Steering a company from nascent idea to multi-million dollar revenue is rarely a smooth ride. Often, it's a journey fraught with uncertainty, tough decisions, and the internal battles no one sees. For Nathan, the guiding hand through much of this journey has been his coach, Dan Putt. As a co-founder of Reboot, Dan has spent years working with leaders and executives, helping them navigate growth without losing themselves in the process. In this episode, Dan shares not only his unique coaching philosophy - which emphasizes a deep, inside-out understanding of oneself, but also practical tools and frameworks that address common founder sticking points like imposter syndrome, the fear of conflict, and the allure of the "magic bullet" solution. Get ready to rethink your approach to leadership and personal development.
Timestamps:
00:00 Introduction
02:23 Dan's coaching philosophy
04:36 The Greek God CEO and imposter syndrome
07:11 The "have to" versus "get to" reframe
10:00 What problems say about identity
12:56 Listening to understand: Beyond the words
15:46 Inside-out leadership development
18:31 The challenge of competitive responses
21:52 Journaling for self-discovery
25:21 Practical tips for consistent journaling
28:11 Getting clear on what you truly want
30:26 The "loyal soldier" concept
33:53 How personal traits drive ambition
38:39 The shift from "need" to "want"
41:43 Conflict as progress and care
45:34 Tools for navigating conflict
50:47 The "net" framework for communication
52:23 Avoiding problems vs. facing them
55:29 The temptation of the "magic bullet"
59:08 Feeling the fear without dwelling
1:01:21 The tantruming toddler metaphor for anxiety
1:03:00 Leading with curiosity, not fear
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 Dan:
Website: https://danputt.com
LinkedIn: https://www.linkedin.com/in/danputt
X: https://twitter.com/danputt
Company Website: https://reboot.io
Featured in this episode:
Kit: https://www.kit.com
Reboot.io: https://reboot.io
The Artist's Way by Julia Cameron: https://juliacameronlive.com/books/the-artists-way
750words.com: https://750words.com
The Obstacle Is the Way by Ryan Holiday: https://ryanholiday.com/books/the-obstacle-is-the-way
Extreme Ownership by Jocko Willink: https://echelonfront.com/Extreme-Ownership
Highlights:
02:47 Understanding the spectrum of coaching approaches
08:24 The danger of linking self-worth to problems
13:44 The wisdom found at the emotional level
23:25 The clarifying power of daily journaling
34:05 How the "loyal soldier" shapes our drives
45:51 Why true care often requires conflict
53:49 Facing uncomfortable feelings builds resilience
1:01:05 Approaching anxiety like a tantruming child
1:03:54 Shifting from fear to wonder for better leadership
Start 2026 strong with a handpicked collection of the best advice from this year's top moments! This episode is a treasure trove of actionable insights designed to elevate your business and personal growth. We've curated the moments that resonated most, offering practical strategies for everything from scaling your business and building a thriving community to mastering content creation and leveraging social media. Get ready to learn from the best and apply these game-changing lessons to achieve your goals this year!
Timestamps:
00:00 Introduction
00:30 Dan Martell: The Buyback Loop for Capacity
01:56 Transferring Tasks with the Camcorder Method
04:05 Filling Your Calendar with High-Value Activities
06:00 Mindset and Beliefs for Growth
07:51 Chris Donnelly: The Cohort Model for Scaling
11:16 The Scarcity Principle in Product Launches
13:40 Jay Clouse: Building Small, Engaged Communities
16:16 The Gold Standard of Community Building
17:38 Pat Flynn: YouTube Shorts to a Million Subscribers
19:14 The Power of Quantity Over Quality
21:55 Nicole Burke: Instagram as a Storefront
24:05 Creating Entertaining Content that Drives Shares
26:49 Jefferson Fisher: Crafting Viral Reels Without a Script
29:52 Testing and Refining Your Reel Content
31:37 The Crucial First Three Seconds of a Reel
33:10 Avoiding Subjective Content Judgment
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
Featured in this episode:
Kit: https://www.kit.com
Highlights:
00:25 – Dan Martell's Capacity Buyback Loop
04:25 – The Ladder of Success for Habits & Skills
08:01 – Chris Donnelly's Cohort-Based Course Model
13:44 – Building Small, Engaged Communities Effectively
17:42 – Pat Flynn's YouTube Shorts Million Milestone
21:55 – Nicole Burke on Instagram Storefront Strategy
31:37 – Jefferson Fisher's Tips for Viral Reel Hooks
Many entrepreneurs and marketers feel like they've missed the boat on short-form video. The common thought: "That worked a few years ago, but it's too saturated now." But what if that's a myth? Colin Landforce, founder of Cut30, argues that with a unique perspective and consistent effort, anyone can achieve massive results, regardless of follower count. He's seen students with under 1,000 followers generate tens of thousands in revenue, proving you don't need millions of views to make a significant business impact. Colin reveals his three-step framework for taking short-form video seriously, alongside the critical role of hooks, and how to simplify your strategy to win big.
