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The Nathan Barry Show

Nathan Barry
The Nathan Barry Show
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140 episodes

  • The Nathan Barry Show

    Forget Courses, Launch This In 2026 To Double Your Revenue | Layla Pomper | 139

    30/07/2026 | 1h 10 mins.
    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 Introduction
    01:16 Layla's revenue ceiling with courses
    02:47 Layla's original course model
    04:32 How Layla added services to break through the ceiling
    06:45 Pricing model of Layla's services
    08:15 Explanation of Layla's pricing structure
    11:00 Layla's counterintuitive sales strategy
    14:08 Key metrics Layla tracks in her business
    17:13 Finding and fixing bottlenecks
    20:44 The power of a small, engaged email list
    23:19 Revenue per subscriber analysis
    25:26 Simplifying complex business models
    32:46 The best of products and services combined
    40:15 Turning client questions into YouTube content
    49:00 The value of customer conversations in services
    57:24 The tailored productized service structure
    1:01:36 Mistakes when adding services
    1:03:07 The critical mistake of undercharging
    1:04:09 Layla's lead generation strategy
    1:07:08 YouTube content strategy and calls to action
    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/nathanbarry
    LinkedIn: https://www.linkedin.com/in/nathanbarry
    X: https://twitter.com/nathanbarry
    YouTube: https://www.youtube.com/@thenathanbarryshow
    Website: https://nathanbarry.com
    Kit: https://kit.com
    Follow Layla:
    Website: https://www.processdriven.co
    YouTube: https://www.youtube.com/@LaylaPomper
    LinkedIn: https://www.linkedin.com/in/laylapomper
    Featured in this episode:
    Kit: https://www.kit.com
    The Goal: https://www.goodreads.com/book/show/11128.The_Goal
    Built to Sell: https://builtosell.com
    SCORE: https://www.score.org
    Highlights:
    01:29 – Breaking through the infamous revenue ceiling
    12:07 – The powerful impact of listening in sales
    30:30 – The circularity of business growth
    43:10 – Creating content by answering real questions
    55:18 – Giving customers what they actually want
  • The Nathan Barry Show

    How To Stand Out as a Writer in the Age of AI (2026) | David Perell | 138

    23/07/2026 | 1h 36 mins.
    My conversation with David Perell, host of the "How I Write" podcast and a truly prolific creator, took my understanding to a whole new level. He's one of the few people who has consistently challenged my thinking on how we communicate ideas effectively. In this episode, I dove deep with David into critical questions like: Does writing still hold its weight in today's crowded digital landscape? What specific elements should creators prioritize to make their words resonate? And importantly, how do you stand out when everyone else is shouting? David shares his incredible insights into the craft of writing, the power of observation, and his unique philosophy on identifying and leveraging "currents" to amplify your message. This was easily one of my favorite conversations on the show.

    Timestamps:
    00:00 Introduction
    01:15 Obsessed with the Craft of Writing
    02:45 The "Bit" as a Writing Concept
    05:10 Why People Struggle with Writing
    07:11 From Seeking Attention to Having Something to Say
    10:40 The Discipline of Public Writing
    13:58 Capturing and Curating Ideas
    20:05 Riding Internet Currents
    26:50 Identifying and Leveraging Currents
    32:10 Tying Timeless Ideas to Timely Moments
    39:15 Uncorrelated Sources of Inspiration
    45:36 The "How I Write" Podcast
    47:20 Production Value and Set Design
    1:00:40 YouTube Growth and Packaging
    1:04:40 The Guest Maximization Strategy
    1:10:00 Creating "The Modern World" Series
    1:16:00 The Modern Pollution of Man-Made Environment
    1:19:30 Interplay of the Creator Economy and the Modern World
    1:22:15 Creating the World You Want to Live In
    1:29:26 Using Art and History to Hone Taste
    1:34:00 The Soul-Stirring Work
    1:35:40 Where to Find David

    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/nathanbarry
    LinkedIn: https://www.linkedin.com/in/nathanbarry
    X: https://twitter.com/nathanbarry
    YouTube: https://www.youtube.com/@thenathanbarryshow
    Website: https://nathanbarry.com
    Kit: https://www.kit.com

    Follow David:
    X: https://twitter.com/david_perell
    Website: https://www.perell.com
    YouTube: https://www.youtube.com/@DavidPerellChannel
    LinkedIn: https://www.linkedin.com/in/davidperell

