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The Writer's Round

The Writer's Round

By: Kendall Cherry
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A creative sanctuary for writers, business owners, and artists who are called to stay gold in this brave new world

© 2025 The Candid Collective
Economics Leadership Management & Leadership
Episodes
  • How I Think About Teaching Storytelling and Sales Writing
    Dec 4 2025

    A creative sanctuary for writers, business owners, and artists who are called to stay gold in this brave new world.

    In this solo episode, I take you behind the scenes of my teaching philosophy—how I approach storytelling and sales writing, why I don’t believe in formulaic “plug-and-play” content, and the deeper emotional and spiritual layers that run underneath everything I teach.

    From childhood chalkboards to designing The Greenhouse’s curriculum, this episode traces how teaching became the core of my craft—and why I believe great writing starts with a great lens.

    Here’s what we cover:

    Why I always knew I’d be a teacher long before I knew I’d be a writer—and how that shapes everything I create now.

    How The Greenhouse brought me “home” to my teacher identity and why writers need real instruction, not just templates.

    Why self-paced courses rarely work for storytelling and sales—and what writers actually need to get better.

    Why understanding the mechanics behind a story matters more than following a framework.

    How I think about storytelling as a camera lens—not a formula—and why your voice (not mine) is the point.

    Why storytelling is a skill that transcends business: from weddings to wakes to dinner tables.

    The spiritual undercurrent of everything I teach—and how stories help us see ourselves more clearly.

    Why sales writing is really self-advocacy—and why your pricing, your confidence, and your storytelling are deeply connected.

    How stories raise the collective “light” in the world—and why your work deserves to be shared so others can transform too.

    Why the ripple effect of your stories matters more than you realize.

    If you want to learn storytelling and sales writing in a way that’s practical, human, and deeply empowering, you can join me for The Greenhouse or start with my free workshop, How to Write a Money-Making Testimonial, happening December 11 at 11 a.m. CT. Links are in the show notes.

    I can’t wait to teach you—whether it’s for one hour or for six months.

    JOIN MY FREE WORKSHOP ON DECEMBER 11th

    Learn how to write a client case study in story form in my upcoming FREE workshop: How to Write a Money Makin' Testimonial.

    Register here

    P.S. Seeing this episode after December 11, 2025? Use the link above and we'll send you the replay!

    CONNECT WITH KENDALL:

    👩🏼‍🌾 Applications are OPEN for the inaugural cohort of The Greenhouse 🌱🌻 a 6-month accelerator to grow your writing business and transform your words into a premium product

    Website: candidcollective.co

    LinkedIn: https://www.linkedin.com/in/kendall-cherry/

    Subscribe to my newsletter, Wallflower Fridays 🌻 💌 wallflowerfridays.com

    The Writer's Round on Substack: thewritersround.com

    PREMIUM SUPPORT

    Join The Greenhouse 🌱🌻 A 6-month accelerator to grow your writing business and transform your words into a premium product that clients love to pay you for. Apply here: findthegreenhouse.com

    Want to hire me to write for you? 👻✏️ Grab my services guide: candidcollective.co/services-guide

    © The Candid Collective

    Show More Show Less
    31 mins
  • Why Client Case Study Stories Convert Like Crazy
    Dec 4 2025

    A creative sanctuary for writers, business owners, and artists who are called to stay gold in this brave new world.

    In this solo episode, I break down why client case study stories are the most profitable, trust-building, conversion-boosting stories in your entire business—and why so many of us still avoid sharing them.

    These aren’t just “testimonials”; they are narrative proof of your value, your process, and the real transformation you facilitate.

    Case studies help your audience see themselves inside the work. They let people understand not only what you do, but how it works—and whether your approach is right for them.

    And in a market where buyers are more cautious, more informed, and doing more research than ever, these stories matter.

    Here’s what we cover:

    Why stopping to reflect on your client work is essential—not optional—if you want predictable monthly or quarterly sales.

    The problem with the “five gold stars + screenshot” testimonial trend—and how it trains your audience to scroll right past your wins.

    Why story-driven case studies outperform static testimonials every single time.

    Why “I don’t know enough details” is a cop-out—and why you have more of the story than you think.

    The user behavior most people miss: why audiences don’t actually read screenshot testimonials and what to do instead.

    How to write case studies that introduce nuance, speak to different buyer segments, and mirror the emotional and practical value of your offer.

    Why today’s customers require more information, more safety, and more transparency before they ever invest—and how case studies deliver exactly that.

    How case studies de-pressurize the sales cycle by answering questions before someone ever gets on a call with you.

