The Thoughtful Entrepreneur

Updated: 12 Dec 2025 • 2350 episodes
UpMyInfluence.com

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/

Show episodes

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 yea

19 min
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19:45
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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

18 min
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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 sil

21 min
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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

23 min
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23:29
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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 glo

15 min
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15:59
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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

17 min
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