The Nathan Barry Show

Nathan Barry

As the CEO of Kit, Nathan Barry has a front row seat to what’s working in the most successful creator businesses. On The Nathan Barry Show, he interviews top creators and dives into the inner workings of their businesses in his live coaching sessions. You get unique insight into how creator businesses work and what you can do to increase results in your own business. One of the things Nathan is passionate about is helping you create leverage. Creator Flywheels let you create many copies of yourself so you don’t get bogged down with the little things in your business. Flywheels will help you reach a place where you can focus on revenue instead of busywork. Tune in weekly for new episodes with ideas and tips for growing your business. You’ll hear discussions around building an audience, earning a living as a creator, and Nathan’s insights on scaling a software company to $100M. Learn how to get more results with less effort and: Grow faster over time. Work less hard over time. Make more money over time.

  1. What 16 Years Running a Creative Business Really Teaches You | 098

    -3 J

    What 16 Years Running a Creative Business Really Teaches You | 098

    In this special episode, I sit down with my friend Frannie Wilson to interview her for my new book "The Ladders of Wealth. We explore her journey of running Ampersand Studios for over 16 years and how she’s reinventing her business after buying out her longtime partner. Instead of having the conversation over a cup of coffee, we decided to record one in the studio instead. We dive into what it takes to scale an agency without burning out, why delegating fulfillment is critical, and how Frannie is using systems, subcontractors, and culture-building to position her team for growth. She shares lessons from managing people, creating replicable offers, and handling the challenges of sales, client retention, and leadership. If you’re navigating the leap from founder-doer to CEO—or building a creative agency that lasts—this episode is packed with insights. Timestamps:00:00 Introduction01:15 Frannie’s 16-year journey with Ampersand04:00 Buying out her business partner and reinventing07:05 Balancing recurring revenue and one-off projects10:30 Delegating fulfillment and avoiding bottlenecks13:55 Building systems and hiring contractors17:30 The role of values and culture in small teams22:10 Lessons from managing people and avoiding drama27:30 Productizing services vs. custom work33:00 Smarter hiring with test projects39:30 Landing and qualifying clients the right way52:30 Retaining clients and handling tough situations59:45 Final reflections and advice If you enjoyed this episode, please like and subscribe, share it with your friends, and leave a review. I read every single one. Learn more about the podcast: https://nathanbarry.com/show Follow Nathan:Instagram: https://www.instagram.com/nathanbarryLinkedIn: https://www.linkedin.com/in/nathanbarryX: https://twitter.com/nathanbarryYouTube: https://www.youtube.com/@thenathanbarryshowWebsite: https://nathanbarry.com Follow Frannie:Instagram (personal): https://www.instagram.com/frannie_packLinkedIn: https://www.linkedin.com/in/frannie-wilsonAmpersand Studios (Instagram): https://www.instagram.com/ampersand_studiosAmpersand Studios (Website): https://ampersand-studios.com Featured in this episode:Ampersand Studios (Instagram): https://www.instagram.com/ampersand_studiosAmpersand Studios: https://ampersand-studios.com/