    Featured in this episode:
    Kit: https://www.kit.com
    Modern World (YouTube Channel): https://www.youtube.com/@TheModernWorld
    Building a Second Brain: https://www.buildingasecondbrain.com
    The Artist's Way: https://juliacameronlive.com/books/the-artists-way

    Highlights:
    01:15 – The obsession with writing as a craft.
    20:05 – Understanding and leveraging internet "currents" for content.
    40:30 – Why consuming uncorrelated content elevates your work.
    59:20 – The art of deep communication in interviewing.
    1:29:26 – Cultivating taste by actively discerning what you love and hate.
  • The Nathan Barry Show

    I Asked a Speaking Coach to Roast My Biggest Speech | Mike Pacchione | 137

    16/07/2026 | 1h 15 mins.
    I recently sat down with my speaking coach, Mike Pacchione, for this totally unprecedented episode where we dissect, minute by minute, my full keynote speech from this year's Craft + Commerce conference. We’re not holding anything back. Mike points out my flaws, celebrates my strengths, and reveals all the chaos that happens backstage that the audience never sees. If you've ever delivered a product launch, feared public speaking, or just want to understand the art of a compelling presentation, you'll learn so much from our candid conversation.
    Timestamps:
    00:00 Introduction
    01:03 Breaking Down the Keynote
    02:22 The Chaos Before the Stage
    04:02 The Missing Walk-Out Music
    07:44 The "Be a Zero" Concept
    09:47 Avoiding Speaker Voice
    13:17 Building Tension and Specificity
    19:19 The Stephen Colbert Joke
    20:52 The Dad's Wisdom Story
    28:16 The Challenge of Technical Terms
    34:03 Debating Product Announcement Timing
    40:35 The Elusive Applause Moment
    48:29 Katie's Spotlighting an Audience Member
    53:05 The Landing Page Humiliation Slide
    01:01:00 The New York City Event Space Announcement
    01:07:07 The Closing and Audience Reaction
    01:12:00 Rehearsal Techniques and Speaker Notes
    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/nathanbarry
    LinkedIn: https://www.linkedin.com/in/nathanbarry
    X: https://twitter.com/nathanbarry
    YouTube: https://www.youtube.com/@thenathanbarryshow
    Website: https://nathanbarry.com
    Kit: https://kit.com
    Follow Mike:
    Freebie: https://bestspeech.co/nathan
    Website: https://bestspeech.co
    LinkedIn: https://www.linkedin.com/in/mpacchione
    Instagram: https://www.instagram.com/mpacc
    X: https://x.com/mpacc
    Featured in this episode:
    Kit: https://www.kit.com
    John Koenig - The Dictionary of Obscure Sorrows: https://www.youtube.com/user/johnkoenig
    The State Change Method - Wes Kao: https://weskao.com
    The Happiness Project - Gretchen Rubin: https://gretchenrubin.com/books/the-happiness-project
    Tim Urban TED Talk: https://www.ted.com/talks/tim_urban_inside_the_mind_of_a_master_procrastinator
    Framer: https://www.framer.com
    Highlights:
    01:03 – Mike critiques my keynote opening
    11:50 – The secret behind my opening pause
    25:06 – How real-world stories prove product value
    31:09 – The unexpected success of a borrowed joke
    53:10 – The power of a critical feedback slide
  • The Nathan Barry Show

    #1 Speaking Coach Explains How to Master Speaking (In Just 58 Minutes) | Mike Pacchione | 136

