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Artificial Intelligence
Entrepreneurship
Leadership
Marketing
Business Growth
Customer Experience
Storytelling
Business Coaching
Personal Development
Leadership Development
Personal Branding
Emotional Intelligence
Coaching
Branding
Agentic AI
Work-Life Balance
Technology
Digital Advertising
Franchising
Time Management

The Thoughtful Entrepreneur features candid, commercial-free conversations with the founders, CEOs, and B2B leaders building the companies and ideas shaping their industries. Each episode runs 15-25 minutes, built for busy professionals who want substance without the filler. Guests include agency owners, consultants, coaches, and executives with real stories, hard-won lessons, and specific insight... more

PublishesDailyEpisodes2000Founded8 years ago
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BusinessManagementEntrepreneurship

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Artwork for The Thoughtful Entrepreneur

Latest Episodes

Dismantling the "Heroic Lawyering" Trap: Architectural Systems and Financial Scaling with Brooke Lively

In a recent episode of The Thoughtful Entrepreneur Podcast, host Josh Elledge sat down with Brooke Lively, the founder of Scaling Law, to unpack ... more

The Data-Driven Executive: Measuring Behavioral Impact and Cultivating Resilience with Shaheena Janjuha-Jivraj

In a recent episode of The Thoughtful Entrepreneur Podcast, host Josh Elledge sat down with Shaheena Janjuha-Jivraj, a globally recognized... more

The Architecture of Scale: Optimizing Conversion Funnels and CEO Mindset with Maggie Perotin

In a recent episode of The Thoughtful Entrepreneur Podcast, host Josh Elledge sat down with Maggie Perotin, a premier business and leadership coach and the ... more

The Persona Paradox: Overcoming Saturated Attribution and Decoding Consumer Intent with Brice McBeth

In a recent episode of The Thoughtful Entrepreneur Podcast, host Josh Elledge sat down with Brice McBeth, the Founder and CEO of Reap Commerce, to d... more

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SmartLess
SmartLessJason Bateman, Sean Hayes, Will Arnett

Recent Guests

Tom DuFore
CEO of Big Sky Franchise Team
Big Sky Franchise Team
Episode: 2453 - Turning Businesses into Thriving Franchises with Big Sky Franchise Team's Tom DuFore
Doug Johnston
Author of Choosing Emotions, CEO at Five Management LLC (litigation support)
Five Management LLC
Episode: 2452 - Embracing Life’s Challenges Through Emotional Strength and Humor with Doug Johnston
Lizzie Benton
Founder of Liberty Mind, Progressive Culture Coach, Make It Thrive podcast host
Liberty Mind
Episode: 2451 - Progressive Culture Coaching Transforming Organizations Through Decentralized Decision-Making Liberty Mind's Lizzie Benton
Mark Rampolla
Co-founder and managing partner at Ground Force Capital; founder of ZICO Coconut Drink
Ground Force Capital; ZICO Coconut Water
Episode: 2450 - Building Entrepreneurial Freedom Through Strategic Leadership with Mark Rampolla
Chad Coe
Founder and owner of COE Financial Group
COE Financial Group
Episode: 2449 - A Thoughtful Entrepreneur’s Guide to Financial Planning, Investing, and Living Abundantly with COE Financial Group's Chad Coe
Jillian Bailey
Founder of Inspired Growth
Inspired Growth
Episode: 2448 - Creating Clarity and Structure for Service-Based Entrepreneurs with Inspired Growth's Jillian Bailey
Konstantin Klyagin
Founder of Redwerk
Redwerk (and QAwork)
Episode: 2447 - Advancing Software Development Through AI and Quality Assurance with Redwerk's Konstantin Klyagin
Heather Hargrove
Operational leader and consultant
HeatherHargrove.com
Episode: 2446 -Unlocking Founder Freedom Through Operational Systems and Smart Processes with Heather Hargrove
Ebie Lynch
Lieutenant Governor Candidate, California
California political campaign
Episode: 2445 - A Journey of Service Focused on Transparency and Real Solutions with Ebie Lynch

Host

Josh Elledge
Host of The Thoughtful Entrepreneur

Reviews

4.9 out of 5 stars from 131 ratings
  • Top Notch Entrepreneur Show!

    This is a high quality show for entrepreneurs! Josh is a remarapkle interviewer, pulling out the practical stuff and the strategy behind business. If you want to actually learn something in under 30 minutes, this is the show!

    Apple Podcasts
    5
    Ozeal
    United Statesa month ago
  • informative podcast..

