The Nathan Barry Show
The Nathan Barry Show

The Nathan Barry Show

Nathan Barry

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Episodes

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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.

Recent Episodes

How I Helped Grow Diary of a CEO to 14M Subscribers | 120
MAR 19, 2026
How I Helped Grow Diary of a CEO to 14M Subscribers | 120
She helped grow a YouTube channel from 100,000 to 14 million subscribers in just four years, all while balancing a suite of other successful podcasts and media ventures? Grace Miller, Head of Failure and Experimentation at Flight Story, the powerhouse behind "The Diary of a CEO" and other massive shows, shares her unique insights. In this episode, Grace pulls back the curtain on the world of high-stakes content creation, revealing the ingenious experiments and surprising failures that have fueled their meteoric rise. If you're obsessed with crafting great content and eager to understand the nuanced mechanics of YouTube growth, this conversation offers an unparalleled look into how one of the industry's leading teams navigates the ever-evolving digital landscape.Timestamps:00:00 Introduction02:00 The Scale of Diary of a CEO & Flight Story04:40 When Doubling Content Backfired08:01 Why Multiple YouTube Channels?13:00 Measuring YouTube Experiments15:37 Underutilized YouTube Features21:55 The Power of YouTube Chapters26:06 Anatomy of a Successful Experiment29:20 The Localization & Dub Experiment35:45 Designing Effective Experiments37:33 Core Metrics for YouTube Growth40:08 Tactics for Returning Viewers47:20 The Culture of Failure and Learning51:40 YouTube vs. Podcast Content54:26 Embracing Failure Personally59:00 The Value of Action Over Inaction1:03:00 Fostering a Culture of Experimentation1:11:57 AI in Content Creation1:16:17 The Future of the Creator Economy1:20:24 Targeting the Right Audience, Not Just All Audiences1:25:21 Grace's Personal Experimentation Journey1:28:31 Lead vs. Lagging Indicators for GrowthIf 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 Grace:Instagram: https://www.instagram.com/graceexperimentsLinkedIn: https://www.linkedin.com/in/grace-miller-linked-inFeatured in this episode:Kit: https://www.kit.comHighlights:04:40 When Doubling Content Backfired08:01 Why Multiple YouTube Channels?13:00 Measuring YouTube Experiments15:37 Underutilized YouTube Features21:55 The Power of YouTube Chapters
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91 MIN
You Only Need This To Become Rich (Millionaire Explains) | 119
MAR 12, 2026
You Only Need This To Become Rich (Millionaire Explains) | 119
Most people chase a single number, believing it holds the key to lasting happiness and an end to their worries. But what happens when you hit that number, or even exceed it, and find yourself staring into an emotional abyss? This week on The Nathan Barry Show, we sit down with Mike Brown, a former Navy fighter pilot who built and sold an eight-figure oil and gas company. He achieved what many dream of – supercars, a beautiful home, and immense wealth. Yet, he still found himself losing peace and $1.5 million in a failing venture, prompting a profound shift in his definition of "rich." Join us as Mike shares his powerful journey from external validation to true freedom, revealing why our pursuit of wealth often misses the point entirely.Timestamps:00:00 Introduction02:10 Mike sells his supercars and updates his values03:55 Embracing the "buy the ticket, take the ride" philosophy06:20 From Navy fighter pilot to oil and gas entrepreneur08:45 Finding a new definition of wealth: freedom15:58 Shifting from outcome goals to process goals20:55 Understanding dirty vs. clean fuel for motivation31:05 External validation and the never-ending treadmill36:30 The power of clean fuel: purpose and service41:15 How money serves two purposes44:10 The value of experiences over material possessions48:30 The spectrum of dirty and clean fuel52:30 When greatness comes at a cost57:25 Mechanical and emotional fixes for financial fear1:05:40 Maximizing return on happiness: experimental spending1:08:00 The highest leverage investments for entrepreneurs1:10:45 The invaluable cost of peace and