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The Nathan Barry Show: Daily Summaries Delivered
by 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. 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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- 3 days ago1h 2m
$300M+ Founder: What Nobody Tells You Before Selling Your Business | Ankur Nagpal | 146
Should you sell your business, or build it to own forever? Ankur Nagpal sold Teachable for $250 million and Carry for $76 million. I bootstrapped Kit and turned down a $200 million acquisition offer from Spotify. We took very different paths as founders.I sat down with Ankur to break down why we made those choices and how they've played out. We get into the key considerations for selling a company vs. building it to own forever, why raising venture capital can quietly trap founders into a specific kind of business, and the hiring and go-to-market tactics Ankur used to build two companies from scratch.Ankur also shares how founders can use the QSBS tax break to keep millions more from an exit.If you've ever thought about selling your business, or you're trying to decide whether to bootstrap or raise venture capital, this is the episode to listen to before you make that call.Timestamps:00:00 Introduction01:37 Teachable's Story03:39 Why Ankur Sold Teachable04:47 Nathan's Approach to Building07:16 Building to Sell vs. Building to Keep08:34 Carry's Story09:30 Understanding QSBS Tax Benefits16:06 Being Bought vs. Having to Sell16:40 Why Raise Capital for Carry?18:25 Bootstrapping vs. VC22:54 Lessons for Second-Time Founders26:10 Ankur's Next Chapter: USVC28:36 Recruiting Great Talent32:24 Our Contrarian Beliefs34:50 Go-to-Market Strategies39:18 Ankur's AI Content Strategy46:25 Staying Focused48:58 Content Workflows59:16 Product Market Fit Evolution01:02:08 Closing ThoughtsIf 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/showFollow Nathan:Instagram: https://www.instagram.com/nathanbarryLinkedIn: https://www.linkedin.com/in/nathanbarryX: https://twitter.com/nathanbarryYouTube: https://www.youtube.com/@thenathanbarryshowWebsite: https://nathanbarry.comKit: https://kit.comFollow Ankur:X: https://twitter.com/ankurnagpalLinkedIn: https://www.linkedin.com/in/ankurnagpalInstagram: https://www.instagram.com/ankurnaFeatured in this episode:Teachable: https://teachable.comCarry: https://carry.comHighlights:03:00 The Perfect Exit?10:40 QSBS Tax Benefits For Founders18:30 Bootstrapped vs. VC: Which is Higher Status?23:20 Product Market Fit for Second-Time Founders32:20 Our Contrarian Beliefs
- 1 weeks ago1h 17m
$100M YouTube Lawyer Reveals How to Protect Your Channel in 2026 | Tyler Chou | 145
What does it take to turn a YouTube channel into a valuable, sellable business? That's what I wanted to explore with this week’s guest, Tyler Chou (aka The Creators' Attorney). Having spent 20 years as an entertainment attorney at giants like Disney and BuzzFeed, Tyler now represents some of YouTube's biggest channels, helping them navigate exits and build sustainable enterprises.In this episode, Tyler pulls back the curtain on the legal mistakes creators often make, the crucial steps to take to protect your assets, and why sometimes, a creator doesn't need to sell at all - they just need a sabbatical. Tyler shares insights on how to build a business that can eventually sell for 8 or 9 figures, and what investors are really looking for beyond just views.Timestamps:00:00 Introduction01:09 Private equity looks to buy YouTube channels03:52 Creator burnout04:52 Protecting your IP and avoiding mistakes08:20 Diversifying revenue beyond AdSense and brand deals10:43 Avoiding misclassification lawsuits12:46 The problem with reaction channels17:45 Why buyers love recurring revenue and technical products23:11 The power of artificial scarcity28:20 How to make your brand less dependent on the creator37:48 Should creators sell their business?43:49 You might need a sabbatical, not an exit45:00 How to protect yourself from predatory buyers51:08 Hiring operators to run products54:19 The power of angel investors on your cap table56:29 The value of books for creators1:11:08 Building a network of channels1:14:10 Where to find TylerIf 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/showFollow Nathan:Instagram: https://www.instagram.com/nathanbarryLinkedIn: https://www.linkedin.com/in/nathanbarryX: https://twitter.com/nathanbarryYouTube: https://www.youtube.com/@thenathanbarryshowWebsite: https://nathanbarry.comKit: https://kit.comFollow Tyler:YouTube: https://www.youtube.com/@TheCreatorsAttorneyLinkedIn: https://www.linkedin.com/in/thecreatorsattorneyInstagram: https://www.instagram.com/thecreatorsattorneyFeatured in this episode:Kit: https://www.kit.comHighlights:01:38 - Why private equity is buying YouTube channels07:50 - The power of building independent revenue streams12:58 - Why reaction channels are worthless to buyers38:00 - The surprising downsides of taking an exit59:20 - The power of books for creator credibility