    09/07/2026 | 58 mins.
    I've always brought Mike Pacchione in to coach every speaker at my Craft + Commerce conferences, including myself, because he has an uncanny ability to help people transform their talks from good to truly great. Mike's number one goal? For the audience to forget it's even a speech. In our conversation, Mike unpacks his framework for crafting compelling stories, why you should almost never tell them in chronological order, and his genius TED acronym for tension, editing for emotional impact, and the right details. He also shares invaluable insights on designing an ending that resonates and even how to strategically use humor (especially if you're not naturally funny). This episode is packed with lessons I've learned firsthand from Mike over the years.
    Timestamps:
    00:00 Introduction
    02:00 Making the audience forget it's a speech
    04:06 Setting the room up for success
    06:14 The power of stories in speeches
    08:39 Story selection and placement
    10:42 Why you don't need to tell stories in order
    11:11 Mike's TED acronym for storytelling: Tension
    14:55 Editing for emotional impact
    20:02 Crafting an engaging middle of a speech
    22:57 Asking questions to build tension
    24:37 Describing people in vivid detail (loglines)
    30:48 Crafting a powerful ending
    33:09 The "one more thing" strategy
    40:07 Controlling the emotional arc of a talk
    40:50 Using humor effectively
    44:09 The power of awkward silence and tension
    45:53 Cueing the audience for laughs and applause
    48:14 Leading the audience with your emotions
    50:57 Mike's take on using AI for speeches
    55:24 How to work with Mike Pacchione
    56:47 Mike's free resource
    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/nathanbarry
    LinkedIn: https://www.linkedin.com/in/nathanbarry
    X: https://twitter.com/nathanbarry
    YouTube: https://www.youtube.com/@thenathanbarryshow
    Website: https://nathanbarry.com
    Kit: https://www.kit.com
    Follow Mike:
    Freebie: https://bestspeech.co/nathan
    Website: https://bestspeech.co
    LinkedIn: https://www.linkedin.com/in/mpacchione
    Instagram: https://www.instagram.com/mpacc
    X: https://x.com/mpacc
    Featured in this episode:
    Kit: https://www.kit.com
    Duarte: https://www.duarte.com
    Atomic Habits: https://jamesclear.com/atomic-habits
    WP Engine: https://wpengine.com
    ConvertKit: https://convertkit.com
    Highlights:
    02:01 – Getting the audience to forget it's a speech
    15:30 – Ending your story in the middle for maximum impact
    26:06 – Sarah: The person who eats quinoa for a cheat meal
    37:05 – Why you should never end your talk on Q&A
    53:02 – The point of a speech is to make an emotional connection
  • The Nathan Barry Show

    From Zero to $1M Before 30 - My Exact System | Mallory Rowan | 135

    02/07/2026 | 1h 4 mins.
    How do you build significant wealth in a way that feels sustainable and joyful, rather than sacrificing your mental and physical health? That's what I explored in my conversation with Mallory Rowan, who achieved a million-dollar net worth by age 29, but not without first hitting a wall of burnout at 22. Her story isn't just about financial metrics; it's a testament to redefining success and building a life where financial freedom supports personal well-being. I was particularly struck by her "Six Solutions Theory" and how she challenges the conventional wisdom about ambition versus balance. Join me as Mallory shares her unique approach to turning profit into compounding assets and creating a business that serves her life, not the other way around.

    Timestamps:
    00:00 Introduction
    01:06 Burnout at 22: Ignoring the whispers
    03:59 The toxic cycle of business, health, and happiness
    07:22 When you realize the limit keeps moving
    10:14 The collision of creativity and finances
    13:17 Rebuilding after burnout
    18:03 The difference between revenue and profit
    21:02 Making investing goals exciting
    27:26 Getting specific about building wealth
    30:45 The cottage purchase and creative financing
    32:02 Active income and first down payment
    34:03 The million dollars invested goal
    41:17 Why net worth goals matter more
    52:27 Having it all: Ambition and avoiding burnout
    55:28 Why behind the goal: The Toddler Test
    57:38 The categories: non-negotiables, nice-to-haves, experiments
    01:00:04 How a nest egg enables lighter living and creativity

    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/nathanbarry
    LinkedIn: https://www.linkedin.com/in/nathanbarry
    X: https://twitter.com/nathanbarry
    YouTube: https://www.youtube.com/@thenathanbarryshow
    Website: https://nathanbarry.com
    Kit: https://www.kit.com

    Follow Mallory:
    Instagram: https://www.instagram.com/malloryrowan
    YouTube: https://www.youtube.com/@theinbetweenersco
    TikTok: https://www.tiktok.com/@malloryrowan
    LinkedIn: https://www.linkedin.com/in/malloryrowan?originalSubdomain=ca
    Website: https://malloryrowan.com

    Featured in this episode:
    Kit: https://www.kit.com

    Highlights:
    01:06 – Ignoring the whispers before burnout screams
    15:00 – Strategically building "boredom" into your business model
    25:21 – The "Thumbnailing" approach to problem-solving
    41:17 – Why net worth goals offer true financial freedom
    01:00:04 – How a solid nest egg allows for lighter, more playful business decisions
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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. 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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