personal growthIf 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 Mike:Website: https://berichnow.comNewsletter: https://unbreakablewealth.com/newsletterInstagram: https://instagram.com/mbrown.coX: https://x.com/mbrown_coYouTube: https://www.youtube.com/@mbrown_coLinkedIn: https://www.linkedin.com/in/mikebrownactualFeatured in this episode:Kit: https://www.kit.comHighlights:02:37 – How Your Bank Account & Calendar Show Your Values08:00 – Hitting Rock Bottom for a New Foundation16:00 – The Power of Process Goals Over Outcome Goals23:32 – Why Angel Investing Can Be "Dirty Fuel"37:35 – The Joy and Fulfillment of Serving Others44:50 – Maximizing "Return on Happiness"
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73 MIN
Live Coaching: How We're Growing This Business To $5M | 118
MAR 5, 2026
Live Coaching: How We're Growing This Business To $5M | 118
What does it take to grow a SaaS business from $1 million to $5 million annual recurring revenue when your revenue has plateaued? Michael Sliwinski, founder of the productivity app Nozbe, joins Nathan Barry to diagnose the core issues his business faces and map out a clear path forward. Michael, who flew all the way from Europe for this conversation, dives into the challenges of competing in a crowded market, the impact of a product rebuild, and the search for a compelling new positioning. This episode is a masterclass in auditing your business, identifying roadblocks, and strategizing for breakthrough growth, especially for founders navigating a competitive landscape and aiming for their next big milestone.Timestamps:00:00 Introduction01:05 Michael's journey to Nozbe02:51 From side hustle to $1 million ARR04:47 The Japan growth explosion06:17 Rebuilding Nozbe from scratch10:14 Competing with industry giants12:58 Breaking down business metrics and building blocks19:07 Understanding max MRR and the S-curve22:42 The flatlining awareness and traffic25:02 Expansion and multi-seat customers29:43 Legacy customers on the old vs. new Nozbe30:52 Strong customer retention and low churn37:25 Key metrics and dashboard visibility39:46 Accountability through weekly revenue meetings42:07 The effectiveness of current content strategies46:27 Partnership success with a productivity consultant51:09 Direct sales for partners53:01 Reframing positioning for growth56:19 The core promise of Nozbe: The tool teams actually use59:43 The "boulder pushing" analogy1:02:18 Strategy for identifying and incentivizing new partners1:11:34 Tapping into true fans for new partner leads1:14:57 Michael's reflections and next stepsIf 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.com/?utm_campaign=29661554-nathan_barry_show&utm_source=youtube&utm_medium=podcast&utm_term=nathanbarryshow&utm_content=youtube_descriptionFollow Michael:X: https://twitter.com/msliwinskiInstagram: https://www.instagram.com/michaelsliwinskiMastodon: https://social.nozbe.com/@michaelNozbe: https://nozbe.comFeatured in this episode:Kit: https://www.kit.comNozbe: https://nozbe.comHighlights:02:17 – ZDNet feature blew up Nozbe05:13 – iPad app success in Japan09:27 – Impact and the $5M goal11:54 – Customer loyalty despite competitors22:15 – Demo meetings and their conversion rates32:27 – Customers prepaid until 204057:33 – Why simpler is better for teams
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76 MIN
The Ultimate AI Masterclass For Businesses in 2026 | 117
FEB 26, 2026
The Ultimate AI Masterclass For Businesses in 2026 | 117
The secret to truly enjoying your work, even in the age of AI? According to serial founder Dan Cumberland, it starts with eliminating friction and leveraging AI to become the creator you've always wanted to be. Most people think AI is just for marketing, or they make critical mistakes by relying on an individual chat's memory. In this episode, Dan dives deep into how high-earning creators and companies can implement human-centered AI systems that don’t just save time, but actually help them connect more deeply with their audience and their own purpose. He shares actionable insights, practical examples, and crucial tips on how to build robust, portable context for your AI, transforming your business from the inside out.Timestamps:00:00 Introduction02:00 