- 2 weeks ago1h 18m
How to ACTUALLY Sell a Creator Business | Pat Flynn & Liz Wilcox | 144
What does it actually take to sell a creator business? That’s what I wanted to get into with Pat Flynn and Liz Wilcox, who sat down with me to share some big news. After 18 years of building Smart Passive Income, Pat has officially sold the business - and Liz is the new owner.In this episode, Pat and Liz take us through the entire process, from why Pat decided it was time to let go, to how they valued and structured the deal, why Liz was the right person to take over, and how they planned the transition to make sure the audience felt supported. We also get into what makes a creator business sellable, including building systems, community, recurring revenue, and a brand that can thrive beyond its founder.If you're building a creator business and want to understand how to make it more valuable, transferable, and ultimately sellable, I think you'll get a lot out of this conversation.Timestamps:00:00 Introduction01:15 Pat's big announcement02:48 Liz's journey to acquiring SPI04:30 How SPI became a sellable business06:27 Pat's massive success with Pokemon08:21 The impact of SPI's community10:47 Why Pat let go of SPI12:38 Prioritizing community over profit14:10 The financial aspects of the deal16:15 The future of Smart Passive Income: Team WIN18:30 What makes a business sellable20:00 Merging Liz's brand into SPI21:23 10x is easier than 2x22:50 The challenge of selling a personal brand24:50 The intentional transition processIf 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/showFollow Nathan:Instagram: https://www.instagram.com/nathanbarryLinkedIn: https://www.linkedin.com/in/nathanbarryX: https://twitter.com/nathanbarryYouTube: https://www.youtube.com/@thenathanbarryshowWebsite: https://nathanbarry.comKit: https://kit.comFollow Pat:X: https://twitter.com/PatFlynnWebsite: https://patflynn.comYouTube: https://www.youtube.com/@patflynnLinkedIn: https://www.linkedin.com/in/patflynnFollow Liz:Website: https://www.lizwilcox.comYouTube: https://www.youtube.com/@thelizwilcoxLinkedIn: https://www.linkedin.com/in/liz-wilcox-58740b1b0Featured in this episode:Kit: https://www.kit.comSmart Passive Income: https://www.smartpassiveincome.comBuilt to Sell: https://builtosell.comWill It Fly?: https://patflynn.com/book/will-it-flyThe Virtual Campground: https://thevirtualcampground.comHighlights:01:15 - The big announcement07:12 - Liz's personal mission for SPI14:32 - The Pokémon channel's incredible growth25:27 - The profound impact of communities35:40 - Negotiating and structuring a business sale
- 3 weeks ago59 min
How the Author of Atomic Habits ACTUALLY Makes Money | James Clear | 143
When James Clear last spoke on the Craft & Commerce stage, Atomic Habits hadn't even been released. Now, it's sold over 30 million copies worldwide. I was delighted to welcome James back to the same stage 8 years later to unpack what he’s learned from creating one of the bestselling books of the last decade. In this conversation, James shares his insights on how to create a timeless product, how he built an email list of over 4 million subscribers, and the revolutionary publishing model he’s building with Authors Equity. James also answers burning questions from the audience on simplifying complex ideas, building lasting entrepreneurial friendships, protecting your identity as a creator in public, and James’s personal mission in life. If you’ve ever wondered what goes into creating a bestselling book, I think you’ll get a lot out of this episode.Timestamps:00:00 Introduction01:07 Expectations for Atomic Habits' success02:54 Selling 30M+ copies04:48 Timeless marketing principles07:18 Positioning for long-term book sales09:39 Building the world's largest single-author newsletter12:44 Current effective growth tactics14:01 Cross-pollinating platforms for growth16:51 The vision behind Authors Equity20:51 The Atomic Habits tipping point23:09 Why books are an underrated business model24:48 Simplifying complex ideas27:54 Cultivating lasting entrepreneur friendships31:33 Protecting your identity as a public creator35:30 Why choose traditional publishing over self-publishing?39:17 Mining for stories and metaphors43:24 What makes Authors Equity different?48:50 Daily habits for rebuilding momentum51:50 James’s life mission54:24 Authors Equity: working with self-published authors58:05 James's parting thoughts: 10-year and 1-hour timeframesIf 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/showFollow Nathan:Instagram: https://www.instagram.com/nathanbarryLinkedIn: https://www.linkedin.com/in/nathanbarryX: https://twitter.com/nathanbarryYouTube: https://www.youtube.com/@thenathanbarryshowWebsite: https://nathanbarry.comKit: https://kit.comFollow James:Website: https://jamesclear.comNewsletter: https://jamesclear.com/3-2-1X: https://twitter.com/jamesclearLinkedIn: https://www.linkedin.com/in/jamesclearInstagram: https://www.instagram.com/jamesclearFeatured in this episode:Kit: https://www.kit.comAtomic Habits: https://jamesclear.com/atomic-habitsAuthors Equity: https://www.authorsequity.comHighlights:02:10 - James's initial expectations for Atomic Habits09:39 - How James built the world's largest single-author newsletter23:09 - Why books are an underrated business model48:50 - James’s daily habits for rebuilding momentum51:50 - James’s life mission
