🎙️The Thoughtful Entrepreneur Podcast
15-minute power convos with the sharpest minds in B2B 💼💡
Hosted by 30+ year veteran journalist and 2 time 7-figure entrepreneur Josh Elledge, this podcast cuts through the noise and gets straight to the good stuff. 🎯
We interview true experts: Founders, execs, and practitioners with 10+ years in the trenches so you can absorb their best ideas fast. 🏎️💨
🙌 This show is a home for thoughtful entrepreneurs…
Leaders who care deeply about their craft, their clients, and making the world better through business. I consider it an honor to celebrate and amplify their brilliance.
Josh & our podcast mascot, Levi
📊 2200+ episodes. All 6–8 figure guests.
🌎 100K+ total global audience.
✅ What you’ll get:
📈 The strategies they’re using to scale, lead, and dominate in their niche
🎓 A masterclass-level summary of their domain expertise
❌ Zero “bro” energy. Just clean, high-trust insight for seasoned professionals
🧩 Real operators. Real frameworks. Real takeaways you can use this week
👥 Our audience?
Business adults: Founders, marketers, consultants, and C-suite leaders who want smart takes from the smartest minds.
👉 If that’s you, join our global community of thoughtful listeners. If you’ve got insights worth sharing, be our guest!
Say: "Hey, Siri / Alexa/Google, Play The Thoughtful Entrepreneur Podcast."
🙏🏼 Please leave us a quick review on Apple Podcasts! 🙏🏼
LISTEN TO THE SHOW NOW:
SEE THE FULL POSTS WITH LINKS & NOTES:
2346 - Strategies for Sustainable High Performance in Business Leadership with Stagnation Intelligence Agency's Todd Hagopian
In this episode, Josh interviews Todd Hagopian, Executive Director of the Stagnation Intelligence Agency and author of The Unfair Advantage: Weaponizing the Hypomanic Toolbox. Todd shares how living 1... ...more
Business Growth & Scaling ,Entrepreneurship & Startups Networking & Relationship Building &Meaningful Connections & Sales
December 11, 2025•3 min read
2345 - Blending Critical and Creative Thinking to Build a Powerful Artistic Strategy with Mandarin Associates' Charlie Curson
In this episode, host Josh Elledge interviews strategist and leadership coach Charlie Curson, Founder and Director of Mandarin Associates, to explore what it truly means to think and lead strategicall... ...more
Business Growth & Scaling ,Entrepreneurship & Startups Networking & Relationship Building &Marketing & Branding
December 11, 2025•3 min read
2344 - The Seven Essential Practices to Overcome Insecurity in Midlife with The Insecurity Project's Jaemin Frazer
In this episode, host Josh Elledge interviews Jaemin Frazer, Founder of The Insecurity Project and author of Unhindered, about how insecurity often resurfaces and intensifies during midlife. Jaemin sh... ...more
Business Growth & Scaling ,Entrepreneurship & Startups Networking & Relationship Building &Meaningful Connections & Sales
December 10, 2025•4 min read
2343 - A Unique Celebration for Dads to Connect, Share, and Recharge with Fathers Eve's John Francis
In this episode, host Josh Elledge interviews John Francis, Founder of Fathers Eve, about how a simple garage gathering evolved into a nationwide movement encouraging dads to connect and celebrate fat... ...more
Business Growth & Scaling ,Entrepreneurship & Startups &Networking & Relationship Building
December 09, 2025•3 min read
2342 - What a Leading Venture Capitalist Reveals About AI Companions and Startup Success with Social Discovery Group's Jane Kubryak
In this episode, Josh Elledge interviews Jane Kubryak, a venture capitalist and startup scout at Social Discovery Group, who shares her journey from Russia to Montenegro along with her passion for sai... ...more
Business Growth & Scaling ,Entrepreneurship & Startups Networking & Relationship Building AI and Technology &Digital Age
December 08, 2025•3 min read
2341 - Streamlining Your Construction Business for Better Engagement with Leyah&Co.'s Leyah Valgardson Hostetter
In this episode, host Josh Elledge interviews Leyah Valgardson Hostetter, Founder and Principal Consultant of Leyah&Co., about her journey from growing up on construction sites to becoming a trusted a... ...more
Business Growth & Scaling ,Entrepreneurship & Startups Networking & Relationship Building &Meaningful Connections & Sales
December 07, 2025•3 min read
Sick of B2B 'LeadGen' That Wastes Time and Doesn’t Work? 😖
We’ve launched 250+ interview podcasts for 6- and 7-figure founders just like you.
Chasing cold leads is broken 🚫 and is considered amateur behavior today. 🤢
Click to see the step-by-step system real leaders use.
My full masterclass workshop: Attraction Mastery - The FastPass to Magnetizing High-Value Partners and Clients Week After Week:
Click: Attraction Mastery Workshop in a new window. (No opt-in required.)
Watch my free video class about creating unlimited high-ticket intros:
My epic blog post about how I run a DSLR camera as a webcam:
Click to see the step-by-step system real leaders use.
Listen & Subscribe to The Thoughtful Entrepreneur
Say: “Hey, Siri / Alexa. Play The Thoughtful Entrepreneur Podcast.”
Join our community of over 130K!
UpMyInfluence © 2025
1969 S Alafaya trail PMB #230 Orlando, FL 32828
We’re Hiring! / Schedule / Rate us! / Press / Privacy & Terms of Use
The UpMyInfluence trademark is a federally registered trademark owned by UpMyInfluence, Inc. UpMyInfluence, Inc. also claims trademark rights in PodCash Leader Concierge and PodCash Leader Fast$tart. Any unauthorized use is expressly prohibited.