Jul 16 2026

    I had sixty-thousand words then I had twenty-thousand, and I still did not have a book. This Thursday’s episode is about how I finally learned the difference, and it’s the most useful thing I know about the work.

    The manuscript had frameworks. It had seven tidy maps. It had the warm, encouraging, here-are-your-steps voice I’d spent years building. And every time I read it start to finish, something was wrong and I couldn’t name it. That’s not writer’s block. It’s quieter and worse: the slow realization that a pile of genuinely good material is not a book. In Vivian Gornick’s terms, I had a situation. I didn’t have a story.

    The way out came from Hemingway, broke and young in a cold Paris garret, who when he couldn’t get started would tell himself, “Write the truest sentence that you know.” Just one. But here’s the part everyone skips: he also cut to it. Whenever he caught himself writing elaborately, presenting something, he’d throw that ornament away, what he called the scrollwork, and start from the first true simple sentence. The truest sentence isn’t something you add. It’s what’s left when you cut the performance off.

    So I went hunting through my thirty-seven thousand words for the one place I’d stopped performing and actually said the thing. Then I found the sentence. Everything that served it stayed. All seven maps, the whole coaching voice blog posts, went over the side as ballast, and the book finally floated—well, it’s floating.

    You’re allowed to not know your true sentence yet. You almost never do going in. You write the messy draft precisely to find the one true thing hiding in it. You’re allowed to have a pile that isn’t a book yet, that’s just the middle, everyone’s middle looks like a pile. And you’re allowed to cut what you love. In fact you have to.

    Listen above. Then, if you want, reply and tell me the one true sentence your project is really about, or the one you suspect you’ve been avoiding.“The truest sentence isn’t something you add to your draft. It’s what’s left when you cut the performance off.”The Difficulty lands Mondays, Thursdays (the working writer), and sometimes Fridays and sometimes Saturdays (from the workshop). If this named something you’ve been circling, subscribe, and forward it to someone with a pile that’s trying to become a book. More at chadprevost.com.



    This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit chadprevost.substack.com
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    19 mins
  • Locate yourself
    Jul 13 2026

    I went out to play disc golf yesterday, and I kept losing focus on the game. My mind wandered off down every side trail in the woods. This Monday’s episode follows a few of those trails.

    We start with the poem you think you know. “The Road Not Taken” gets read as an anthem for bold nonconformists, but read the middle again: the two roads “equally lay in leaves no step had trodden black.” There was no road less traveled, not really. Frost isn’t describing a choice. He’s describing the story he already knows he’ll tell about it, “with a sigh,” years from now. The difficulty is the choice. But underneath it is a harder thing: knowing where you’re actually standing when you make it.

    From there we get lost on purpose. The way some languages orient by north and south instead of left and right, and how our ancestors located their very identity in place. Satoshi Kon’s Perfect Blue and the terror of losing your self coordinates entirely. And the strange argument between Walt Whitman, who blessed the multitudes we contain, and Gurdjieff, who sat with a more accusatory tone toward those same sleepwalking multitudes.

    What I carried out of the woods were three questions: What are we actually, consciously choosing? Why do we spend so much energy distracting ourselves from ourselves? And why is it so hard to know who we are?

    And one small piece of permission, which is what we do here on Mondays. You don’t have to travel both roads, catch every fleeting thought, or unify the crowd inside you into one tidy self. You only have to remember yourself among them. Be the quiet one who watches the parade without climbing aboard every float. That’s the fixed point. That’s what it means to locate yourself.

    Listen above. Then, if you want, reply and tell me your one fixed point, the thing you orient by when everything else is just trees.The Difficulty lands Mondays (the long walk), Thursdays, and Saturdays. If this located something in you, subscribe and forward it to one person who’s feeling turned around. More at chadprevost.com.



    This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit chadprevost.substack.com
    Show More Show Less
    37 mins
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