- Aug 20, 202653 min
How to Turn Your Creator Business Into an Empire | Ben Greenfield | 142
Many creators dream of building an empire, but how many actually pull it off while still making time for family and personal passions?That's what I wanted to dig into with Ben Greenfield. He’s been podcasting since 2008 and has built a massive personal brand around health and wellness. But what really fascinated me is how he's leveraged that brand to launch not just one, but two other businesses that are scaling to entirely different levels: a supplements company and a revolutionary health tech platform.I sat down with Ben to break down his entire revenue pie, his strategies for growing multiple companies, and how he keeps his personal brand from becoming the bottleneck in his rapidly expanding empire.If you've built a creator business and are wondering what it would take to turn it into something much bigger, I think you'll get a lot from this episode.Timestamps:00:00 Introduction01:12 The early days of podcasting03:00 Early revenue and online ventures04:15 The lightbulb moment: Scaling IP online05:59 Mapping out Ben Greenfield Life revenue06:33 Audience and platform scale07:31 Podcast revenue breakdown09:18 Coaching and its growth potential11:03 Life Network and Life Market12:16 Total personal brand revenue breakdown13:19 Integrated ad packages and whitelisting16:09 Affiliate revenue and long-term partnerships17:27 Team structure for Ben Greenfield Life20:29 Lessons for scaling content businesses22:45 Lifestyle design and work-life balance23:52 Launching Kion28:44 Disentangling personal brand from Kion31:32 Leveraging brand for launch, then scaling independently35:44 The new venture39:55 Life OS's rapid growth and scale42:47 The power of recurring revenue models44:31 Intentional scaling beyond personal brand47:47 Building an empire vs. a lifestyle business49:30 Ben's daily lifestyle and routine52:16 Wrap-up and where to find BenIf 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/showFollow Nathan:Instagram: https://www.instagram.com/nathanbarryLinkedIn: https://www.linkedin.com/in/nathanbarryX: https://twitter.com/nathanbarryYouTube: https://www.youtube.com/@thenathanbarryshowWebsite: https://nathanbarry.comKit: https://kit.comFollow Ben:YouTube: https://www.youtube.com/@bengreenfieldlifeInstagram: https://www.instagram.com/bengreenfieldfitnessLinkedIn: https://www.linkedin.com/in/bengreenfieldWebsite: https://bengreenfieldlife.comFeatured in this episode:Kit: https://www.kit.comBoundless: https://shopbengreenfieldlife.com/products/boundless-updated-revisedKion: https://getkion.comHighlights:04:15 - The lightbulb moment: Scaling IP online12:16 - Total personal brand revenue breakdown20:29 - Lessons for scaling content businesses31:29 - Don't let your brand be the bottleneck47:47 - How to build both empire and lifestyle businesses
- Aug 13, 20261h 10m
The $10 Offer That Made $750,000 | Shawn Blanc | 141
I recently sat down with Shawn Blanc, a creator I've known for years, to talk about what it takes to keep reinventing yourself and your business over a long career. Shawn has spent the last 15 years building and evolving his business, from an ebook and sponsorships to his flagship Focus Course, masterminds, retreats, and eventually a completely new direction. In this episode we discuss what Shawn calls “the burden of opportunity”, how to decide which opportunities are worth pursuing, and what happens when you realize the thing holding your business back might actually be you. Shawn also shares how he knew it was time to move on from the business that had built his career, and how that decision ultimately led to one of the biggest breakthroughs his business has ever had.If you're building a creator business and thinking about what the next version of it should look like, you'll get a lot out of this conversation.Timestamps:01:13 Early Days: From Apple Blogger to Product Creator04:35 First Product Launch13:00 The "Bling Ding": $100K in a Week20:37 The Burden of Opportunity: How to Say No30:00 Business Stagnation35:45 The Power of Community45:40 The Pivot51:00 The Big Breakthrough55:10 Biggest LessonsIf 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/showFollow 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 Shawn:Instagram: https://www.instagram.com/shawnblancLinkedIn: https://www.linkedin.com/in/shawnblancX: https://twitter.com/shawnblancWebsite: https://shawnblanc.netFeatured in this episode:The Focus Course: https://special.thefocuscourse.comHighlights:20:37 The Burden of Opportunity: How to Say No45:40 The Pivot51:00 The Big Breakthrough
