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 10, 2025 21 mins

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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    Mastering Stress and Nervous System Regulation for High Performance: Insights from Kristen Boss

    In this episode of The Thoughtful Entrepreneur, host Josh Elledge welcomes Kristen Boss, Founder of Sondera, executive coach, keynote speaker, and host of The Kristen Boss Podcast. Kristen dives deep into the power of nervous system regulation, helping high achievers and leaders understand how to perform sustainably under pressur...

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    Mastering Business Growth: Insights from Mark Abbott, Founder & CEO of Ninety, on Operating Systems, Culture, and Organizational Maturity

    In this episode, host Josh Elledge sits down with Mark Abbott, Founder and CEO of Ninety, for a deep dive into business operating systems, organizational culture, and the journey of scaling small and mid-sized companies. Mark—drawing on decades of experience in entrepreneurship, softw...

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    Mastering B2B SaaS Pricing: Expert Strategies from Dan Balcauski of Product Tranquility

    In this episode, host Josh Elledge sits down with Dan Balcauski, Founder and Principal Consultant of Product Tranquility, to uncover the true science behind effective B2B SaaS pricing. With over two decades in software and deep expertise in pricing strategy, Dan explains why pricing is often misunderstood, what founders consistently over...

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    Unlocking Global Talent and Founder Freedom: Insights from Sid Jashnani of Rekruuto

    In this episode, host Josh Elledge talks with Sid Jashnani, Founder of Rekruuto and certified EOS implementer, about how founders can reclaim their time, scale with confidence, and access high-performing global talent. Sid shares his personal leadership journey, his frameworks for effective delegation, and his expert perspective on hiring se...

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    Unlocking the Power of Nearshore Talent: Insights from Rob Levin of WorkBetterNow

    In this episode, host Josh Elledge talks with Rob Levin, Chairman and Co-Founder of WorkBetterNow, about how nearshore talent is transforming the way small and mid-sized businesses scale and strengthen their teams. Rob—also the host of the Great Talent Great Business podcast and author of the forthcoming New Talent Playbook—explains why nearsh...

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    From Chaos to Clarity — How To Be Limitless Helps You Lead with Discipline and Impact

    In this episode of The Thoughtful Entrepreneur, host Josh Elledge speaks with Mick Todd, high-performance coach and Founder of To Be Limitless. Mick shares powerful insights on how to unlock clarity, discipline, and high performance to create lasting success—both personally and professionally. With his background in elite coaching and lead...

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    The Science of Ethical Persuasion — Strategies to Hear “Yes” More Often with Patrick Van Der Burght

    In this episode of The Thoughtful Entrepreneur, host Josh Elledge speaks with Patrick Van Der Burght, SHIELD Certified Coach, Sydney Institute licensed trainer, and founder of Ethical Persuasion. Patrick shares how ethical persuasion—rooted in behavioral science—can drastically improve how you communicate, sell, and lead. He ...

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