    1 h 14 min
  2. How We're Growing An Agency To $1M (Use These Systems) | 097

    2 OCT.

    How We're Growing An Agency To $1M (Use These Systems) | 097

    In this episode, I sit down with Lily Jones, founder of Educator Forever, for a coaching session to map out how she can scale her education business from $700K to $1M and beyond. We dive into Lily’s unique flywheel that connects training teachers with agency work, why she’s hitting a growth plateau, and how focusing on sales could unlock her next stage. Lily shares her journey from kindergarten teacher to entrepreneur, what she’s learned building two businesses in one, and how to prioritize growth without burning out. If you’re looking to evolve a multi-offer business without splitting your focus, this episode is a blueprint. Timestamps:00:00 Introduction01:17 Lily’s backstory and why she left the classroom04:43 From teacher to curriculum developer07:15 How free classes built her first audience10:26 Creating the Curriculum Development Foundations program13:19 Building a two-sided business: teachers and agency16:28 Mapping the Educator Forever flywheel19:35 Revenue growth23:05 Where the business plateaued and why26:31 Increasing project size and repeat contracts30:56 The case for hiring salespeople34:20 Finding focus by niching down in K–5 curriculum38:29 Exploring recurring and higher-paying projects42:18 Selling into schools as a future growth path46:55 Balancing opportunities with clear priorities50:12 Building a long-term roadmap to $1.5M+54:46 Takeaways and next steps If you enjoyed this episode, please like and subscribe, share it with your friends, and leave a review. I read every single one. Learn more about the podcast: https://nathanbarry.com/show Follow Nathan:Instagram: https://www.instagram.com/nathanbarryLinkedIn: https://www.linkedin.com/in/nathanbarryX: https://twitter.com/nathanbarryYouTube: https://www.youtube.com/@thenathanbarryshowWebsite: https://nathanbarry.com Follow Lily:Website: https://educatorforever.comInstagram: https://www.instagram.com/educatorforeverLinkedIn: https://www.linkedin.com/in/lily-jones-b940457b Featured in this episode:Educator Forever: https://educatorforever.comEducator Forever Agency: https://educatorforeveragency.comKit: https://www.kit.com

    1 h 8 min
  3. Inside the $10M Strategy Every Creator Business Needs | 096

    25 SEPT.

    Inside the $10M Strategy Every Creator Business Needs | 096

    In this episode, I sit down with Kristin Flanary, co-founder of the $1.2M Glaucomflecken brand, for a coaching session on how to scale to $10M by building systems, productized services, and new revenue streams. We dive into Kristin’s unique journey blending healthcare satire, advocacy, and entrepreneurship, and map out how to grow beyond skits and sponsorships into licensing, joint ventures, and an agency model. Kristin shares the challenges of balancing inbound opportunities, managing a lean team, and creating scalable offers that go beyond her and her husband’s personal involvement. If you want to see how to scale a creator business from seven to eight figures without losing focus, this episode is for you. Timestamps:00:00 Introduction02:05 Kristin’s backstory: medicine, family, and near-death experiences05:57 How comedy and satire became a business07:01 Growing to 1.2M revenue with skits, podcasts, and shows10:39 The big goal: scaling to $10M14:01 Breaking down all current revenue streams17:21 Skits as the foundation of the business20:59 Building a small but mighty team22:25 The dream hire: data and analytics24:22 Exploring licensing and education opportunities29:15 Managing inbound opportunities and “dreamer” ideas33:32 The problem with too many projects at once37:59 Sponsorships, keynotes, and cashflow challenges43:25 Why a productized service or agency model could scale48:55 Pricing tiers and the $3K vs $5K agency offer52:04 How licensing and agency ideas connect59:10 What the team would need to reach $1M in agency revenue01:03:29 Recap and key takeaways If you enjoyed this episode, please like and subscribe, share it with your friends, and leave a review. I read every single one. Learn more about the podcast: https://nathanbarry.com/show Follow Nathan:Instagram: https://www.instagram.com/nathanbarryLinkedIn: https://www.linkedin.com/in/nathanbarryX: https://twitter.com/nathanbarryYouTube: https://www.youtube.com/@thenathanbarryshowWebsite: https://nathanbarry.comFollow Kristin & Glaucomflecken:Website: https://glaucomflecken.comInstagram: https://www.instagram.com/ladyglaucomfleckenLinkedIn: https://www.linkedin.com/in/ladyglaucomfleckenX: https://x.com/lglaucomfleckenPodcast: https://glaucomflecken.com/podcast Featured in this episode:Glaucomflecken: https://glaucomflecken.comThe Glaucomflecken Podcast: https://glaucomflecken.com/podcastKit: https://www.kit.com

    1 h 7 min
  4. The Flywheel Concept That Will Change Your Business - In Just 24 Minutes | 095