Timestamps:
00:00 Intro: The biggest opportunity in media
01:14 Why short-form video is a generational opportunity
02:26 Breaking the myth of saturation
05:48 The power of small audiences
10:48 Why founders should create their own short-form content
12:50 The shift from side project to serious business
14:39 Break the seal - just start
17:08 How to make your first simple "one shot" video
20:25 Learn the edit - basic chops in CapCut
23:33 The importance of efficiency in short-form content
29:26 Do it again tomorrow - consistency is key
34:13 How to generate an endless supply of content ideas
36:03 The three keys to a compelling hook
37:41 The "everyone's been asking me" hook
40:28 The impact of visual hooks beyond motorcycle crashes
43:01 The power of props in visual hooks
48:16 Brainstorming short-form content from this podcast episode
50:45 Crafting a tight, efficient short-form video example
54:51 Why short-form is Colin's primary driver for any business
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 Colin:
Instagram: https://www.instagram.com/landforce
TikTok: https://www.tiktok.com/@landforce_
LinkedIn: https://www.linkedin.com/in/colinlandforce
Cut30: https://course.cut30.co
Website: https://landforce.com
Featured in this episode:
Kit: https://www.kit.com
Cut30: https://course.cut30.co
Highlights:
02:15 The myth of saturation in short-form video
06:02 Small audience, huge business impact
14:08 Short-form video: the biggest opportunity in media
24:41 The accordion method for content efficiency
32:36 Track inputs, not outputs, for personal growth
52:12 Words to make your hook more efficient
56:45 Localized algorithms for niche businesses
The secret to building a content machine that reaches millions, all without spending a dime on ads? According to Ryan Holiday, it starts with making content people actually want to consume. In this live interview from Austin, Texas, Ryan pulls back the curtain on how Daily Stoic went from an obscure philosophy discussed only in academia to a global phenomenon. From cultivating an audience one platform at a time to transforming a single piece of content into a multi-platform strategy, discover the counterintuitive lessons from a master of timeless ideas and modern media. This isn't just about stoicism; it's a masterclass in building a resilient, impactful career designed to stand the test of time.
Timestamps:
00:00 Building a timeless content machine
02:17 Why ditch every ad and pivot to content?
06:07 The power of algorithms and meeting your audience where they are
08:27 Creating content you genuinely want to make
10:49 The Marathon video and turning experiences into content
13:26 Crafting a content flywheel that actually works
16:46 How a team translates one piece of content across mediums
20:09 What is a "pseudo event" and why do you need one?
24:21 From ghost town to content goldmine
28:47 Expanding your "set" beyond the studio
32:50 The value of "certification" in content creation
34:54 Lessons from Ghost Town Living's organic growth
39:46 How content creation impacts your life and thinking
42:36 Embracing different mediums, no matter your personal preference
45:11 Writing as a lagging indicator of deep work and research
47:53 Why AI can't replace the human touch in deep work
51:38 The process behind "Conspiracy": a narrative nonfiction deep dive
55:08 Parenting for wisdom: cultivating curiosity and deep dives
1:01:11 Navigating demand when starting out
1:05:06 Balancing art and commerce for long-term impact
1:08:52 The freedom of a profitable business
1:11:58 The ongoing challenge of discipline
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 Ryan:
Website: https://ryanholiday.net
X: https://twitter.com/ryanholiday
Instagram: https://www.instagram.com/ryanholiday
LinkedIn: https://www.linkedin.com/in/ryanholiday
Daily Stoic: https://dailystoic.com
The Painted Porch: https://paintedporch.com
Featured in this episode:
Kit: https://www.kit.com
The Painted Porch: https://www.paintedporcom
Daily Stoic: https://dailystoic.com
Daily Dad: https://dailydad.com
Backroad Ventures: https://www.backroad.co
Ghost Town Living: https://www.youtube.com/@GhostTownLiving
Kit Studios: https://kit.com/studios
Highlights:
02:04 - From ads to in-house content creation
07:03 - People finding Ryan through the "algorithm" for free
12:25 - How one experience creates multiple content assets
20:51 - How a tuna recipe went viral for Matthew McConaughey
31:00 - The art of "certification" and making real life content come alive
46:57 - Why physical note cards are crucial for deep work
1:07:56 - Profit as permission to create more art
In this episode, I sit down with Dan Putt, my coach for the last six years, to explore the journey of building a company and the personal transformation that comes with it.
