Navigating the Complex Landscape of Modern Advertising: Insights from Maxwell Finn

In this episode of The Thoughtful Entrepreneur, host Josh Elledge sits down with Maxwell Finn, President of Unicorn Innovations. Maxwell shares expert insights into the fast-changing world of digital advertising, the psychological foundations of effective marketing, and how his company partners with brands for long-term, scalable growth. Whether you’re a seasoned business owner or an emerging entrepreneur, this episode is packed with timeless strategies and modern tactics for cutting through the noise in a crowded digital landscape.

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Unlocking the Secrets of Social Media Marketing: Insights from Emma Tessler of Ninety Five Media

In this episode of The Thoughtful Entrepreneur, host Josh Elledge chats with Emma Tessler, the Founder and CEO of Ninety Five Media. Emma shares her journey from solopreneur to agency leader, offering insight into how small businesses can scale through intentional content marketing. She also discusses the balance between creativity and data, the evolving role of social platforms, and why longer-form video is the future of digital engagement.

Finding Balance in a Digital World<...

Unlocking the Future of Smart Home Technology: Insights from Hagan Kappler, CEO of Daisy

In this episode of The Thoughtful Entrepreneur, host Josh Elledge welcomes Hagan Kappler, the founder and CEO of Daisy, a company on a mission to redefine smart home and small business technology services. Hagan shares how Daisy is creating a national brand in an otherwise fragmented industry—one that offers not just installation, but also consistent, long-term support.

Whether you're a consumer seeking a better smart home experience or an entrepreneur interested in franchise ownership, this conversation uncovers the technology trends, bu...

Embracing the Power of Learning: Insights from Gina Anderson

In this episode of The Thoughtful Entrepreneur, host Josh Elledge sits down with Gina Anderson, CEO and co-founder of Luma Brighter Learning, to discuss how learning can drive personal transformation, support resilience, and inspire innovation in an AI-powered world. Gina—also an accomplished author and learning scientist—shares her insights on why hard tasks can unlock personal breakthroughs, how to maintain creativity in an automated world, and the future of authentic learning experiences.

Why Embracing Discomfort Fuels Growth

Gina begins by refl...

2176 - Lindsey Busfield

Navigating Leadership in the Age of Digital Disruption: Insights from Mike Peterson

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In this episode of The Thoughtful Entrepreneur, host Josh Elledge speaks with Mike Peterson, founder and managing partner of Apex Consulting Partners and author of Leading in the Age of Digital Disruption. Mike brings decades of experience to this insightful conversation about the evolving demands of leadership in a technology-first world. He unpacks how leaders can stay grounded in human connection while embracing rapid change—and why these skills are critical now more than ever.

Bu...

Transforming Startup Legal Processes with Anthony Rose, Co-Founder and CEO of SeedLegals

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In this episode of The Thoughtful Entrepreneur, host Josh Elledge sits down with Anthony Rose, Co-Founder and CEO of SeedLegals, the revolutionary platform simplifying startup legal documentation. Anthony, best known as the man behind BBC iPlayer, shares his journey from digital innovator to startup legal disruptor, and how SeedLegals is saving founders time, money, and headaches by making legal processes smarter, faster, and more accessible.

Reinventing Startup Law Through Tech Innovation

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2172 - Terence Chatmon

2171 - Joseph Lee

Unlocking the Power of Emotions in Business and Life: Insights from Randy Lyman

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In this episode of The Thoughtful Entrepreneur, host Josh Elledge welcomes Randy Lyman, a physicist, mechanical engineer, entrepreneur, and author of The Third Element: The Missing Key to Activating the Law of Attraction. Randy blends decades of scientific expertise with a deep commitment to personal development, offering a compelling take on how our emotional landscape shapes success. Together, Josh and Randy explore the intersections of emotional healing, personal growth, and the misunderstood mechanics of the law...

Scaling Smarter: Jason Moss on Breaking Free from Six-Figure Plateaus

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In this episode of The Thoughtful Entrepreneur, host Josh Elledge sits down with business coach Jason Moss, an expert in helping entrepreneurs scale beyond the six-figure ceiling. Jason shares insights from his own entrepreneurial journey and highlights the key mindset and operational shifts business owners must make to achieve freedom, reduce overwhelm, and build scalable systems that support sustainable growth.

From Operator to Owner: The Mindset Shift That Changes Everything

Jason Mos...

Mastering Public Relations and Personal Branding: Insights from Bryce North

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In this episode of The Thoughtful Entrepreneur, host Josh Elledge sits down with Bryce North, CEO and founder of Don't Be a Little Pitch. Bryce shares his dynamic approach to public relations, his passion for storytelling, and his mission to help businesses craft memorable brands. The conversation offers actionable insights for entrepreneurs who want to amplify their voice, establish credibility, and build lasting trust through authentic communication.

Blending Passion and Authenticity in Communication

Digital Impact and the Human Element of AI-Driven Transformation: Insights from Steve Lucas

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In this episode of The Thoughtful Entrepreneur, host Josh Elledge sits down with Steve Lucas, CEO of Boomi and author of Digital Impact: The Human Element of AI-Driven Transformation. Steve shares his deep insights into the intersection of technology and humanity, emphasizing how leaders can navigate AI-driven transformation while keeping the human element at the center. This conversation offers practical guidance for business leaders who want to embrace AI, simplify complexity, and create meaningful change in...

