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🎙️The Thoughtful Entrepreneur Podcast

15-minute power convos with the sharpest minds in business 💼💡

This show is built for founders, executives, and operators who care deeply about their craft and want ideas they can actually use.

Every episode is a focused, thoughtful conversation with experienced leaders who are actively in the trenches.

No fluff. No theory for theory’s sake.

Just real insights from people doing the work.

Many listeners discover this show while researching a problem they’re trying to solve or a leader they’re considering learning from.

My role is simple: make the introduction meaningful, human, and worth your time.

Josh Elledge
Host of The Thoughtful Entrepreneur. Veteran journalist with 3,000+ media appearances, founder of UpMyInfluence and PodVerified, and builder of multiple 7-figure businesses powered by podcasting and media.

📊 2,300+ episodes featuring 6–8 figure leaders

🌍 100k+ global audience across platforms

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 clear, high-trust insight for seasoned professionals

  • 🌱 Real operators. Real frameworks. Real takeaways you can use immediately

👥 Our audience?

Thoughtful professionals: Founders, executives, and experienced operators who want smart takes from people who’ve actually done the work.

👉 If that’s you, welcome to our global community of thoughtful listeners. If you’ve got insights worth sharing, we’d love to have you as a guest.

Interested in being a guest?

We don’t use traditional applications anymore.

PodVerified makes guest selection simple, fair, and spam-free for everyone.

It takes just a few minutes to complete. Once you do:

• We’re automatically notified

• We can quickly see if there’s a strong fit for this show

• And if there is, we’ll reach out directly to schedule

Bonus: Once your free PodVerified profile is created, you’ll also be visible to hundreds of other podcast hosts who use PodVerified to find the right guests for their shows.

No back-and-forth. No pitching. Just a clear, easy next step.

Free • No pitching • No obligation

⏱️ Takes about 2–3 minutes

⚙️ Free & Fully automated

🔔 We proactively reach out with scheduling and next steps if there’s a fit

Listen & Subscribe to The Thoughtful Entrepreneur

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🙏🏼 Please leave us a quick review on Apple Podcasts! 🙏🏼

SEE THE FULL POSTS WITH LINKS & NOTES:

2383 - Exploring the Future of Digital Advertising Through AI, Strategy, and Human Creativity with Metadata’s Lisa Sharapata

In this episode, Josh Elledge interviews Lisa Sharapata, CMO of Metadata, an AI-driven digital advertising platform. Lisa shares her personal interests, like water ink painting, before discussing how ... ...more

Business Growth & Scaling ,Entrepreneurship & Startups Networking & Relationship Building Meaningful Connections & Sales AI and Technology &Digital Age

March 13, 20265 min read

2383 - Exploring the Future of Digital Advertising Through AI, Strategy, and Human Creativity with Metadata’s Lisa Sharapata

2382 - Why Yelling at Referees Mirrors the Reality of Software Development Resilience with Apsis Labs' Wyatt Kirby

In this episode, host Josh Elledge interviews Wyatt Kirby, Founder of Apsis Labs, a custom software development company specializing in secure, compliant solutions for regulated industries like health... ...more

Business Growth & Scaling ,Entrepreneurship & Startups Networking & Relationship Building AI and Technology &Digital Age

March 10, 20265 min read

2382 - Why Yelling at Referees Mirrors the Reality of Software Development Resilience with Apsis Labs' Wyatt Kirby

2381 - Boosting Advertising Performance Through AI with Plurio’s Seva Ustinov

In this episode, the host interviews Seva Ustinov, Founder & CEO of Plurio, an AI-driven platform for optimizing digital advertising. Seva shares his passion for pickleball before explaining how Pluri... ...more

Business Growth & Scaling ,Entrepreneurship & Startups Networking & Relationship Building Meaningful Connections & Sales &AI and Technology

March 09, 20264 min read

2381 - Boosting Advertising Performance Through AI with Plurio’s Seva Ustinov

2380 - Smart Tax Strategies for Business Owners Using Trusts with Sally Gimon

In this episode, host Josh Elledge interviews tax strategist Sally Gimon about advanced tax-saving strategies for business owners. Sally shares her journey from real estate to tax advocacy and explain... ...more

Business Growth & Scaling ,Networking & Relationship Building Marketing & Branding &Meaningful Connections & Sales

March 09, 20265 min read

2380 - Smart Tax Strategies for Business Owners Using Trusts with Sally Gimon

2379 - Building Organizational Health Through Leadership and Team Culture with The Intention Collective’s Stacey Bailey

In this episode, host Josh Elledge interviews Stacey Bailey, Senior Consultant at The Intention Collective and executive coach. Stacey shares her new hobby of embroidery and how it helps her practice ... ...more

Business Growth & Scaling ,Entrepreneurship & Startups Networking & Relationship Building Meaningful Connections & Sales &AI and Technology

March 08, 20264 min read

2379 - Building Organizational Health Through Leadership and Team Culture with The Intention Collective’s Stacey Bailey

2378 - Compassionate Leadership and Grief Support in the Workplace with AGRA’s Carl Manlan

In this episode, Josh Elledge interviews Carl Manlan, Head of Partnerships at AGRA, poet, and podcast host. Carl discusses his daily writing practice, his poetry book I Can Breathe—which explores grie... ...more

Business Growth & Scaling ,Entrepreneurship & Startups Networking & Relationship Building &Meaningful Connections & Sales

March 07, 20264 min read

2378 - Compassionate Leadership and Grief Support in the Workplace with AGRA’s Carl Manlan

2377 - The Transformative Power of Asking and Listening with Empathy with Lushin's Shad Tidler

In this episode, host Josh Elledge interviews Andrew Schulkind, founder and Digital Strategist of Andigo, a digital marketing agency focused on mission-driven businesses. Andrew shares his passion for... ...more

Business Growth & Scaling ,Entrepreneurship & Startups Networking & Relationship Building &Meaningful Connections & Sales

March 05, 20265 min read

2377 - The Transformative Power of Asking and Listening with Empathy with Lushin's Shad Tidler

2376 - Safety Tips for Biking and Marketing in Inclement Weather with Andigo's Andrew Schulkind

In this episode, host Josh Elledge interviews Andrew Schulkind, founder and Digital Strategist of Andigo, a digital marketing agency focused on mission-driven businesses. Andrew shares his passion for... ...more

Business Growth & Scaling ,Entrepreneurship & Startups Networking & Relationship Building Meaningful Connections & Sales &AI and Technology

March 04, 20264 min read

2376 - Safety Tips for Biking and Marketing in Inclement Weather with Andigo's Andrew Schulkind

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