Kendall Cherry

The Writer's Round

Business EN ↓ 24 episodes

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

Author

Kendall Cherry

Category

Business

Podcast website

thewritersround.com

Latest episode

Jun 11, 2026

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Episodes

How I R&D A New Creative Concept 11.06.2026

In this episode of The Writer’s Round , I pull back the curtain on one of my favorite parts of the creative process: research and development.  From building playlists and collecting thematic inspiration to creating miniature libraries of books that shape my thinking, I share the unconventional system I use to determine whether an idea is worth pursuing—or just another shiny distraction. Drawing f...

Kendall’s Summer Reading List (and Other Updates) 04.06.2026

What do you do when business feels harder than usual, the market is shifting beneath your feet, and you're simultaneously trying to bring your biggest creative project to life? In this candid solo episode of The Writer’s Round, I share a personal update from the final stretch of writing my first book, reflect on the challenges of building a business during uncertain times, and introduce a bra...

5 Simple Rituals That Will Inspire Your Next Sales Stories 07.05.2026

Ever feel like you should be creating better content—but you’re so deep in client work or execution that it keeps getting pushed aside?  In this solo episode of The Writer’s Round, I explore how simple, repeatable rituals—not more hustle—can help you build stronger sales stories and show up more consistently with your content. Instead of adding more productivity hacks or rigid routines, this episo...

Why People Are Watching You, But Not Buying 30.04.2026

What happens when your content is clearly working—people are watching, engaging, and sticking around—but your sales still aren’t moving?  In this solo episode of The Writer’s Round , I explore the gap between attention and revenue, and the quiet frustration of a silent audience.  Rather than assuming more visibility or higher engagement will automatically lead to revenue, this episode challenges t...

Your Content Isn’t Converting Because It’s Too Vague 23.04.2026

Your content is getting seen—but why isn’t it selling?  This solo episode of The Writer’s Round breaks down one of the most common (and fixable) reasons your content isn’t converting—and why being more specific is the fastest way to change that. Rather than assuming you need a brand-new strategy or more content, this episode reframes the problem entirely: vague messaging is quietly diluting your a...

Referrals Are Not a Sales Strategy 16.04.2026

Ever wonder why your business can feel consistent one season—and completely unpredictable the next? This solo episode of The Writer’s Round breaks down why referrals, while helpful, are not a reliable or scalable sales strategy—and how relying on them can quietly limit your income, your growth, and your ability to evolve your business.  Rather than demonizing referrals entirely, this episode offer...

How Your Inquiry Form Can Qualify Leads and Eliminate Sales Calls 26.03.2026

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 one of the most underrated pieces of a healthy sales ecosystem: your inquiry form. I explain how a thoughtfully designed form can qualify leads, speed up decision-making, and eliminate unnecessary sales calls—while still keeping the process ethical...

How I Differentiated 50+ Life Coaches Within the Same Niche 19.03.2026

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 pull back the curtain on one of the most fascinating realizations from teaching inside The Greenhouse—how I ended up differentiating more than 50 life coaches who were all technically serving the same audience with almost identical messaging. Instead of accept...

How to Create a Conscious Sales Ecosystem in 2026 15.02.2026

A grounded, behind-the-scenes look at how sales actually work in 2026—and why the old urgency-heavy, hustle-driven tactics are quietly collapsing.  In this solo episode of The Writer’s Round, I unpack the ethos and infrastructure of a conscious sales ecosystem, why integrity is the dominant value among modern service providers, and how aligning your funnel with that shift can unclog your revenue o...

Intention Setting Inside The Greenhouse 05.02.2026

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 pull back the curtain on Week Zero inside The Greenhouse and share how intention setting becomes the foundation for sustainable growth, creative safety, and aligned sales—without hierarchy, pressure, or performance. Rather than treating goals as rigid mileston...

The Origin Story of My Money Makin’ Testimonials Workshop 04.12.2025

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 teachi...

Why Client Case Study Stories Convert Like Crazy 04.12.2025

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, you...

How I Think About Teaching Storytelling and Sales Writing 04.12.2025

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...

Storytelling Trends for 2026: What's In, What's Out, and What's Next 20.11.2025

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 stor...

11 Books Every Writer Must Read 20.11.2025

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...

How My Client Had “The Easiest Sales Call of Her Life” 20.11.2025

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 ze...

Energy Management for Writers and Creatives 09.10.2025

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...

How to Be a More Confident Writer and Storyteller 09.10.2025

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 id...

Stop F*cking Procrastinating and Other Sound Advice 09.10.2025

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...

Welcome to The Writer's Round 25.09.2025

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, pra...

What I’ve Learned in 4 Years of My Ghostwriting Business 25.09.2025

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 en...

Is AI Really Going to Replace You as a Writer? 25.09.2025

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...

Why Most Writers Suck at Marketing Their Services 25.09.2025

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 m...

Building the Greenhouse: My Brand New Storytelling and Sales Writing Accelerator 25.09.2025

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...

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