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