We reflect on Kit's growth to over $50 million ARR and discuss the significant shifts in my leadership style, particularly moving from consensus-driven decision-making to confident clarity.
Dan and I dive into the importance of identifying and separating reversible from one-way decisions, the power of embracing uncertainty, and the profound impact of connecting with your core "why."
Viewers will gain insights into fostering personal growth, navigating leadership challenges, and building a mission-driven company that truly matters.
Timestamps:
00:00 Introduction
02:10 Early bootcamp and Kit's growth
04:02 Nathan at 29 vs. now
06:15 Evolution of decision-making
08:20 The "way that works" philosophy
10:15 The difference between right and best decisions
12:10 Coinbase's decision-making framework
14:40 Clarity on decision timelines
16:20 Defining options and decision-makers
21:00 Impact of leadership on results
22:55 Reconciling consensus and decisive leadership
25:30 Building the muscle of making decisions
28:40 Responsibility for positives and negatives
30:10 Taking your seat as a leader
32:45 The clarity of the boundary
35:20 The single-axis fallacy
37:40 The unchanging "why"
43:10 The physics of money and audience
46:00 Equipping people with tools and training
49:00 Recentering on the mission
51:00 Giving work real meaning
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 Dan:
Website: https://danputt.com
LinkedIn: https://www.linkedin.com/in/danputt
X: https://twitter.com/danputt
Reboot: https://reboot.io
Featured in this episode:
Kit: https://kit.com
Reboot: https://reboot.io
Medium: https://medium.com
In this episode, I sit down with Rob Jentsch, an education leader and consultant, to discuss his mission of providing remarkable education to more students globally.
We dive deep into his journey from volunteer work in El Salvador to becoming a high school teacher, and then into management consulting, all driven by a desire to improve educational outcomes.
Rob shares his current business model, which balances high-ticket consulting with a passion for serving smaller, impactful organizations. We explore strategies for him to scale his impact, build an online presence, productize his services, and optimize his time through a powerful "flywheel" approach, all while maintaining his commitment to his family and personal well-being.
Viewers will learn about user-centered design in curriculum, effective strategies for growing an online audience, and how to balance purpose-driven work with business growth.
Timestamps:
00:00 Introduction
02:10 Rob's transformational experience
04:09 Obsession with high-quality education access
12:40 Rob's business journey and desire for change
14:40 Shifting from workaholism to more time with family
16:01 Current business revenue and growth
26:40 Productizing services to scale impact
29:27 Standardizing offers and cohort-based learning
32:45 The challenge of onboarding superintendents
36:58 Setting boundaries for optimal impact
41:40 The power of high standards and belief
44:10 Fueling content from client insights
46:12 Choosing LinkedIn as the primary platform
54:15 Creating a feedback loop for content
56:29 The art of reposting successful content
58:30 Promotion strategies: comments, partners, email lists
1:01:05 The virtuous cycle of the flywheel
1:03:00 Iterating and measuring the flywheel
1:05:00 Key takeaways and future plans
1:07:05 The power of sequential skill-building
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 Rob:
LinkedIn: https://www.linkedin.com/in/rob-jentsch
Website: https://adgneducation.org
Featured in this episode:
Kit: https://kit.com
GrowthTools: http://growthtools.com
ADGN Education: https://adgneducation.org
In this episode, I sit down with Bill Burnett & Dave Evans, Stanford Design Professors and best-selling authors, to discuss how they've helped millions rethink their careers and purpose through their "Design Your Life" framework.
We dive into the surprising journey developing their best-selling book, the core principles of "design thinking" applied to life, and the critical role of understanding human needs.
Later, we get tactical, breaking down their ambitious goal to reach 10 million people with their new book, "How to Live a Meaningful Life," and explore effective strategies for leveraging communities, media, and digital platforms for impactful book promotion.