    18 SEPT.

    The Flywheel Concept That Will Change Your Business - In Just 24 Minutes | 095

    Creator Flywheels: https://creatorflywheels.com In this episode, I share how creator flywheels can help you get greater results with less effort by turning scattered tasks into systems that compound over time. I break down the three laws of flywheels, how to design them for your business, and examples that took my own projects from stalled growth to unstoppable momentum. I also show how to measure and improve your flywheels with a simple weekly check-in, plus the exact flywheels that scaled Kit, my podcast, and top creators’ newsletters. If you’ve been stuck in chaos or linear processes, this episode will show you the path to compounding growth. Timestamps:00:00 Introduction01:00 The three ways of running a business: scattered, linear, flywheel02:43 The three laws of flywheels: flow, ease, growth04:37 The Million Subscriber Flywheel (Sahil Bloom case study)07:29 How sponsorships and reinvestment compound growth10:02 How to measure flywheels in 15 minutes a week13:04 The Direct Sales Flywheel that scaled Kit16:23 Why concierge migrations unlocked growth17:43 Real-world flywheels and compounding effort18:21 The Podcast Production Flywheel20:57 Fixing friction with tools and teleprompters21:59 The five steps to building your own flywheel23:40 Enrollment info for Creator Flywheels course If you enjoyed this episode, please like and subscribe, share it with your friends, and leave a review. I read every single one. Learn more about the podcast: https://nathanbarry.com/show Follow Nathan:Instagram: https://www.instagram.com/nathanbarryLinkedIn: https://www.linkedin.com/in/nathanbarryX: https://twitter.com/nathanbarryYouTube: https://www.youtube.com/@thenathanbarryshowWebsite: https://nathanbarry.com Featured in this episode:Creator Flywheels: https://creatorflywheels.comKit: https://www.kit.comCreator Network: http://creatornetwork.comSparkLoop: https://www.sparkloop.appSahil Bloom: https://www.sahilbloom.com In this episode, I share how creator flywheels can help you get greater results with less effort by turning scattered tasks into systems that compound over time. I break down the three laws of flywheels, how to design them for your business, and examples that took my own projects from stalled growth to unstoppable momentum. I also show how to measure and improve your flywheels with a simple weekly check-in, plus the exact flywheels that scaled Kit, my podcast, and top creators’ newsletters. If you’ve been stuck in chaos or linear processes, this episode will show you the path to compounding growth. Timestamps:00:00 Introduction01:00 The three ways of running a business: scattered, linear, flywheel02:43 The three laws of flywheels: flow, ease, growth04:37 The Million Subscriber Flywheel (Sahil Bloom case study)07:29 How sponsorships and reinvestment compound growth10:02 How to measure flywheels in 15 minutes a week13:04 The Direct Sales Flywheel that scaled Kit16:23 Why concierge migrations unlocked growth17:43 Real-world flywheels and compounding effort18:21 The Podcast Production Flywheel20:57 Fixing friction with tools and teleprompters21:59 The five steps to building your own flywheel23:40 Enrollment info for Creator Flywheels course If you enjoyed this episode, please like and subscribe, share it with your friends, and leave a review. I read every single one. Learn more about the podcast: https://nathanbarry.com/show Follow Nathan:Instagram: https://www.instagram.com/nathanbarryLinkedIn: https://www.linkedin.com/in/nathanbarryX: https://twitter.com/nathanbarryYouTube: https://www.youtube.com/@thenathanbarryshowWebsite: https://nathanbarry.com Featured in this episode:Creator Flywheels Course: https://creatorflywheels.comKit: https://www.kit.comCreator Network: http://creatornetwork.comSparkLoop: https://www.sparkloop.appSahil Bloom: https://www.sahilbloom.com

