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The Writer's Round
Kendall Cherry
14 episodes
1 month ago
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 beca...
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All content for The Writer's Round is the property of Kendall Cherry and is served directly from their servers with no modification, redirects, or rehosting. The podcast is not affiliated with or endorsed by Podjoint in any way.
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 beca...
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Entrepreneurship
Business
Episodes (14/14)
The Writer's Round
How I Think About Teaching Storytelling and Sales Writing
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 beca...
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1 month ago
31 minutes

The Writer's Round
The Origin Story of My Money Makin’ Testimonials Workshop
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 storytel...
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1 month ago
30 minutes

The Writer's Round
Why Client Case Study Stories Convert Like Crazy
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...
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1 month ago
16 minutes

The Writer's Round
Storytelling Trends for 2026: What's In, What's Out, and What's Next
A field report from the real world (not the algorithmic echo chamber): what creators, founders, and content-led brands are actually shifting toward in 2026—and how to recalibrate your writing so it resonates and converts. In this solo episode, I synthesize on-the-ground conversations from a DC summit of newsletter writers and podcasters, my own R&D, and client work to map the new rules of story-driven growth in a post-hype, post-AI-glitter era. Here’s what we cover: What’s out: AI-fluff a...
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1 month ago
34 minutes

The Writer's Round
How My Client Had “The Easiest Sales Call of Her Life”
A practical teardown of how I engineer “already-sold” conversations—for me and for clients—by shifting the heavy lifting into your copy and content. I walk through the real case study of Michelle at Cultivate Your Space (interior design for mental health + wellness), how we productized her offer (“Give Me The Vision”), rebuilt her sales ecosystem, and why her next call took fifteen minutes and zero objection-handling. Here’s what we cover: Why I don’t “do sales calls” (and what replaces...
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1 month ago
26 minutes

The Writer's Round
11 Books Every Writer Must Read
A love letter to reading as a creative practice—and a ruthlessly curated stack to sharpen your storytelling, deepen your sales voice, and keep you grounded when the algorithm gets loud. I share why strong inputs create stronger output, why indie bookstores matter, and how to build a sustainable reading ritual even if you’re busy, neurospicy, or starting from zero. Here’s what we cover: Why writers must be readers—how quality sentences tune your internal ear and lift every draft you touch. For...
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1 month ago
58 minutes

The Writer's Round
How to Be a More Confident Writer and Storyteller
In this episode, I answer a listener question from Bev about moving from email tech/strategy into paid writing, and I use my own current pivots (author, teacher, small-town creative) as a live case study in building real confidence. Rather than waiting to “feel ready,” this episode shows you how to read the invitations you’re already getting, make small aligned experiments, and let action build identity. Here’s what we cover: The real question beneath Bev’s prompt—how to shift from implemente...
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3 months ago
37 minutes

The Writer's Round
Stop F*cking Procrastinating and Other Sound Advice
In this solo episode, I dismantle the two biggest creativity killers—procrastination and perfectionism—and show you how momentum (not magical inspiration) is what makes drafts become art. Rather than coddling ideas for months or years, I walk through a practical, compassionate way to start before you feel ready, iterate fast, and let clarity emerge from the doing. Here’s what we cover: Why so many writers stall: the hidden bargains we make with perfection—and how they quietly feed procrastina...
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3 months ago
18 minutes

The Writer's Round
Energy Management for Writers and Creatives
In this solo episode, I share the mindset anchors, daily rituals, and environmental tweaks I use to keep my creative well full while running a writing business. Rather than cramming more hacks into your calendar, this is about building a few powerful habits, removing quiet drains, and planning around the forces you can’t control—so your energy becomes reliable on command. Here’s what we cover: The core mindset practices I don’t skip—guided meditations (To Be Magnetic), channeled heart-coheren...
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3 months ago
1 hour 16 minutes

The Writer's Round
Is AI Really Going to Replace You as a Writer?
Is AI actually coming for your writing career—or are we confusing speed with substance? In this episode, I cut through the hype to show what AI does well, where it falls flat, and how you can future-proof your craft and income. Here’s what we cover: Why AI outputs the average—and why differentiation wins.How a human voice drives retention, resonance, and conversion.The tell: converting content is rarely AI-generated.What my clients say they want from human-written work.Sales writing vs....
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3 months ago
38 minutes

The Writer's Round
Why Most Writers Suck at Marketing Their Services
If you feel like you “suck at marketing,” you probably don’t. In this episode, I make the case that most writers (and founder-writers) have a sales messaging problem, not a marketing problem—and I unpack the deeper story that keeps you stuck: the starving-artist narrative. Here’s what we cover: Why marketing is the speaker, but sales messaging is the song.How “my marketing isn’t working” often means “my message isn’t selling.”The real block: fear of selling, not lack of platforms or pos...
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3 months ago
28 minutes

The Writer's Round
Welcome to The Writer's Round
Ever wish there were a corner of the internet where writers are treated like artists and business owners—without fear-mongering about AI or hustle-bro marketing? This inaugural episode sets the tone for The Writer’s Round: a candid, unvarnished, “guitar-and-a-mic” space for craft, career, and creative sovereignty. Rather than promising a one-size-fits-all blueprint, I'll offer an honest, practical look at building a writing life in 2025—where business is art, art is business, and your voice b...
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3 months ago
43 minutes

The Writer's Round
Building the Greenhouse: My Brand New Storytelling and Sales Writing Accelerator
In this solo episode, i share the origin story and full breakdown of The Greenhouse 🌱🌻—my live, hands-on storytelling and sales writing accelerator for writers who want to charge more, sell ethically, and future-proof their work. Rather than tossing you another course to watch and forget, this program pairs deep sales literacy with real writing labs, feedback, and intimate cohorts—so your words actually convert for your premium clients. Here’s what we cover: Why I built The Greenhouse now—and...
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3 months ago
1 hour 12 minutes

The Writer's Round
What I’ve Learned in 4 Years of My Ghostwriting Business
What does it really take to run a ghostwriting business—and keep it thriving—in today’s shifting creative economy? In this episode, I share the lessons, pivots, and hard-won insights from four years of building The Candid Collective® and serving clients at every stage of growth. You’ll hear the raw truths about money, clients, content, and resilience, along with encouragement for any writer or entrepreneur carving their own path. Here’s what we cover: How I accidentally became a ghostwr...
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3 months ago
1 hour 4 minutes

The Writer's Round
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 beca...