Timestamps:
00:00 Introduction
02:00 Two essential ingredients for a meaningful life
04:23 What we do at Stanford
07:28 Coaching is a trend
10:13 Why plans don't work for life design
12:22 There is more aliveness in you than one life
15:41 From FOMO to JOMO
19:45 How to prototype your life choices
24:00 How to choose when there are too many opportunities
28:28 From Star Wars toys to Apple
32:20 From Mechanical Engineer to Electronic Arts
36:11 Making your life a beautiful experience
39:09 The simplicity of building a meaningful life
42:06 Responding to a deep longing
46:11 Leadership and authenticity
48:41 Goal for the new book
53:23 Lessons from wildly successful books
57:00 Inspirations for book promotion
1:01:46 The flywheel of reviews
1:05:13 Unfair advantages in book promotion
1:10:51 Connecting with students and educators
1:16:30 The power of mass media
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
Follow Bill:
LinkedIn: https://www.linkedin.com/in/bill-burnett-4225401
Website: https://designingyour.life
Book: https://designingyour.life/how-to-live-a-meaningful-life
Instagram: https://www.instagram.com/the.art.shadows
Instagram (shared): https://www.instagram.com/fullyalive_bydesign
YouTube: https://www.youtube.com/@designingyourlifethebookmo6856
Follow Dave:
LinkedIn: https://www.linkedin.com/in/dave-evans-62148
Website: https://designingyour.life
Book: https://designingyour.life/how-to-live-a-meaningful-life
Instagram (shared): https://www.instagram.com/fullyalive_bydesign
YouTube: https://www.youtube.com/@designingyourlifethebookmo6856
To get weekly tools and ideas to design a meaningful life, sign up for Bill and Dave's newsletter Fully Alive, by Design at https://designingyour.life/newsletter
Featured in this episode:
Kit: https://www.kit.com
Designing Your Life: https://designingyour.life
How to Live a Meaningful Life: https://designingyourlife.com/how-to-live-a-meaningful-life
In this episode, I sit down with Nicole Burke, founder of Gardenary, to unpack her dynamic strategy for building a 7-figure brand primarily through short-form visual content.
Nicole shares exactly how she leverages Instagram to generate millions of views and drive revenue, all while embracing her identity as a business owner who leverages social media, not just an influencer.
We dive deep into her content methodology, breaking down the essential categories of reels—entertain, educate, showcase, and invite—and how each contributes to a robust growth and sales funnel.
Timestamps:
00:00 Introduction
02:11 Growing a Service Business with Instagram
04:08 Scaling a Garden Design Business
06:26 Transitioning to Digital and Diversifying Revenue
08:24 The Showcasing Strategy: Content Creators & Authenticity
10:04 Breaking Down Gardenary: Education, E-commerce, & Certification
12:57 The Instagram Storefront Analogy
16:26 Leveraging Algorithms: The Share Button's Power
19:07 Educational Content: Answering FAQs & Tracking Saves
22:31 Showcase Content: Inspiring with Results & Aspiration
26:00 The "Invite": Making the Ask Effectively
28:01 The Magic of Automation: From Comments to Conversions
32:26 Free Ad Experimentation with Organic Content
36:20 Crafting Engaging Content: Relatable Pain Points & Humor
41:17 Nicole's Metrics for Content Success
45:10 Instagram's Content Funnel: Reels, Posts, Carousels, Stories
52:19 Stories for Direct Sales & Community Engagement
56:51 Six Types of Videos Anyone Can Make
1:02:13 The Face-to-Camera Hack: Conquering the Fear
1:06:51 The Power of Documentary-Style Video
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
Follow Nicole:
Instagram: https://www.instagram.com/heynicoleburke
LinkedIn: https://www.linkedin.com/in/nicole-johnsey-burke-136628154
Website: https://heynicoleburke.com
Gardenary's Instagram: https://www.instagram.com/gardenaryco
Gardenary's Website: https://www.gardenary.com
Featured in this episode:
Kit: https://www.kit.com
Gardenary: https://www.gardenary.com
In this episode, I sit down with Eric Rhodes, DJ and content creator with over 3 million followers, to discuss how to monetize his massive audience beyond traditional events.
Eric shares his journey from professional DJ to viral social media sensation and explores the challenges of earning revenue when much of his content features copyrighted music.