Simplifying email newsletters with AI automation05:07 Repurposing podcast content for TikTok09:06 The importance of bottleneck identification in AI workflows14:53 Context engineering: The foundation of effective AI use19:12 The benefits of portable AI context22:04 Crafting context documents for optimal AI output27:40 Why focusing on AI for operations is key31:03 Workflow design and the "sous chef" AI analogy35:28 Breaking down complex tasks for better AI results39:45 How AI generated content exploded traffic by 5x42:00 Utilizing Claude's skills and slash commands44:14 Integrating AI into your development environment with Cursor50:40 Optimizing idea capture systems with AI56:45 AI as a sounding board for human connection1:03:57 Redefining work in the age of AI1:08:40 Extending products with vibe-coded AI apps1:12:30 Documenting transformations for killer testimonialsIf 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 Dan:LinkedIn: https://www.linkedin.com/in/dancumberlandInstagram: https://www.instagram.com/dancumberlandWebsite: https://dancumberlandlabs.comAI Growth Roundtable: https://aigrowthroundtable.comThe Meaning Movement: https://themeaningmovement.comFeatured in this episode:Kit: https://www.kit.comCursor: https://www.cursor.soWhisper Flow: https://whisperflow.ioAudio Pen: https://audiopen.aiFathom: https://fathom.videoGrain: https://grain.comZapier: https://zapier.com
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74 MIN
Become a Bestseller With This Book Launch Formula | 116
FEB 19, 2026
Become a Bestseller With This Book Launch Formula | 116
What does it truly take to launch a phenomenon? Most authors dream of hitting the bestseller list, but today's guest, Tim Grahl, flips that goal on its head. He's revealing the counterintuitive truth about enduring book success, explaining why chasing a fleeting "bestseller" title might actually hinder your book's long-term impact. If your vision for your book extends beyond a single week of sales to creating a lasting legacy, this episode is packed with essential strategies. Learn why "readers" trump "sales" and how to engineer word-of-mouth that propels your book for years, not just days. Prepare to redefine what a successful book launch truly means.Timestamps:00:00 Introduction00:00:51 Book launch definitions and timelines00:03:34 Redefining "bestselling" beyond the lists00:08:33 The one thing and Atomic Habits approaches00:11:35 Tim's three categories for launching a book00:14:05 Leveraging influencer networks as the biggest lever00:19:07 Influencer promotion strategies00:21:09 Getting fans to buy: creating scarcity00:24:28 The most impactful book bonuses00:28:55 Getting fans to share (the least impactful strategy)00:31:11 Why direct advertising isn't profitable for books00:34:40 The 10,000 reader rule for long-term success00:42:41 Engineering word of mouth00:46:28 Getting free copies into the hands of readers00:50:55 Identifying and reaching relevant tribes00:52:26 Tim's resources for authorsIf 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 Tim:Story Grid: https://www.storygrid.comBook Launch: https://booklaunch.comYouTube: https://www.youtube.com/@StoryGridX: https://x.com/storygridTim’s latest book: https://www.storygrid.com/product/the-shitheadFeatured in this episode:Kit: https://www.kit.comThe Perennial Bestseller by Ryan Holiday: https://ryanholiday.net/the-perennial-bestsellerThe One Thing by Gary Keller and Jay Papasan: https://www.the1thing.com/the-bookAtomic Habits by James Clear: https://jamesclear.com/atomic-habitsThe War of Art by Steven Pressfield: https://stevenpressfield.com/books/the-war-of-artGreat Gatsby by F. Scott Fitzgerald: https://www.amazon.com/Great-Gatsby-F-Scott-Fitzgerald/dp/0743273567Tribes by Seth Godin: https://www.sethgodin.com/books/tribesHighlights:01:38 – Why a book launch should last two years05:34 – Selling a high volume doesn't always mean long-term success13:11 – The 95/5 principle of book marketing23:06 – The most effective and least effective bonuses34:40 – The 10,000 reader rule explained43:19 – Give away as many copies as possible48:56 – Creative ways to get your book into readers' hands
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54 MIN