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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

Aligning Mission and Marketing: Strategic Insights from Andrew Schulkind of Andigo

In a recent episode of The Thoughtful Entrepreneur Podcast, host Josh Elledge sat down with Andrew Schulkind, the Digital Strategist and Web Developer behind Andigo. ... more

Cultivating Joy: Leading with Less Stress and More Connection with Amy Leneker

In a recent episode of The Thoughtful Entrepreneur Podcast, host Josh Elledge sat down with Amy Leneker, Founder and CEO of Amy Leneker, to discuss the urgent need for a ... more

Navigating the Digital Shift: Maximizing Engagement and Delivery with Geoffrey Blanc

In a world where digital communication is the heartbeat of business growth, the challenge for modern entrepreneurs is no longer just sending a message—it’s ensuring... more

Navigating Talent Optimization: Strategic Staffing and Leadership with Robert Howard

In this episode of The Thoughtful Entrepreneur Podcast, host Josh Elledge speaks with Robert Howard, Director of Recruiting Operations and Executive Leadership Coac... more

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Acquired
AcquiredBen Gilbert and David Rosenthal

Recent Guests

Amy Leneker
Leadership consultant, keynote speaker, and author
Author of Cheers to Monday
Episode: 2375 - How Leaders Can Create Connection and Joy in the Workplace with Amy Leneker
Geoffrey Blanc
General Manager
Cyberimpact
Episode: 2374 - The Canadian Email Marketing Playbook for Compliance and Engagement with Cyberimpact's Geoffrey Blanc
Bob Howard
Founder of Magic Talent Solutions
Magic Talent Solutions
Episode: 2373 - Unlocking Talent and the Magic Behind Successful Recruiting with Magic Talent Solutions' Robert Howard
Gwen Bortner
Business advisor and founder of Everyday Effectiveness
Everyday Effectiveness
Episode: 2372 - Quilting Your Way to Business Success and Stitching Together Joy and Achievement with Everyday Effectiveness' Gwen Bortner
George Dubec
The Ultimate Networker
theultimatenetworker.com
Episode: 2371 - Networking Beyond Followers and Creating Value Through Meaningful Relationships with Ultimate Networking's George Dubec
Ike Eze
Managing Partner at Beta Ventures, author of The Founder Fit
Beta Ventures
Episode: 2370 - Why Building a Business Is Like Racing and How to Avoid Crashing with Beta Ventures' Ike Eze
Hanna Bauer
Keynote speaker, executive coach, and founder and CEO of Heartnomics
Heartnomics
Episode: 2369 - Practical Steps for Leaders to Foster Engagement and Connection with HEARTnomics' Hanna Bauer
Tim Harris
CEO and co-founder of VirtuSpect
VirtuSpect
Episode: 2367 - Revolutionizing Inspection Processes in Regulated Industries with VirtuSpect's Tim Harris
Stefan Feuerstein
Keynote speaker and author of 'ABC Delegation'
ABC Delegation
Episode: 2366 -Practical Strategies for Effective Delegation and Engagement with ABC Delegation's Stefan Feuerstein

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 128 ratings
  • 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 Statesa month 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 States3 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 States7 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 States8 months ago
  • Great show

    I love listening to Josh and his guests. You can feel how much he cares about his listeners and making sure we learn something new from his convos.

    Apple Podcasts
    5
    Leeloo9999999
    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.

Chart Rankings

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

Talking Points

Recent interactions between the hosts and their guests.

2375 - How Leaders Can Create Connection and Joy in the Workplace with Amy Leneker
Q: What are you geeking out on lately?
Amy discusses traveling solo, a cruise in Alaska, and the surprising creative burst that happens when she is alone, which also helped shape her book.
2372 - Quilting Your Way to Business Success and Stitching Together Joy and Achievement with Everyday Effectiveness' Gwen Bortner
Q: Tell us about the work that you do.
Gwen describes her focus on one-on-one coaching with women entrepreneurs, helping them think strategically, stay focused, and be accountable to their own definition of success, while asking hard questions to push their business forward.
2370 - Why Building a Business Is Like Racing and How to Avoid Crashing with Beta Ventures' Ike Eze
Q: Tell me about your work and your VC focus before we get into The Founder Fit.
The guest describes his engineering background, building and selling a tech company, then becoming a venture capitalist focused on emerging markets to help entrepreneurs bring ideas to fruition and scale in regions outside Silicon Valley.
2374 - The Canadian Email Marketing Playbook for Compliance and Engagement with Cyberimpact's Geoffrey Blanc
Q: What is the state of email marketing in 2026?
There's a trend toward more personalized, segment-based campaigns with stronger authentication (SPF, DKIM, DMARC) and anti-spam protections, plus a focus on delivering value and maintaining strong sender reputation as platforms tighten inbox filtering.
2374 - The Canadian Email Marketing Playbook for Compliance and Engagement with Cyberimpact's Geoffrey Blanc
Q: What are the biggest differences in email marketing laws between the US and Canada?
Canada emphasizes explicit consent and sector-specific rules like CASEL, while the US relies more on opt-out frameworks in some contexts; Quebec's Law 25 adds even stricter consent requirements, including express consent via double opt-in.

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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How many listeners does The Thoughtful Entrepreneur get?

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These podcasts share a similar audience with The Thoughtful Entrepreneur:

1. Acquired

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. Amy Leneker
2. Geoffrey Blanc
3. Bob Howard
4. Gwen Bortner
5. George Dubec
6. Ike Eze
7. Hanna Bauer
8. Tim Harris

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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