The Nathan Barry Show

What does it take to scale a business to a multi-million dollar enterprise and beyond, all while maintaining profitability and a thriving culture? Chandler Bolt, founder of selfpublishing.com sits down in his bustling office to reveal the crucial shifts and strategic insights that propelled his company from the initial million-dollar milestone to hitting the ambitious $10 million mark and charting...

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 wi...

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 levera...

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 follower...

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 plat...

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...

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, wh...

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 understandi...

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...

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: d...

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 fast...

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...

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...

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 tak...

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 te...

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 a...

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...

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 see...

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-t...

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...

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 ch...

In this episode, I sit down with Pat Flynn, entrepreneur, podcaster, and founder of Smart Passive Income, to talk about how creators can build long-term, resilient businesses by putting relationships and community first. We dive into how Pat went from architect to online entrepreneur, his journey to building multiple 7-figure income streams, and why his approach has always focused on trust before...

In this episode, I sit down with Rose Griffin, founder of ABA Speech, to map out how she can scale her $210,000-a-year business serving speech therapists and BCBAs to over $1 million in annual revenue. We break down how Rose grew a membership of 500 members, the unique value of offering continuing education credits, and how she can use group sales and direct outreach to grow faster. Rose also shar...

In this episode, I sit down with Chris Donnelly to break down how he built a $10M-a-year business with no sales team and no paid ads—powered entirely by content and personal brand. We dive into how Chris grew from 0 to 1M+ LinkedIn followers in two years, his system for publishing high-quality content at scale, and why creating more volume (not perfection) can unlock massive growth. Chris also sha...

In this episode, I sit down with Jay Clouse, founder of Creator Science and one of the top thinkers in the creator economy, to talk about how to build sustainable memberships, price high-ticket offers, and stay ahead of AI disruption. We dig into Jay’s insights from 250+ creator interviews, the future of online courses, and how group coaching programs quietly outperform larger audiences. Jay share...