We brainstorm two main paths for monetization: deepening engagement with music fans, and serving a specific niche of aspiring DJs. We dive into strategies for segmenting his audience, developing high-value lead magnets, and creating educational products like courses or masterminds, all while maintaining control over his time and balancing his passion for DJing with his family life.
Timestamps:
01:21 Eric's Social Media Following Breakdown
03:00 The Start of Eric's Online Content Creation
05:07 Key Factors in Eric's Rapid YouTube Growth
08:44 The Importance of Feedback in Content Creation
10:48 Using Negative Feedback for Improvement
13:38 Eric's Current Business Revenue and Breakdown
16:35 The Trade-offs of Reduced Travel and Events
19:40 Segmenting the Audience: Fans vs. DJs
27:07 The "Skill That Makes Money" Framework
32:00 Strategies for Patreon Growth and Fan Engagement
46:17 High-Ticket Offers and Masterminds
54:10 Using Lead Magnets for DJ Audience Growth
01:03:55 The Value of Packaging Knowledge into a Course
01:10:15 Next Steps for Building a DJ Education Business
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
Follow Eric Rhodes:
Instagram: https://www.instagram.com/djericrhodes
Website: https://theericrhodes.com
YouTube: https://www.youtube.com/channel/UCNqLnC4Mc6nGY1ad-aLxxqw
TikTok: https://www.tiktok.com/@djericrhodes
Featured in this episode:
Kit: https://www.kit.com
Ampersand Studios: https://ampersandstudios.co
Patreon: https://www.patreon.com
SitePoint: https://www.sitepoint.com
Whisper: https://github.com/openai/whisper
ChatGPT: https://chat.openai.com
In this episode, I sit down with Jay Singh, founder of Casper Studios, to explore how AI voice agents are transforming how we create, communicate, and collect information.
We dive into how Jay helped Kit’s team automate workflows with voice-based AI, why voice will soon replace typing entirely, and how creators can use tools like Whisper Flow and ElevenLabs to turn ideas into finished content faster. Jay also gives a live demo, showing exactly how to build a working AI voice agent from scratch.
Timestamps:
00:00 Introduction
01:10 Hitting a $2M run rate with AI implementation
03:34 How Kit’s team uses AI to build internal tools
05:11 Building an automation culture with AI education
06:48 Why voice will replace typing
09:21 The Apple example and how voice got good again
12:16 Why speaking first creates more authentic content
18:52 The power of transcripts as creative building blocks
22:06 Using voice to collect team insights and automate discovery
26:22 Live demo: building a working AI voice agent
33:02 Setting guardrails and testing your AI agent
40:24 How creators can integrate voice feedback loops
47:48 How AI changes human interaction and trust
50:01 Practical next steps for creators using voice
54:15 Final takeaways and what’s next for Casper Studios
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
Follow Jay:
LinkedIn: https://www.linkedin.com/in/jaysingh10125
X: https://x.com/JSingh_08
Website: https://casperstudios.xyz
Featured in this episode:
Casper Studios: https://casperstudios.xyz
Kit: https://www.kit.com
ElevenLabs: https://elevenlabs.io
Wispr Flow: https://wisprflow.ai
In this episode, I sit down with Jessica Miller, business strategist and founder of Jessica Miller Coaching, to uncover four keys that will help you unlock $100K in hidden profit inside your existing business.
Jessica shares how to identify the “Hell Yes” offer that energizes you and your audience, simple add-ons and bundles that boost profit instantly, and how to reactivate past clients and turn referrals into a predictable growth system. We also dive into real client examples—from $80-an-hour coaches turning into $30K earners, to brick-and-mortar shops doubling revenue overnight.
If you want to find the hidden money already inside your business, this episode is your roadmap.
