The Thoughtful Entrepreneur

The Thoughtful Entrepreneur

You’re gonna love this DAILY, commercial-free entrepreneur spotlight show. We feature CEOs and founders of 6-9 figure B2B companies. Agencies, coaches, consultants, and other leaders share not only their success stories - but their advice for business leaders focused on business growth. You’re going to hear real stories from real people all in 15-25 minutes time - perfect for your commute. On this podcast, your host, Josh Elledge encourages entrepreneurs to share not only their expertise but their stories and their hearts. We believe that every person has a unique message which can positively impact the world. Even YOU! If you’d like to be featured on The Thoughtful Entrepreneur, apply here: https://UpMyInfluence.com/guest/

Episodes

December 17, 2025 14 mins

How Comedy Builds Trust, Connection, and Stronger Leadership Teams with Elizabeth Walker

In this episode, host Josh Elledge speaks with Elizabeth Walker, host of the Dear Business Coach Podcast and a workplace communication expert who helps leaders use humor as a tool for connection and trust. Their conversation explores how comedy—when used intentionally—can break down barriers, improve communication, and create psychologi...

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    The Power of Peer-to-Peer Advisory Groups: How Jerry Brazie Helps Entrepreneurs Avoid Costly Mistakes

    In this episode, host Josh Elledge interviews Jerry Brazie, founder of The Kronos Group, to explore why entrepreneurship doesn’t have to be a lonely journey. Jerry shares how peer-to-peer advisory groups provide business owners with trusted insight, accountability, and real-world problem-solving that goes far beyond motivat...

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    How AI and Digital Transformation Are Reshaping Heavy Equipment Dealerships with Vikram Savkar

    In this episode, host Josh Elledge speaks with Vikram Savkar, CEO of VitalEdge Technologies, about how AI, ERP systems, and digital transformation are redefining heavy equipment dealerships across agriculture, construction, forestry, mining, and material handling. Vikram shares how industry-specific ERP platforms create operationa...

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    From Burnout to Alignment: How Leaders Can Thrive with Human-Centered Marketing and the Working Genius Framework

    In this episode, host Josh Elledge speaks with Allie Jones, Founder of Allie Jones Consulting, to explore her journey from burnout as a third-grade teacher to becoming a marketing strategist and business alignment coach. Allie shares why human-centered marketing matters more than ever in an AI-driven world and ex...

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    Branding as a Verb: Actionable Insights from Emily Brackett

    In this episode, host Josh Elledge speaks with Emily Brackett, Founder of Visible Logic, Inc. and the creator of Branding Compass, to explore why branding is far more than a logo or color palette. Emily explains how branding is an active, ongoing process that shapes how people perceive your business—through both tangible design elements and intangible emotional con...

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    Harnessing the Hypomanic Advantage: Leadership Insights from Todd Hagopian

    In this episode, host Josh Elledge speaks with Todd Hagopian, Executive Director of the Stagnation Intelligence Agency and author of The Unfair Advantage: Weaponizing the Hypomanic Toolbox. Todd shares his remarkable journey—from spending 15 years undiagnosed with bipolar disorder to engineering a systematic way to harness the productive power of hyp...

  • How Strategic Thinking Transforms Leadership: Insights from Charlie Curson

    In this episode, host Josh Elledge speaks with Charlie Curson, strategist, leadership coach, author, and Founder & Director of Mandarin Associates. Their conversation explores the deeper meaning of strategic thinking—beyond planning—and reveals how leaders can elevate their impact through self-awareness, open-mindedness, creativity, and influence...

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    Overcoming Insecurity in Midlife with Jaemin Frazer

    In this episode of The Thoughtful Entrepreneur, host Josh Elledge interviews Jaemin Frazer—Founder of The Insecurity Project, author of Unhindered, and host of the Unhindered Podcast. Jaemin shares why insecurity often peaks in midlife, how early childhood beliefs silently shape adult behavior, and what ambitious professionals can do to break free from self-doubt. His insi...

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    Fathers Eve: Building Community and Connection for Dads Everywhere

    In this episode, host Josh Elledge interviews John Francis, Founder of Fathers Eve, to explore how a small garage gathering grew into a nationwide movement supporting dads through connection, camaraderie, and community. John shares how Fathers Eve began organically in Minnesota and has since expanded into a global celebration held the night before Father’s D...