- Aug 6, 20261h 1m
$1M CEO: How to ACTUALLY Sell Online Courses in 2026 | Sam Vander Wielen | 140
Are online courses really dead? I recently sat down with attorney-turned-entrepreneur Sam Vander Wielen to discuss her latest course launch that generated over half a million dollars in just four days.In this episode, Sam shares the exact strategies she uses to consistently achieve massive success with her webinars and online courses, proving that these methods are far from "dead" in today's creator economy.We also discuss the power of personalized customer interactions, Sam’s genius email list strategy that keeps her audience engaged and growing, and how she tackles the challenges of AI while maintaining an authentic and profitable brand.If you have a course or are thinking of building one, you need to watch this entire episode.Timestamps:00:00 Introduction: Courses, Launches, & AI01:20 Breaking Down a $500k Launch02:49 Consistent Revenue Beyond Launches04:48 Refilming with Kit Studios06:17 Webinar Sign-ups & Email List Growth14:00 The Weekly Lead Magnet Newsletter Strategy20:30 The Unscalable Strategy: Personalized Videos25:00 Unreasonable Hospitality & Handwritten Notes31:00 The Impact of Podcasting on Business Growth35:00 Order Bumps: Adding $100k to a Launch36:00 AI and the Legal Industry41:00 Financial Splurges: Cars & Property44:00 Investing in Your TeamIf 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/showFollow Nathan:Instagram: https://www.instagram.com/nathanbarryLinkedIn: https://www.linkedin.com/in/nathanbarryX: https://twitter.com/nathanbarryYouTube: https://www.youtube.com/@thenathanbarryshowWebsite: https://nathanbarry.comKit: https://kit.comFollow Sam:Instagram: https://www.instagram.com/samvanderwielenWebsite: https://www.samvanderwielen.comPodcast: https://www.samvanderwielen.com/podcastLinkedIn: https://www.linkedin.com/in/samvanderwielenFeatured in this episode:Kit: https://www.kit.comTypeform: https://www.typeform.comSam's book: https://www.samvanderwielen.com/bookHighlights:01:20 Breaking Down a $500k Launch14:00 Newsletter Strategy20:30 The Power of Personalized Videos
- Jul 30, 20261h 10m
Forget Courses, Launch This In 2026 To Double Your Revenue | Layla Pomper | 139
What does it take to build a $1.5M business with only a 20,000-person email list and a YouTube channel? I sat down with Layla Pomper, the founder of ProcessDriven, who has done exactly that. Layla built her business to 150,000 YouTube subscribers teaching small business owners how to systemize their operations. What I found particularly insightful was her journey from services to courses, and back to a hybrid model that's now allowed her to triple her income. She shares what she's seeing many creators miss, her unique approach to sales calls, and the "one weird trick" that made all the difference in her business. If you have a course or are thinking of building one, you need to watch this entire episode.Timestamps:00:00 Introduction01:16 Layla's revenue ceiling with courses02:47 Layla's original course model04:32 How Layla added services to break through the ceiling06:45 Pricing model of Layla's services08:15 Explanation of Layla's pricing structure11:00 Layla's counterintuitive sales strategy14:08 Key metrics Layla tracks in her business17:13 Finding and fixing bottlenecks20:44 The power of a small, engaged email list23:19 Revenue per subscriber analysis25:26 Simplifying complex business models32:46 The best of products and services combined40:15 Turning client questions into YouTube content49:00 The value of customer conversations in services57:24 The tailored productized service structure1:01:36 Mistakes when adding services1:03:07 The critical mistake of undercharging1:04:09 Layla's lead generation strategy1:07:08 YouTube content strategy and calls to actionIf 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/showFollow Nathan:Instagram: https://www.instagram.com/nathanbarryLinkedIn: https://www.linkedin.com/in/nathanbarryX: https://twitter.com/nathanbarryYouTube: https://www.youtube.com/@thenathanbarryshowWebsite: https://nathanbarry.comKit: https://kit.comFollow Layla:Website: https://www.processdriven.coYouTube: https://www.youtube.com/@LaylaPomperLinkedIn: https://www.linkedin.com/in/laylapomperFeatured in this episode:Kit: https://www.kit.comThe Goal: https://www.goodreads.com/book/show/11128.The_GoalBuilt to Sell: https://builtosell.comSCORE: https://www.score.orgHighlights:01:29 – Breaking through the infamous revenue ceiling12:07 – The powerful impact of listening in sales30:30 – The circularity of business growth43:10 – Creating content by answering real questions55:18 – Giving customers what they actually want
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About The Nathan Barry Show
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. 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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