Unlocking Personal Growth: Insights from Michelle Gruening on Coaching, Success, and "Stop Doomscrolling"

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In this episode of The Thoughtful Entrepreneur, host Josh Elledge welcomes Michelle Gruening, personal growth coach, keynote speaker, and author of Stop Doomscrolling. Michelle shares her inspiring journey—from working with Walt Disney World to climbing Mount Kilimanjaro—and how she now helps entrepreneurs break through limitations and achieve radical clarity. Together, Josh and Michelle dive into the importance of defining success on your own terms, combating imposter syndrome, and taking intentional action for personal and pro...

2165 - Sarah Rowan

Embracing Technology in the Trades Industry: Insights from Jenny Benbrook

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In this episode of The Thoughtful Entrepreneur, host Josh Elledge sits down with Jenny Benbrook, founder and CEO of Powerhouse Consulting Group. Jenny brings her expertise in software consulting for the trades industry to the conversation, highlighting how contractors can embrace technology to streamline operations and stay competitive. She also shares her journey of balancing family life and entrepreneurship, and offers insights on empowering women in traditionally male-dominated industries.

The Role of Technology in Tr...

2163 - Pete Neubig

Building Recurring Revenue Businesses: Insights from Amanda Northcutt

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In this episode of The Thoughtful Entrepreneur, host Josh Elledge engages in a dynamic conversation with Amanda Northcutt, founder and CEO of Level Up Creators. Amanda shares her expertise in helping coaches, consultants, and creators build businesses with stable, recurring revenue streams. This episode provides invaluable insights for anyone looking to establish a sustainable income model and grow their business in a way that doesn’t burn them out.

Level Up Creators: Helping Experts Build Susta...

Breaking Free from the Cage of Ambition: Insights from Keren Eldad

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In this episode of The Thoughtful Entrepreneur, host Josh Elledge sits down with Keren Eldad, an executive coach, professional speaker, and author of the book Gilded: Breaking Free from the Cage of Ambition, Perfectionism, and the Relentless Pursuit of More. Keren shares profound insights on the pressures faced by high achievers, societal expectations that often lead to feelings of entrapment, and the importance of prioritizing happiness and well-being over constant work and external success markers. The conversation ser...

Personal Growth and Leadership Insights with Steve Smith: A Comprehensive Guide

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In this episode of The Thoughtful Entrepreneur, host Josh Elledge sits down with Steve Smith, the founder and Business & Executive Coach of GrowthSource Coaching. Together, they dive into insightful discussions on personal growth, leadership, and how coaching can help entrepreneurs and business leaders thrive, especially in challenging times. Steve shares his expertise in leadership development and how it plays a pivotal role in achieving long-term success.

Embracing Change and Lifelong Learning

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The Power of Storytelling in Business: Insights from Kyle Gray

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In this episode of The Thoughtful Entrepreneur, host Josh Elledge sits down with Kyle Gray, an entrepreneur, bestselling author, and the founder of The Story Engine. Together, they explore how storytelling can be a game-changer for businesses, offering strategies to help professionals communicate effectively, inspire action, and drive growth. Kyle shares his journey, key lessons on personal expression, and actionable advice for leveraging storytelling to make a real impact in business.

Why Storytelling Mat...

Embracing AI Literacy in the Workplace: Insights from John Munsell

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In this episode of The Thoughtful Entrepreneur, host Josh Elledge speaks with John Munsell, CEO of Bizzuka, about the critical need for AI literacy in today’s workforce. John brings a unique perspective to the conversation, blending his Southern charm—complete with barbecue anecdotes—with forward-thinking insights on how businesses can thrive by embracing AI strategically. As AI continues to reshape industries, John’s mission is to ensure companies not only adopt the technology but fully understand how to implemen...

Damion Lupo on Entrepreneurship and Innovative Housing Solutions: A Deep Dive

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In this episode of The Thoughtful Entrepreneur, host Josh Elledge engages in a dynamic conversation with Damion Lupo, a Financial Mentor and Author, about entrepreneurship, financial literacy, and personal empowerment. Damion offers powerful insights that can guide entrepreneurs on their journey to success, covering topics from innovative construction methods to financial freedom. This post breaks down the key takeaways from the episode, providing actionable advice for listeners looking to elevate their entrepreneurial game.

E...

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2154 - Amber Gaige

2153 - Sahil Patel

2152 - Steve Gordon

2151 - Davina Frederick

2150 - Tia Warrick

2149 - Aurora Winter

Financial Clarity, Resilience, and Entrepreneurial Growth with Adam Callinan

On this episode of The Thoughtful Entrepreneur, host Josh Elledge talks with Adam Callinan, founder and CEO of Pentane and host of the podcast Growth Mavericks: Disrupting Default. In this insightful conversation, Adam shares a wealth of wisdom around financial management, mental resilience, and the power of simplifying complex business challenges. Entrepreneurs at every stage will find actionable takeaways to help strengthen both their businesses and their mindset.

Building Resilience Through Mindfulness and Routine

Adam opens up about...

Doug Hall on Innovation and Employee Engagement: A Modern Leadership Framework

On this episode of The Thoughtful Entrepreneur, host Josh Elledge speaks with Doug Hall, founder of Eureka Ranch and co-founder of Dexter Bourbon Company. With nearly four decades of experience guiding innovation for top global brands, Doug shares a powerful perspective on how leaders can drive innovation through a proactive, engaged workforce. From launching disruptive ideas with Nike and Disney to transforming the work culture at his distillery, Doug’s approach emphasizes engaging every employee to build a system that thrives on innovation.

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2145 - Nicole Powell

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2143 - Stu McLaren

2142 - Margeaux Thomas

2141 - Elzie Flenard