Timestamps:
00:00 Introduction
01:10 Jessica’s journey from pharmacist to business strategist
04:11 Leaving corporate after a health crisis and starting over
06:19 Why so many entrepreneurs struggle with profit
08:21 The key to more profit is doing better, not more
09:17 The first lever: creating your “Hell Yes” offer
13:25 How pricing and positioning change everything
17:16 Client example: the concert pianist who sold $30K in six weeks
21:41 Turning a low-ticket membership into a $120K cohort program
24:26 The second lever: add-ons and bundles
30:29 How tiered pricing can 2–3x your income
34:10 The third lever: reactivation—selling to warm leads again
37:46 The candle bar business that grew 76% year-over-year
43:10 The hidden cost of your energy and how to optimize it
46:54 Capturing contact info to reactivate clients
53:31 The fourth lever: referrals and the “plus one” SOP
59:10 Building referral systems into your business
01:03:00 Measuring results and optimizing every flywheel
01:10:00 Jessica’s worksheet to uncover hidden profit
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
Follow Jessica:
Jessica's Free Worksheet : https://jessicamillercoaching.com/nathan
Website: https://www.jessicamillercoaching.com
Instagram: https://www.instagram.com/jessicadioguardimiller
LinkedIn: https://www.linkedin.com/in/jessica-miller-coaching-growth-consultant
Featured in this episode:
Jessica's Free Worksheet : https://jessicamillercoaching.com/nathan
Jessica Miller Coaching: https://www.jessicamillercoaching.com
Kit: https://www.kit.com
In this episode, I sit down with Erin Green, founder of Audacious Labs, to break down how to design a course that actually changes behavior.
Erin spent 15 years inside agencies building programs for IKEA, Google, and Amazon before developing her framework for turning expertise into transformative learning experiences. We dive deep into what makes most courses flop, how to create real outcomes for students, and how to use AI to design and validate better programs faster.
If you’re building a course or product that needs to deliver real results, this episode will show you exactly how to do it.
Timestamps:
00:00 Introduction
02:45 Why most courses fail to create results
07:31 The five stages of Hook to Habit: Hook, Start, Build, Flow, Habit
11:22 Creating easy wins to build momentum
14:30 Feedback loops and building confidence
17:57 Flow and skill mastery
24:22 Using behavioral design to make learning stick
31:09 The power of pre-selling and running workshops
35:23 Designing your learning journey backwards
39:55 The importance of bad examples in learning
43:14 Why confidence comes before competence
47:32 Designing opportunities for practice and feedback
56:19 Using AI to organize and refine your ideas
01:04:37 Choosing the right platform and testing small
01:13:00 The biggest mistake course creators make
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
Follow Erin:
LinkedIn: https://www.linkedin.com/in/er-green
Website: https://www.audaciouslabs.io
Featured in this episode:
Audacious Labs: https://www.audaciouslabs.io
Kit: https://www.kit.com
Highlights:
09:12 – Why your competition isn’t other courses, it’s Netflix
14:30 – Building confidence through feedback loops
24:22 – Behavioral design tactics that make learning stick
56:19 – How to use AI to refine and structure your course ideas
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 Introduction
01:15 Frannie’s 16-year journey with Ampersand
04:00 Buying out her business partner and reinventing
07:05 Balancing recurring revenue and one-off projects
10:30 Delegating fulfillment and avoiding bottlenecks
13:55 Building systems and hiring contractors
17:30 The role of values and culture in small teams
22:10 Lessons from managing people and avoiding drama
27:30 Productizing services vs. custom work
33:00 Smarter hiring with test projects
39:30 Landing and qualifying clients the right way
52:30 Retaining clients and handling tough situations
59:45 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/nathanbarry
LinkedIn: https://www.linkedin.com/in/nathanbarry
X: https://twitter.com/nathanbarry
YouTube: https://www.youtube.com/@thenathanbarryshow
Website: https://nathanbarry.com
Follow Frannie:
Instagram (personal): https://www.instagram.com/frannie_pack
LinkedIn: https://www.linkedin.com/in/frannie-wilson
Ampersand Studios (Instagram): https://www.instagram.com/ampersand_studios
Ampersand Studios (Website): https://ampersand-studios.com
Featured in this episode:
Ampersand Studios (Instagram): https://www.instagram.com/ampersand_studios
Ampersand Studios: https://ampersand-studios.com/
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 Introduction
01:17 Lily’s backstory and why she left the classroom
