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The Nathan Barry Show

Nathan Barry
The Nathan Barry Show
Latest episode

123 episodes

  • The Nathan Barry Show

    How To Actually Become A Successful Creator In 2026 | 121

    02/04/2026 | 1h 38 mins.
    How do you actually become a successful long-term creator? Chase Reeves, a multi-talented creator ranging from musician to designer to coach, joins Nathan Barry to explore the unexpected ingredients for long-term success. Chase unpacks his unique journey, from pirated Photoshop to crafting captivating content, revealing how developing "taste" isn't just about technical skills, but a deep, soulful curiosity. This episode takes a dive into the critical balance between external validation and internal drive, why "actual" people connect with authenticity, and how embracing a little chaos might just be the secret sauce for innovation and genuine impact. Get ready to rethink how you approach your craft and cultivate a career that truly resonates.
    Timestamps:
    00:00 Introduction
    02:18 Intentionality and the exploration of feeling
    05:37 How Chase developed taste and his approach to making things
    09:24 The internet rewards performance, not integration
    12:54 How to sustain long-term growth and avoid burnout
    16:53 Connecting with your audience and understanding their needs
    20:47 Being playful and holding things loosely
    24:00 How small groups and men's work create healing through witness
    27:31 The cure for addiction is intimacy
    31:05 The difference between feeling good and being good
    34:10 The role of curiosity in building taste
    37:25 How to make a living while pursuing creative passions
    41:40 The power of saying "no" to opportunities
    44:25 Why creators need to protect their mental health
    47:20 Finding your unique voice in a crowded world
    50:10 Building a sustainable creative practice
    01:10:02 Embracing discomfort as a path to innovation
    01:20:30 Final thoughts on being a successful long-term creator
    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 Chase:
    Instagram: https://www.instagram.com/chasewreeves
    YouTube: https://www.youtube.com/@chasereeves
    Website: https://chasereeves.co
    LinkedIn: https://www.linkedin.com/in/chasereeves
    Featured in this episode:
    Kit: https://www.kit.com
    Troubadour: https://www.troubadourgoods.com
    Redwood Outdoor Sauna: https://www.redwoodoutdoors.com/
    Cold Plunge: https://thecoldplunge.com/
    Wandered: https://www.wandrd.com/
    Pact: https://pact.com/
    Studio Neat: https://www.studioneat.com/
    Highlights:
    01:51 – Musicians to content creators is an underused path
    06:26 – Your nervous system matters in business
    09:03 – Taste is higher than capabilities in the beginning
    12:00 – Make something that's an exact copy
    15:18 – Deep sense of insecurity fuels learning
    19:50 – The internet rewards performance, not integration
    27:31 – The cure for addiction is intimacy
  • The Nathan Barry Show

    My Habits For (Almost) Limitless Energy | Simon Alexander Ong | 121

    25/03/2026 | 1h 21 mins.
    How do you live an energized life—not just physically, but mentally, emotionally, and spiritually? Simon Alexander Ong, author of the bestselling book "Energize," joins Nathan in a captivating conversation that unpacks the profound difference between simply managing time and mastering energy. Simon, whose journey from the high-stakes world of finance to a renowned speaker and coach, offers a unique perspective on consistency over intensity, the power of gratitude, and why detaching from outcomes is the secret to sustained creativity and joy. This episode is a must-listen for creators and leaders striving to avoid burnout, cultivate a positive mindset, and harness their inner force to achieve their biggest goals.
    Timestamps:
    00:00 Introduction
    01:14 From finance to fulfillment
    06:05 From comparison to inspiration
    12:00 Mission, purpose, and seeing life as a game
    16:16 Wisdom begins with knowing yourself
    22:36 Finding stillness and inner rest
    28:10 The emotional side of action
    34:00 The power of loosening up
    41:40 Shifting from control to connection
    46:00 The four dimensions of energy
    50:11 Seasonal approach to energy
    54:26 Inspiration from outside your industry
    58:30 Leveraging novelty for marketing
    1:04:19 Question storming for deeper insights
    1:08:26 Leading with proud energy
    1:12:30 Expressing gratitude verbally
    1:18:18 Energetic decision-making
    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 Simon:
    LinkedIn: https://www.linkedin.com/in/simonalexanderong
    X: https://twitter.com/SimonAlexanderO
    Instagram: https://www.instagram.com/simonalexandero
    YouTube: https://www.youtube.com/@simonalexandero
    Website: https://simonalexanderong.com

    Featured in this episode:
    Kit: https://www.kit.com
    The Aughts Hotel: https://aughts.co
    Adam Grant: https://www.adamgrant.com
    Basecamp: https://basecamp.com

    Highlights:
    06:05 From comparison to inspiration
    16:16 Wisdom begins with knowing yourself
    34:00 The power of loosening up
    46:00 The four dimensions of energy
    58:30 Leveraging novelty for marketing
    1:12:30 Expressing gratitude verbally
  • The Nathan Barry Show