    This was such an insightful episode to listen to, especially the focus on protecting capital before chasing aggressive returns. I liked how the conversation emphasized strategy, patience, and alignment with long-term goals rather than quick financial wins

    Apple Podcasts
    5
    Mary Burruss
    United States2 months ago
  • Outstanding interviewer

    I was lucky enough to be interviewed by Josh, he is a top professional who has perfected the craft of podcast hosting! Well done, Josh!

    Apple Podcasts
    5
    Jimjimma5
    United States4 months ago
  • Must-listen

    Josh has great conversations that hook you in with someone’s real life outside of work and then give you real tips to help you in building your business intentionally.

    Apple Podcasts
    5
    Antipasti13
    United States5 months ago
  • Smart, Real

    Sharp, heartfelt insights in just 15–25 minutes each day. You can’t beat that! Immediate thought-provoking information with from high-level B2B leaders sharing authentic stories. It’s a top-tier daily pick for growth-minded pros who value substance over hype.

    Apple Podcasts
    5
    lavhill
    United States7 months ago

Listeners Say

Key themes from listener reviews, highlighting what works and what could be improved about the show.

Listeners praise the host for thoughtful questions and practical insights.
Guests note the professional production and value offered to audiences.
Audiences appreciate concise, high-quality episodes ideal for daily routines.

Chart Rankings

How this podcast ranks in the Apple Podcasts, Spotify and YouTube charts.

Talking Points

Recent interactions between the hosts and their guests.

One Big Idea 2 - Driving Operational Excellence: Scaling Enterprises, Monetizing Attention, and Decoding Financial Truth
Q: What should brands do to prepare for AI-driven search and agent ecosystems?
Build your presence for AI agents and ensure you can be discovered and interacted with through agent-based interfaces, not just traditional websites.
One Big Idea 2 - Driving Operational Excellence: Scaling Enterprises, Monetizing Attention, and Decoding Financial Truth
Q: What makes your approach to AI agents vs. genetic AI unique?
A genetic AI is a system of agents with autonomous, proactive behavior and an ongoing execution loop, unlike a single, reactive AI agent.
One Big Idea 2 - Driving Operational Excellence: Scaling Enterprises, Monetizing Attention, and Decoding Financial Truth
Q: Demetri, tell us what you do for clients and how you differ from typical AI vendors.
We solve real problems with specific use cases, focusing on governance and safe, value-driven AI integrations rather than showcasing tech demos.
2441 - Building Human-Centered Companies Through the Power of Presence with Guild Collective's Justin Ricklefs
Q: About the two-day silence retreat. How challenging was that? Or were there moments where it was very hard?
It was a remarkable, transformative experience that was challenging at times, especially adjusting to life without a phone or laptop. Yet the simplicity and silence revealed new layers of humanity, allowed introspection, and ultimately shifted priorities and emotional clarity in a profound way.
2451 - Progressive Culture Coaching Transforming Organizations Through Decentralized Decision-Making Liberty Mind's Lizzie Benton
Q: What is a progressive culture coach?
Lizzie explains that a progressive culture coach looks beyond perks and focuses on the whole system—structures, decision-making, and practices that manifest the actual culture in an organization.

Audience Metrics

Listeners, social reach, demographics and more for this podcast.

Listeners per Episode
Gender Skew
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Interests
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Household Income
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Frequently Asked Questions About The Thoughtful Entrepreneur

What is The Thoughtful Entrepreneur about and what kind of topics does it cover?

The show features concise, practical conversations with founders, CEOs, and B2B leaders who share actionable lessons for growing and running businesses. Recent episodes center on disciplined capital strategies, regulatory compliance in service industries, biotech and longevity, leadership psychology, scalable operations with AI, AI-driven agents, franchise leadership, and modern marketing approaches like StoryBrand and UX-focused product design. Across episodes, guests emphasize practical frameworks, measurable outcomes, and authentic storytelling tailored to busy professionals seeking impact without fluff. The format tends to be short, tightly focused, and business-result driven, making it a strong fit for listeners who want clear takeaway... more

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Which podcasts are similar to The Thoughtful Entrepreneur?

These podcasts share a similar audience with The Thoughtful Entrepreneur:

1. SmartLess

How many episodes of The Thoughtful Entrepreneur are there?

The Thoughtful Entrepreneur launched 8 years ago and published 2000 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.

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What guests have appeared on The Thoughtful Entrepreneur?

Recent guests on The Thoughtful Entrepreneur include:

1. Tom DuFore
2. Doug Johnston
3. Lizzie Benton
4. Mark Rampolla
5. Chad Coe
6. Jillian Bailey
7. Konstantin Klyagin
8. Heather Hargrove

To view more recent guests and their details, simply upgrade your Rephonic account. You'll also get access to a typical guest profile to help you decide if the show is worth pitching.

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