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Artwork for The Thoughtful Entrepreneur
Entrepreneurship
Artificial Intelligence
Leadership
Leadership Development
Business Growth
Marketing
Personal Development
Customer Experience
Storytelling
Coaching
E-Commerce
Business Coaching
Personal Branding
Digital Advertising
Emotional Intelligence
Linkedin
Uncertainty
Time Management
Branding
Agentic AI

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
Number of ListenersCategories
ManagementEntrepreneurshipBusiness

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Artwork for The Thoughtful Entrepreneur

Latest Episodes

The Neuroscience of Resilience: Building Pressure-Proof Leadership with Claire Hayek

In a recent episode of The Thoughtful Entrepreneur Podcast, host Josh Elledge sat down with Claire Hayek, the founder of mspteambuilding.ca, neuro-leadership expert... more

Scaling with Intention: Building the Modern Operating System with Damon Flowers

In a recent episode of The Thoughtful Entrepreneur Podcast, host Josh Elledge sat down with Damon Flowers, the Founder of modernoperators.com, to discuss the structural ... more

The Future of Agency: Unlocking Business Potential with Jake George

In a recent episode of The Thoughtful Entrepreneur Podcast, host Josh Elledge sat down with Jake George, the Founder of Agentic Brain, to dismantle the hype around artificial intell... more

Mastering Modern Leadership: Strategic Growth and Performance with Tom LeNoble

In a recent episode of The Thoughtful Entrepreneur Podcast, host Josh Elledge sat down with Tom LeNoble, the Founder and CEO of Tom LeNoble Consulting, to discuss the cri... more

Key Facts

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Recent Guests

Claire Hayek
Founder MSP Team Building
MSP Team Building
Episode: 2424 - The Neuro Leadership Edge for Mental Fitness and Executive Success with MSP Team Building's Claire Hayek
Damon Flowers
Founder of Modern Operators
Modern Operators
Episode: 2423 - Building Scalable SMBs Through Structured Systems and AI with Modern Operators' Damon Flowers
Jake George
Founder of Agentic Brain
Agentic Brain
Episode: 2422 - Moving Beyond Chatbots to Build AI Agents That Understand Your Company with Agentic Brain's Jake George
Tom LeNoble
Confidential advisor to founders and leaders; CEO of Academy for Coaching Excellence; author
Opening Pathways Collective / Opening Pathways Publishing
Episode: 2421 - Discovering Purpose and Power Through Life-Changing Challenges with Tom LeNoble
Dr. Steve Whiteside
Founder of Franchise Leadership Center
Franchise Leadership Center
Episode: 2420 - The Path to Franchisee Success Through Purpose, Balance, and Leadership with Franchise Leadership Center's Steve Whiteside
Scott Doggett
Founder of the National Academy of Leadership Development
National Academy of Leadership Development
Episode: 2419 - Servant Leadership Unlocking Employee Potential for Team Success with National Academy of Leadership Development's Scott Doggett
Holly Fisher
Founder and CEO of Fisher Creative
Fisher Creative
Episode: 2418 - Helping Businesses Clarify Their Message and Boost Engagement with StoryBrand's Holly Fisher
Samantha Parrinello
Executive coach, business strategist, marketing expert
samanthaparrinello.com
Episode: 2417 - Execution Beats Strategy for High Achievers Seeking More Time and Energy with Samantha Parrinello
Sara Gilbert
Professional speaker, trading consultant, award-winning business strategist and mindset coach
Sara Gilbert Coaching
Episode: 2416 - Improving Business Relationships by Mastering Communication Styles with Sara Gilbert

Host

Josh Elledge
Host of a podcast focusing on entrepreneurship and B2B lead generation, with a wealth of experience conducting interviews and helping launch various podcasts.

Reviews

4.9 out of 5 stars from 129 ratings
  • 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 States2 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 States4 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 States5 months ago
  • Great interview, and amazing conversation!

    Loved hopping on the pod with Josh a few days back. Really enjoyed our conversation as it wasn’t the same old questions I usually get asked! Great guy, and the podcasts he produces are great. Cheers

    Apple Podcasts
    5
    nvguy2009
    United States10 months ago
  • Josh is the real deal

    Josh is truly a thoughtful entrepreneur. I’ve known him for many years and find him to be a genuine curious person completely dedicated to helping other people find success. This is a quality podcast and I am honored to have been a guest on it.

    Apple Podcasts
    5
    RoyBianc
    United States10 months ago

Listeners Say

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

Overall, feedback suggests that the podcast serves as a valuable resource for business leaders looking to enhance their professional knowledge and networks.
Reviewers appreciate the concise format, allowing for quick yet informative sessions that fit into busy schedules.
The host is often commended for his insightful questioning and ability to draw out personal narratives that resonate with the audience.
Listeners praise the engaging nature of the conversations, highlighting the authenticity and depth of the topics discussed.

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Talking Points

Recent interactions between the hosts and their guests.

2423 - Building Scalable SMBs Through Structured Systems and AI with Modern Operators' Damon Flowers
Q: Can you summarize what Modern Operators does and why a core operating system matters for growth?
Modern Operators helps entrepreneurs replace fragmented tool stacks with a cohesive core operating system, enabling faster decisions, better margins, and scalable growth, with AI layered in later to unlock additional potential.
2419 - Servant Leadership Unlocking Employee Potential for Team Success with National Academy of Leadership Development's Scott Doggett
Q: What role does AI play in leadership culture right now, and how should it be approached?
AI should be introduced as a collaborative tool that augments human work, with leaders acknowledging fears and investing in upskilling to ensure workers feel supported rather than obsolete.
2419 - Servant Leadership Unlocking Employee Potential for Team Success with National Academy of Leadership Development's Scott Doggett
Q: How can leaders shift organizational culture to be more people-first?
Leaders should first define culture as experienced by employees, then intentionally model and reinforce behaviors that support respect, worth, and empowerment, shaping the daily stories employees tell themselves.
2419 - Servant Leadership Unlocking Employee Potential for Team Success with National Academy of Leadership Development's Scott Doggett
Q: What is servant leadership and why is it important today?
Scott describes servant leadership as putting the employee's needs first, providing tools, training, support, and respect so people can perform at their best, which in turn creates engagement and better results.
2409 - Finding Opportunity Through Fear as an Entrepreneur and Paraglider with Patrick Sweeney
Q: Aside from writing and speaking, do you coach or provide resources for others to implement these ideas in their companies?
Patrick describes his public speaking, the Buddha Workshop for scaling companies, and ongoing coaching for leadership teams, focusing on implementing cadence, decision-making loops, and structured practices to replace chaos with efficiency.

Audience Metrics

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

Listeners per Episode
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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?

This podcast features engaging, commercial-free discussions with industry leaders, including founders, CEOs, and B2B experts who share valuable insights to help listeners grow their businesses. Each episode, which typically lasts between 15 to 25 minutes, focuses on real stories, practical lessons, and actionable strategies aimed at busy professionals. High-profile guests from various sectors—like consulting, coaching, and agency ownership—offer their unique perspectives, making it an essential resource for entrepreneurs looking for substantial, no-nonsense advice. The series is characterized by a commitment to authenticity and quality discourse, catering specifically to an audience of serious B2B practitioners.

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Which podcasts are similar to The Thoughtful Entrepreneur?

These podcasts share a similar audience with The Thoughtful Entrepreneur:

1. My First Million
2. 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. Claire Hayek
2. Damon Flowers
3. Jake George
4. Tom LeNoble
5. Dr. Steve Whiteside
6. Scott Doggett
7. Holly Fisher
8. Samantha Parrinello

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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