    24 min
  5. How To Actually Grow Past $1M As A Creator | 094

    11 SEPT.

    How To Actually Grow Past $1M As A Creator | 094

    In this episode, I sit down with Barrett Brooks, coach to some of the biggest creators in the industry, to break down the five traps that keep creators stuck below one million in revenue and how to avoid each one. We talk about why search and algorithms are shifting, how to stop chasing “greener” business models, and why risk aversion quietly kills momentum. Barrett also shares the patterns he sees working with top creators, how to double down on what’s working without burning out, and the mindset shift every entrepreneur must make to step into true leadership. If you’re feeling stuck on the path to seven figures, this episode is your roadmap. Timestamps:00:00 Introduction01:11 Why creators get stuck below $1M04:43 Betting your business on what used to work07:44 Search, AI, and the future of traffic13:28 Believing another business model will be easier18:55 The grass-is-greener trap explained27:13 Letting risk aversion kill your momentum33:49 Playing out the worst-case scenario40:23 Moving on too fast from what is working49:43 Building systems vs chasing new ideas55:25 Hiring without stepping into leadership01:03:16 How to lean into conflict and feedback01:07:21 Final thoughts on breaking through If you enjoyed this episode, please like and subscribe, share it with your friends, and leave a review. I read every single one. Learn more about the podcast: https://nathanbarry.com/show Follow Nathan:Instagram: https://www.instagram.com/nathanbarryLinkedIn: https://www.linkedin.com/in/nathanbarryX: https://twitter.com/nathanbarryYouTube: https://www.youtube.com/@thenathanbarryshowWebsite: https://nathanbarry.com Follow Barrett:Podcast: https://goodworkshow.comLinkedIn: https://www.linkedin.com/in/barrettabrooksX: https://twitter.com/barrettabrooksInstagram: https://www.instagram.com/coachbarrettbrooksWebsite: https://barrettbrooks.com Featured in this episode:Good Work Show: https://goodworkshow.comBarrett Brooks: https://barrettbrooks.comKit: https://www.kit.com

    1 h 8 min
  6. The Most Important Advice For Creators in 2025 (Nathan Barry Q&A) | 093

    4 SEPT.

    The Most Important Advice For Creators in 2025 (Nathan Barry Q&A) | 093

    In this episode, I sit down with Haley from the Kit team, to answer audience questions about building creator businesses, growing newsletters, and scaling software companies. We cover everything from how to find a solo SaaS idea as a non-technical founder, to mapping out a creator business from scratch, to scaling newsletters and identifying blue ocean opportunities. Haley also brings her behind-the-scenes perspective from working with creators at Kit. If you want a practical look at audience growth, business models, and the future of creator tools, this episode has it all. Timestamps:00:00 Introduction01:08 Finding SaaS ideas as a non-technical founder07:36 Mapping out a creator business from scratch18:25 Building a music career today vs streaming revenue22:58 The power of storytelling and setting public goals29:18 Newsletter growth strategies and creator pods35:54 Identifying blue oceans in crowded markets41:58 Gathering customer feedback the right way48:32 Choosing the right early hires in today’s AI-driven world50:46 Biggest strategic mistakes and lessons learned01:03:40 Wrap-up and reflections If you enjoyed this episode, please like and subscribe, share it with your friends, and leave a review. I read every single one. Learn more about the podcast: https://nathanbarry.com/show Follow Nathan:Instagram: https://www.instagram.com/nathanbarryLinkedIn: https://www.linkedin.com/in/nathanbarryX: https://twitter.com/nathanbarryYouTube: https://www.youtube.com/@thenathanbarryshowWebsite: https://nathanbarry.com Follow Haley:Instagram: https://www.instagram.com/haleyjaniLinkedIn: https://www.linkedin.com/in/haley-janicekX: https://x.com/haleyjanicek Featured in this episode:Kit: https://www.kit.comCreator Network: https://kit.com/creator-networkCraft + Commerce: https://kit.com/conference