    Why qualitative wins (clarity, confidence, momentum, relief) matter just as much as revenue data—and how to tell those stories well.

    Why these stories are your highest-converting sales assets—and why they’re also the least shared.

    Want to turn client wins into stories that sell? Join my free workshop Dec 11 at 11am CT: How to Write a Money-Making Testimonial. I'll share my method, examples, and tools for archiving your best stories.

    If you're listening after Dec 11, the replay is waiting for you. Just use the link in the show notes. Access it anytime, whether it's next week or next year.

    Case studies are the highest-ROI stories you can tell. Let’s make sure you’re actually telling them.

    JOIN MY FREE WORKSHOP ON DECEMBER 11th

    Learn how to write a client case study in story form in my upcoming FREE workshop: How to Write a Money Makin' Testimonial.

    Register here

    CONNECT WITH KENDALL:

    👩🏼‍🌾 Applications are OPEN for the inaugural cohort of The Greenhouse 🌱🌻 a 6-month accelerator to grow your writing business and transform your words into a premium product

    Website: candidcollective.co

    LinkedIn: https://www.linkedin.com/in/kendall-cherry/

    Subscribe to my newsletter, Wallflower Fridays 🌻 💌 wallflowerfridays.com

    The Writer's Round on Substack: thewritersround.com

    PREMIUM SUPPORT

    Join The Greenhouse 🌱🌻 A 6-month accelerator to grow your writing business and transform your words into a premium product that clients love to pay you for. Apply here: findthegreenhouse.com

    Want to hire me to write for you? 👻✏️ Grab my services guide: candidcollective.co/services-guide

    © The Candid Collective

    Show More Show Less
    17 mins
  • The Origin Story of My Money Makin’ Testimonials Workshop
    Dec 4 2025

    A creative sanctuary for writers, business owners, and artists who are called to stay gold in this brave new world.

    In this solo episode, I trace the entire evolution of my Money Makin’ Testimonials workshop—from a scrappy digital product I Frankensteined together years ago… to a full chapter inside my upcoming book… to a signature writing lab inside The Greenhouse… to the live workshop I’m teaching on December 11.

    What started as an experiment became one of the most transformative storytelling tools I teach—because client case studies (told well) are the highest-converting stories in your business.

    Here’s what we cover:

    How the original “money-making testimonials” idea was born during a curriculum build—before I even realized I was teaching sales, not marketing.

    Why version one of the course flopped—and how the questions, confusion, and messy drafts taught me what people really needed.

    How Here to Sell reframed everything—turning testimonials into “the Bee” in my Field Notes metaphor and giving them a full, practical, long-form home.

    Why The Greenhouse dedicates an entire writing lab to case studies—and how this story type consistently produces the biggest ROI for writers and founders.

    The DC workshop moment that changed everything—seeing the light bulbs go off as people understood how to write qualitative proof (even without revenue metrics).

    The real reason people avoid sharing case studies—and why your clients want you to tell these stories.

    Why December is the best time of year to gather your transformations, choose the stories you’ll tell in 2025, and stop leaving money on the table.

    Whether you’re a writer, a founder, or a creator with client results you’ve been keeping quiet, this episode shows you how this workshop came to life—and why learning this skill now will change your entire sales ecosystem next year.

    The live workshop happens on December 11 at 11 a.m. CT. The link to join is in the show notes, and I’d love to see you there.

    JOIN MY FREE WORKSHOP ON DECEMBER 11th

    Learn how to write a client case study in story form in my upcoming FREE workshop: How to Write a Money Makin' Testimonial.

    Register here

    P.S. Seeing this episode after December 11, 2025? Use the link above and we'll send you the replay!

    CONNECT WITH KENDALL:

    👩🏼‍🌾 Applications are OPEN for the inaugural cohort of The Greenhouse 🌱🌻 a 6-month accelerator to grow your writing business and transform your words into a premium product

    Website: candidcollective.co

    LinkedIn: https://www.linkedin.com/in/kendall-cherry/

    Subscribe to my newsletter, Wallflower Fridays 🌻 💌 wallflowerfridays.com

    The Writer's Round on Substack: thewritersround.com

    PREMIUM SUPPORT

    Join The Greenhouse 🌱🌻 A 6-month accelerator to grow your writing business and transform your words into a premium product that clients love to pay you for. Apply here: findthegreenhouse.com

    Want to hire me to write for you? 👻✏️ Grab my services guide: candidcollective.co/services-guide

    © The Candid Collective

    Show More Show Less
    31 mins
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