The Thoughtful Entrepreneur

Updated: 19 Sep 2025 • 2275 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

How to Transition from 1:1 Coaching to Profitable Group Programs: Insights from Cailen Ascher Feeling stuck trading time for money as a coach or consultant? In this episode, Josh Elledge interviews Cailen Ascher, founder of Success Made Simple, to explore how she transitioned from one-on-one coaching to scalable, high-

18 min
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Unlocking Leadership and Decision-Making: Insights from Rick Williams In this episode, Josh Elledge sits down with Rick Williams—keynote speaker, author of Create the Future: Powerful Decision Making Tools for Your Company and Yourself, and experienced board member—to explore actionable strategies for leaders. Rick sha

20 min
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Why Writing a Book in 2025 Is a Game-Changer for Entrepreneurs: Expert Insights from Book Coach Jennifer Crosswhite In today’s fast-moving business world, standing out as a thought leader requires more than just expertise—it requires authority. In this episode of The Thoughtful Entrepreneur, host Josh Elledge sits down

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Transforming Lives and Businesses: The Power of Remote Teams with ZimWorX In a world where remote work is reshaping the way companies operate, ZimWorX is leading the charge by combining operational excellence with social impact. In a recent episode of The Thoughtful Entrepreneur, host Josh Elledge spoke with JW Oliver,

19 min
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How to Find and Secure Speaking Gigs: Expert Strategies from Dannella Burnett Are you a coach, business owner, or expert looking to grow your audience, income, and impact through speaking? In a recent podcast episode, Josh Elledge sat down with Dannella Burnett, founder of Speakers Need to Speak and Encore Elite Events

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How to Optimize Your Brand for AI Search: Expert Insights from Liudmila Kiseleva, Vertology AI Founder AI is transforming SEO, changing how brands are discovered and perceived online. In a recent episode, Josh Elledge interviewed Liudmila Kiseleva, Founder of Vertology AI, about strategies brands can use to thrive in A

24 min
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