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    Navigating the Future of Digital Connections with Jane Kubryak


    In this episode, host Josh Elledge interviews Jane Kubryak, venture capitalist and startup scout at Social Discovery Group, to explore the future of digital connection platforms, AI companions, and the shifting venture capital landscape. Jane shares her global journey from Russia to Montenegro, her role in scouting high-potential founders, and the u...

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    How to Transform Your Construction Business: Insights from Leyah Valgardson Hostetter

    In this episode, host Josh Elledge interviews Leyah Valgardson Hostetter—Founder and Principal Consultant of Leyah&Co. Leyah shares her unique perspective on why the construction industry struggles with consistency, communication, and client satisfaction, and how business owners can fix these problems by intentionally designing a stand...

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    Unlocking High-Performance Leadership: Lessons from John Murphy on Mindful Management and Business Transformation

    In this episode, host Josh Elledge speaks with John Murphy, founder of Venture Management Consultants, Inc. and author of more than 20 books including Miracle Minded Manager. Their conversation explores the intersection of nature, spirituality, process improvement, and the art of simplifying leadership in today’...

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    How to Build a Thriving Creative Business: In-Depth Lessons from Miriam Schulman

    In this episode, host Josh Elledge sits down with Miriam Schulman, founder and CEO of Schulman Art and The Inspiration Place, to unpack the essential principles behind building a profitable and sustainable creative business. Miriam—also the author of the HarperCollins book Art, Inc.—shares her expertise on storytelling, branding, pricing, audie...

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    Building a Strong Business Foundation with Lyndsay Stafford

    In this episode, host Josh Elledge interviews Lyndsay Stafford—founder and CEO of Stafford Solutions—to explore the essential building blocks entrepreneurs often overlook. Lyndsay shares insights from her corporate retail background and her work helping small business owners create clarity, strengthen their branding, and build systems that support long-term growth....

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    Mastering Profitability and Mindset with Profit Doctor Ben

    In this episode, host Josh Elledge sits down with Dr. Ben Hansen—widely known as Profit Doctor Ben—to explore how mindset, emotional resilience, and strategic decision-making shape long-term business profitability. Dr. Hansen shares hard-earned lessons from scaling a multimillion-dollar company, experiencing burnout, and later helping hundreds of entrepreneurs break...

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    Proactive Tax Strategies for Entrepreneurs: Insights from Danielle Michel, CEO of Oro Tax Advisors

    In this episode, host Josh Elledge sits down with Danielle Michel, serial entrepreneur, CPA, and CEO/co-founder of Oro Tax Advisors, to unpack the tax strategies most business owners overlook. Danielle shares her journey from running multiple businesses to building a tax advisory firm designed to give small and mid-sized entre...

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    From AM Radios to Artificial Intelligence: Lessons on Adapting to Technological Change with Kevin Surace

    In this episode, host Josh Elledge sits down with Kevin Surace—keynote speaker, futurist, inventor, and serial entrepreneur—to explore the evolution of technology from AM radios to artificial intelligence. Kevin blends nostalgia for classic tech with practical, forward-thinking insights on AI adoption, prompting listener...

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    Insights from Avi Aflalo, CEO of Simplex Mapping Solutions

    In a recent episode of The Thoughtful Entrepreneur, host Josh Elledge interviews Avi Aflalo, CEO and Co-Founder of Simplex Mapping Solutions Ltd., to explore how advanced 3D immersive mapping is reshaping real estate development, design, planning, and sales. Drawing from his background as a marathon runner, Avi explains how endurance, preparation, and vision fuel in...

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    How AI Is Democratizing Patent Protection: Insights from Ophir Katzir, Co-Founder & CEO of senseIP

    In this episode of The Thoughtful Entrepreneur, host Josh Elledge sits down with Ophir Katzir, Co-Founder and CEO of senseIP, to explore how artificial intelligence is transforming the world of intellectual property (IP) and patent protection. With a background spanning volunteer firefighting, inventing, and startup leader...

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    The Enduring Power of Direct Mail: Expert Insights from Zairmail’s Wilson Zehr

    In this episode of The Thoughtful Entrepreneur, host Josh Elledge welcomes Wilson Zehr, Founder and CEO of Zairmail, for a deep exploration into why direct mail is still one of the most effective marketing channels in today’s digital-first world. Wilson draws from decades of experience—plus a surprising connection to competitive swimming—to illus...

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