04:43 From teacher to curriculum developer
07:15 How free classes built her first audience
10:26 Creating the Curriculum Development Foundations program
13:19 Building a two-sided business: teachers and agency
16:28 Mapping the Educator Forever flywheel
19:35 Revenue growth
23:05 Where the business plateaued and why
26:31 Increasing project size and repeat contracts
30:56 The case for hiring salespeople
34:20 Finding focus by niching down in K–5 curriculum
38:29 Exploring recurring and higher-paying projects
42:18 Selling into schools as a future growth path
46:55 Balancing opportunities with clear priorities
50:12 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/nathanbarry
LinkedIn: https://www.linkedin.com/in/nathanbarry
X: https://twitter.com/nathanbarry
YouTube: https://www.youtube.com/@thenathanbarryshow
Website: https://nathanbarry.com
Follow Lily:
Website: https://educatorforever.com
Instagram: https://www.instagram.com/educatorforever
LinkedIn: https://www.linkedin.com/in/lily-jones-b940457b
Featured in this episode:
Educator Forever: https://educatorforever.com
Educator Forever Agency: https://educatorforeveragency.com
Kit: https://www.kit.com
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 Introduction
02:05 Kristin’s backstory: medicine, family, and near-death experiences
05:57 How comedy and satire became a business
07:01 Growing to 1.2M revenue with skits, podcasts, and shows
10:39 The big goal: scaling to $10M
14:01 Breaking down all current revenue streams
17:21 Skits as the foundation of the business
20:59 Building a small but mighty team
22:25 The dream hire: data and analytics
24:22 Exploring licensing and education opportunities
29:15 Managing inbound opportunities and “dreamer” ideas
33:32 The problem with too many projects at once
37:59 Sponsorships, keynotes, and cashflow challenges
43:25 Why a productized service or agency model could scale
48:55 Pricing tiers and the $3K vs $5K agency offer
52:04 How licensing and agency ideas connect
59:10 What the team would need to reach $1M in agency revenue
01:03:29 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/nathanbarry
LinkedIn: https://www.linkedin.com/in/nathanbarry
X: https://twitter.com/nathanbarry
YouTube: https://www.youtube.com/@thenathanbarryshow
Website: https://nathanbarry.com
Follow Kristin & Glaucomflecken:
Website: https://glaucomflecken.com
Instagram: https://www.instagram.com/ladyglaucomflecken
LinkedIn: https://www.linkedin.com/in/ladyglaucomflecken
X: https://x.com/lglaucomflecken
Podcast: https://glaucomflecken.com/podcast
Featured in this episode:
Glaucomflecken: https://glaucomflecken.com
The Glaucomflecken Podcast: https://glaucomflecken.com/podcast
Kit: https://www.kit.com
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 Introduction
01:00 The three ways of running a business: scattered, linear, flywheel
02:43 The three laws of flywheels: flow, ease, growth
04:37 The Million Subscriber Flywheel (Sahil Bloom case study)
07:29 How sponsorships and reinvestment compound growth
10:02 How to measure flywheels in 15 minutes a week
13:04 The Direct Sales Flywheel that scaled Kit
16:23 Why concierge migrations unlocked growth
17:43 Real-world flywheels and compounding effort
18:21 The Podcast Production Flywheel
20:57 Fixing friction with tools and teleprompters
21:59 The five steps to building your own flywheel
23:40 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/nathanbarry
LinkedIn: https://www.linkedin.com/in/nathanbarry
X: https://twitter.com/nathanbarry
YouTube: https://www.youtube.com/@thenathanbarryshow
Website: https://nathanbarry.com
Featured in this episode:
Creator Flywheels: https://creatorflywheels.com
Kit: https://www.kit.com
Creator Network: http://creatornetwork.com
SparkLoop: https://www.sparkloop.app
Sahil 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 Introduction
01:00 The three ways of running a business: scattered, linear, flywheel
02:43 The three laws of flywheels: flow, ease, growth
04:37 The Million Subscriber Flywheel (Sahil Bloom case study)
07:29 How sponsorships and reinvestment compound growth
10:02 How to measure flywheels in 15 minutes a week
13:04 The Direct Sales Flywheel that scaled Kit
16:23 Why concierge migrations unlocked growth
17:43 Real-world flywheels and compounding effort
18:21 The Podcast Production Flywheel
20:57 Fixing friction with tools and teleprompters
21:59 The five steps to building your own flywheel
23:40 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/nathanbarry
LinkedIn: https://www.linkedin.com/in/nathanbarry
X: https://twitter.com/nathanbarry
YouTube: https://www.youtube.com/@thenathanbarryshow
Website: https://nathanbarry.com
Featured in this episode:
Creator Flywheels Course: https://creatorflywheels.com