    How I Helped Grow Diary of a CEO to 14M Subscribers | 120

    19/03/2026 | 1h 31 mins.
    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 Introduction
    02:00 The Scale of Diary of a CEO & Flight Story
    04:40 When Doubling Content Backfired
    08:01 Why Multiple YouTube Channels?
    13:00 Measuring YouTube Experiments
    15:37 Underutilized YouTube Features
    21:55 The Power of YouTube Chapters
    26:06 Anatomy of a Successful Experiment
    29:20 The Localization & Dub Experiment
    35:45 Designing Effective Experiments
    37:33 Core Metrics for YouTube Growth
    40:08 Tactics for Returning Viewers
    47:20 The Culture of Failure and Learning
    51:40 YouTube vs. Podcast Content
    54:26 Embracing Failure Personally
    59:00 The Value of Action Over Inaction
    1:03:00 Fostering a Culture of Experimentation
    1:11:57 AI in Content Creation
    1:16:17 The Future of the Creator Economy
    1:20:24 Targeting the Right Audience, Not Just All Audiences
    1:25:21 Grace's Personal Experimentation Journey
    1:28:31 Lead vs. Lagging Indicators for Growth
    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 Grace:
    Instagram: https://www.instagram.com/graceexperiments
    LinkedIn: https://www.linkedin.com/in/grace-miller-linked-in

    Featured in this episode:
    Kit: https://www.kit.com
    Highlights:
    04:40 When Doubling Content Backfired
    08:01 Why Multiple YouTube Channels?
    13:00 Measuring YouTube Experiments
    15:37 Underutilized YouTube Features
    21:55 The Power of YouTube Chapters
  • The Nathan Barry Show

    You Only Need This To Become Rich (Millionaire Explains) | 119

    12/03/2026 | 1h 13 mins.
    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 Introduction
    02:10 Mike sells his supercars and updates his values
    03:55 Embracing the "buy the ticket, take the ride" philosophy
    06:20 From Navy fighter pilot to oil and gas entrepreneur
    08:45 Finding a new definition of wealth: freedom
    15:58 Shifting from outcome goals to process goals
    20:55 Understanding dirty vs. clean fuel for motivation
    31:05 External validation and the never-ending treadmill
    36:30 The power of clean fuel: purpose and service
    41:15 How money serves two purposes
    44:10 The value of experiences over material possessions
    48:30 The spectrum of dirty and clean fuel
    52:30 When greatness comes at a cost
    57:25 Mechanical and emotional fixes for financial fear
    1:05:40 Maximizing return on happiness: experimental spending
    1:08:00 The highest leverage investments for entrepreneurs
    1:10:45 The invaluable cost of peace and personal growth
    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:
    Website: https://berichnow.com
    Newsletter: https://unbreakablewealth.com/newsletter
    Instagram: https://instagram.com/mbrown.co
    X: https://x.com/mbrown_co
    YouTube: https://www.youtube.com/@mbrown_co
    LinkedIn: https://www.linkedin.com/in/mikebrownactual
    Featured in this episode:
    Kit: https://www.kit.com
    Highlights:
    02:37 – How Your Bank Account & Calendar Show Your Values
    08:00 – Hitting Rock Bottom for a New Foundation
    16:00 – The Power of Process Goals Over Outcome Goals
    23:32 – Why Angel Investing Can Be "Dirty Fuel"
    37:35 – The Joy and Fulfillment of Serving Others
    44:50 – Maximizing "Return on Happiness"
  • The Nathan Barry Show

    Live Coaching: How We're Growing This Business To $5M | 118

    05/03/2026 | 1h 16 mins.
    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 Introduction
    01:05 Michael's journey to Nozbe
    02:51 From side hustle to $1 million ARR
    04:47 The Japan growth explosion
    06:17 Rebuilding Nozbe from scratch
    10:14 Competing with industry giants
    12:58 Breaking down business metrics and building blocks
    19:07 Understanding max MRR and the S-curve
    22:42 The flatlining awareness and traffic
    25:02 Expansion and multi-seat customers
    29:43 Legacy customers on the old vs. new Nozbe
    30:52 Strong customer retention and low churn
    37:25 Key metrics and dashboard visibility
    39:46 Accountability through weekly revenue meetings
    42:07 The effectiveness of current content strategies
    46:27 Partnership success with a productivity consultant
    51:09 Direct sales for partners
    53:01 Reframing positioning for growth
    56:19 The core promise of Nozbe: The tool teams actually use
    59:43 The "boulder pushing" analogy
    1:02:18 Strategy for identifying and incentivizing new partners
    1:11:34 Tapping into true fans for new partner leads
    1:14:57 Michael's reflections 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/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/?utm_campaign=29661554-nathan_barry_show&utm_source=youtube&utm_medium=podcast&utm_term=nathanbarryshow&utm_content=youtube_description
    Follow Michael:
    X: https://twitter.com/msliwinski
    Instagram: https://www.instagram.com/michaelsliwinski
    Mastodon: https://social.nozbe.com/@michael
    Nozbe: https://nozbe.com
    Featured in this episode:
    Kit: https://www.kit.com
    Nozbe: https://nozbe.com

    Highlights:
    02:17 – ZDNet feature blew up Nozbe
    05:13 – iPad app success in Japan
    09:27 – Impact and the $5M goal
    11:54 – Customer loyalty despite competitors
    22:15 – Demo meetings and their conversion rates
    32:27 – Customers prepaid until 2040
    57:33 – Why simpler is better for teams

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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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