When Your Best Writing Feels Terrible

Today, we’re diving into a topic that trips up so many writers—vulnerability. How much should you share? When does honest writing become oversharing? And why does your most powerful work sometimes feel like it completely sucks? If you’ve ever been told your story isn’t raw enough—or that it’s too raw—you’re not alone. In this episode, I’ll break down the two extremes writers fall into, share a framework for finding the right kind of vulnerability, and show you how to use uncertainty, risk, and emotional exposure to create stories that feel true, resonant, and safe for both you and your readers.



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Jen68uhjd April 2025

Today, we’re diving into a topic that trips up so many writers—vulnerability. How much should you share? When does honest writing become oversharing? And why does your most powerful work sometimes feel like it completely sucks? If you’ve ever been told your story isn’t raw enough—or that it’s too raw—you’re not alone. In this episode, I’ll break down the two extremes writers fall into, share a framework for finding the right kind of vulnerability, and show you how to use uncertainty, risk, and emotional exposure to create stories that feel true, resonant, and safe for both you and your readers.

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Today, we’re diving into a topic that trips up so many writers—vulnerability. How much should you share? When does honest writing become oversharing? And why does your most powerful work sometimes feel like it completely sucks? If you’ve ever been told your story isn’t raw enough—or that it’s too raw—you’re not alone. In this episode, I’ll break down the two extremes writers fall into, share a framework for finding the right kind of vulnerability, and show you how to use uncertainty, risk, and emotional exposure to create stories that feel true, resonant, and safe for both you and your readers.

Episode Highlights

  • 2:32: Defining Vulnerability
  • 3:54: Uncertainty, Risk and Emotional Exposure in Storytelling
  • 5:24: When Your Work Isn’t Vulnerable Enough
  • 7:03: Crafting Compelling Scenes 
  • 8:15 When Your Writing Is Too Raw 
  • 10:56: What Do Your Readers Really Want
  • 15:00: The Most Important Question to Ask Yourself 
  • 18:11: The Secret Reason You Think Your Writing Sucks

Resources for this Episode: 

Connect with your host, Lisa:

Produced by Espresso Podcast Production: https://www.espressopodcastproduction.com


About Your Host

Lisa Cooper Ellison is an author, speaker, trauma-informed writing coach, and host of the Writing Your Resilience podcast. Working at the powerful intersection of storytelling and healing, she blends her writing expertise, clinical training, and soul-centered practices—including Akashic Records work and Human Design—to help writers turn their hardest experiences into art. Her essays—on sibling loss, grief, trauma healing, and the craft of writing—have appeared in The New York Times, HuffPost, and The Loss of a Lifetime: Grieving Siblings Share Stories of Love, Loss, and Hope among others.



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