Kit: https://www.kit.com
Creator Network: http://creatornetwork.com
SparkLoop: https://www.sparkloop.app
Sahil Bloom: https://www.sahilbloom.com
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 Introduction
01:11 Why creators get stuck below $1M
04:43 Betting your business on what used to work
07:44 Search, AI, and the future of traffic
13:28 Believing another business model will be easier
18:55 The grass-is-greener trap explained
27:13 Letting risk aversion kill your momentum
33:49 Playing out the worst-case scenario
40:23 Moving on too fast from what is working
49:43 Building systems vs chasing new ideas
55:25 Hiring without stepping into leadership
01:03:16 How to lean into conflict and feedback
01:07:21 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/nathanbarry
LinkedIn: https://www.linkedin.com/in/nathanbarry
X: https://twitter.com/nathanbarry
YouTube: https://www.youtube.com/@thenathanbarryshow
Website: https://nathanbarry.com
Follow Barrett:
Podcast: https://goodworkshow.com
LinkedIn: https://www.linkedin.com/in/barrettabrooks
X: https://twitter.com/barrettabrooks
Instagram: https://www.instagram.com/coachbarrettbrooks
Website: https://barrettbrooks.com
Featured in this episode:
Good Work Show: https://goodworkshow.com
Barrett Brooks: https://barrettbrooks.com
Kit: https://www.kit.com
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 Introduction
01:08 Finding SaaS ideas as a non-technical founder
07:36 Mapping out a creator business from scratch
18:25 Building a music career today vs streaming revenue
22:58 The power of storytelling and setting public goals
29:18 Newsletter growth strategies and creator pods
35:54 Identifying blue oceans in crowded markets
41:58 Gathering customer feedback the right way
48:32 Choosing the right early hires in today’s AI-driven world
50:46 Biggest strategic mistakes and lessons learned
01:03:40 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/nathanbarry
LinkedIn: https://www.linkedin.com/in/nathanbarry
X: https://twitter.com/nathanbarry
YouTube: https://www.youtube.com/@thenathanbarryshow
Website: https://nathanbarry.com
Follow Haley:
Instagram: https://www.instagram.com/haleyjani
LinkedIn: https://www.linkedin.com/in/haley-janicek
X: https://x.com/haleyjanicek
Featured in this episode:
Kit: https://www.kit.com
Creator Network: https://kit.com/creator-network
Craft + Commerce: https://kit.com/conference
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 Introduction
01:00 Ryan’s journey from jail to a new path
05:15 Studying ministry, computer science, and philosophy
09:20 From nonprofits to launching Pray.com
13:05 How Pray.com scaled to 19M downloads
16:21 The double flywheel model of B2C and B2B
21:29 Pastors as the most prolific content creators
25:15 Derivative content and monetization strategies
29:41 What creators can learn from in-person community
34:10 Dave Ramsey and mission-driven business models
40:12 Evergreen content and repurposing systems
47:00 How Pray.com leverages AI for translation and media
55:10 Building AI Bible and reimagining storytelling
01:00:00 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/nathanbarry
LinkedIn: https://www.linkedin.com/in/nathanbarry
X: https://twitter.com/nathanbarry
YouTube: https://www.youtube.com/@thenathanbarryshow
Website: https://nathanbarry.com
Follow Ryan:
LinkedIn: https://www.linkedin.com/in/purpose
Pray.com: https://www.pray.com
Featured in this episode:
Pray.com: https://www.pray.com
AI Bible: https://www.aibible.com
Dave Ramsey: https://www.ramseysolutions.com
Kit: https://www.kit.com
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 Introduction
01:10 The challenge of scaling a PR agency past $1M
05:28 Why retainers cap growth potential
09:22 Turning strategy into a scalable product
14:33 Building the first version of a productized offer
19:18 Pricing visibility outcomes instead of hours
23:41 The mindset shift for moving beyond custom services
28:05 Designing a low-overhead path to $5M
33:27 Structuring a scalable offer ladder
39:15 Simplifying client delivery without losing value
44:58 The role of personal brand in agency growth
50:10 How to transition clients from retainer to productized model
54:46 Setting up the systems to sustain scale
01:00:12 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/nathanbarry
LinkedIn: https://www.linkedin.com/in/nathanbarry
X: https://twitter.com/nathanbarry
YouTube: https://www.youtube.com/@thenathanbarryshow
Website: https://nathanbarry.com
Follow Caitlin:
Website: https://fullswingpr.com
LinkedIn: https://www.linkedin.com/in/caitlincopple
Instagram: https://www.instagram.com/caitlin_copple
X: https://x.com/caitlincopple
Featured in this episode:
Full Swing PR: https://fullswingpr.com
Kit: https://www.kit.com