    1 h 6 min
  7. From Jail to $30M: How I Rebuilt My Life and Career | 092

    28 AOÛT

    From Jail to $30M: How I Rebuilt My Life and Career | 092

    In this episode, I sit down with Ryan Beck, co-founder of Pray.com, a $30M platform reaching 10M people a month, to talk about his journey from jail at 18 to building one of the most impactful companies in the faith and creator space. We dive into Ryan’s backstory, how he and his co-founders built Pray.com, and the systems churches use that modern creators can learn from. Ryan also shares lessons on building double flywheels, turning sermons into scalable content, and how AI is transforming faith-based media. If you want to understand how to scale community, content, and revenue with timeless principles, this episode is for you. Timestamps:00:00 Introduction01:00 Ryan’s journey from jail to a new path05:15 Studying ministry, computer science, and philosophy09:20 From nonprofits to launching Pray.com13:05 How Pray.com scaled to 19M downloads16:21 The double flywheel model of B2C and B2B21:29 Pastors as the most prolific content creators25:15 Derivative content and monetization strategies29:41 What creators can learn from in-person community34:10 Dave Ramsey and mission-driven business models40:12 Evergreen content and repurposing systems47:00 How Pray.com leverages AI for translation and media55:10 Building AI Bible and reimagining storytelling01:00:00 Why email is still the number one channel for creators If you enjoyed this episode, please like and subscribe, share it with your friends, and leave a review. I read every single one. Learn more about the podcast: https://nathanbarry.com/show Follow Nathan:Instagram: https://www.instagram.com/nathanbarryLinkedIn: https://www.linkedin.com/in/nathanbarryX: https://twitter.com/nathanbarryYouTube: https://www.youtube.com/@thenathanbarryshowWebsite: https://nathanbarry.com Follow Ryan:LinkedIn: https://www.linkedin.com/in/purposePray.com: https://www.pray.com Featured in this episode:Pray.com: https://www.pray.comAI Bible: https://www.aibible.comDave Ramsey: https://www.ramseysolutions.comKit: https://www.kit.com

    1 h 4 min
  8. From Stuck Revenue to Scalable $5M Growth in One Year | 091

    21 AOÛT

    From Stuck Revenue to Scalable $5M Growth in One Year | 091

    In this episode, I sit down with Caitlin Copple for a coaching session to map out how she can scale her PR agency, Full Swing, from $1.2M to $5M by shifting from custom services to scalable productized offers. We dive into why retainers cap growth, how to package services into clear visibility outcomes, and the low-overhead path to building a multi-million dollar agency. Caitlin also shares the challenges of managing a team, navigating growth plateaus, and how to design offers that scale without burning out. If you want to grow a services business into a scalable, strategy-first agency, this episode is a blueprint. Timestamps:00:00 Introduction01:10 The challenge of scaling a PR agency past $1M05:28 Why retainers cap growth potential09:22 Turning strategy into a scalable product14:33 Building the first version of a productized offer19:18 Pricing visibility outcomes instead of hours23:41 The mindset shift for moving beyond custom services28:05 Designing a low-overhead path to $5M33:27 Structuring a scalable offer ladder39:15 Simplifying client delivery without losing value44:58 The role of personal brand in agency growth50:10 How to transition clients from retainer to productized model54:46 Setting up the systems to sustain scale01:00:12 Final coaching takeaways If you enjoyed this episode, please like and subscribe, share it with your friends, and leave a review. I read every single one. Learn more about the podcast: https://nathanbarry.com/show Follow Nathan:Instagram: https://www.instagram.com/nathanbarryLinkedIn: https://www.linkedin.com/in/nathanbarryX: https://twitter.com/nathanbarryYouTube: https://www.youtube.com/@thenathanbarryshowWebsite: https://nathanbarry.com Follow Caitlin:Website: https://fullswingpr.comLinkedIn: https://www.linkedin.com/in/caitlincoppleInstagram: https://www.instagram.com/caitlin_coppleX: https://x.com/caitlincopple Featured in this episode:Full Swing PR: https://fullswingpr.comKit: https://www.kit.com

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À propos

As the CEO of Kit, Nathan Barry has a front row seat to what’s working in the most successful creator businesses. On The Nathan Barry Show, he interviews top creators and dives into the inner workings of their businesses in his live coaching sessions. You get unique insight into how creator businesses work and what you can do to increase results in your own business. One of the things Nathan is passionate about is helping you create leverage. Creator Flywheels let you create many copies of yourself so you don’t get bogged down with the little things in your business. Flywheels will help you reach a place where you can focus on revenue instead of busywork. Tune in weekly for new episodes with ideas and tips for growing your business. You’ll hear discussions around building an audience, earning a living as a creator, and Nathan’s insights on scaling a software company to $100M. Learn how to get more results with less effort and: Grow faster over time. Work less hard over time. Make more money over time.

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