Josh Elledge · UpMyInfluence.com & PodVerified.com
The Thoughtful Entrepreneur
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 for business leaders focused on growth. Host Josh Elledge has conducted 3,000+ interviews, helped launch 300+ podcasts, and has been directly involved in generating $40M+ in client results through re...
Author
Josh Elledge · UpMyInfluence.com & PodVerified.com
Category
Podcast website
Latest episode
Jul 5, 2026
Where to listen?
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Episodes
2389 - Putting the Human Side Back into Management with Manager Method’s Ashley Herd 18.03.2026 22:34
The Manager Method: Practical, Human-Centered Leadership for a Changing Workplace In a world where technology and AI are transforming the workplace at breakneck speed, the fundamentals of great leadership remain rooted in human connection and intentional action. In a recent episode of The Thoughtful Entrepreneur Podcast , host Josh Elledge sat down with Ashley Herd, the Founder and CEO of Manager...
2388 - The Playbook for a Winning Team Culture with BH Consultancy’s Bobby Humes 17.03.2026 17:17
Mastering the Human Side of Leadership: Lessons in Agility with Bobby Humes In a recent episode of The Thoughtful Entrepreneur Podcast , host Josh Elledge sat down with Bobby Humes, Lead Consultant & CEO of BH Consultancy , to discuss the shifting paradigms of modern management. Bobby, widely known as "Coach Bobby," brings a unique perspective to the table, blending his high-level executive ex...
2387 - Why the Toughest Challenges Can Lead to Purpose-Driven Success with Patrick Mork 16.03.2026 20:36
Building Purpose-Driven Companies: Leadership Wisdom with Patrick Mork In a recent episode of The Thoughtful Entrepreneur Podcast , host Josh Elledge sat down with Patrick Mork , a renowned leadership speaker, executive advisor, and author of Step Back and Leap: Nine Keys to Unlock Your Life and Make Change Happen . Drawing from his high-octane background as a tech founder and a three-time Chief M...
2386 - Stirring Corporate Talent into Nonprofit Board Service with Cause Strategy Partners’ Whitley Richards 15.03.2026 15:37
Empowering Professionals and Corporate Culture Through Nonprofit Board Service: Insights from Whitley Richards In a recent episode of The Thoughtful Entrepreneur Podcast , host Josh Elledge sat down with Whitley Richards, the CEO of Cause Strategy Partners , to explore the high-impact intersection of corporate talent and social good. Their conversation highlights how nonprofit board service is no...
2385 - Finding Balance Between Tactical Hobbies and Business Growth with CJAM's Behdad Jamshidi 14.03.2026 26:03
Navigating the Marketing Agency Maze: Strategic Matchmaking with Behdad Jamshidi In a recent episode of The Thoughtful Entrepreneur Podcast , host Josh Elledge sat down with Behdad Jamshidi, the Founder & CEO of CJAM Marketing , to discuss the critical challenges business leaders face when trying to scale their marketing efforts. With over 160,000 agencies in the market, founders often find th...
2384 - Empowering Entrepreneurs Everywhere Through Democratized Business Education with BOS-UP's Scott Abbott 13.03.2026 17:54
Mastering Business Scalability: Scott Abbott on Fusing AI, Systems, and Human Growth In a recent episode of The Thoughtful Entrepreneur Podcast , host Josh Elledge sat down with Scott Abbott, the serial entrepreneur, investor, and Founder & CEO of BOS-UP . The conversation explored the critical intersection of modern technology and timeless business principles, focusing on how Scott’s "Boss Up...
2383 - Exploring the Future of Digital Advertising Through AI, Strategy, and Human Creativity with Metadata’s Lisa Sharapata 12.03.2026 18:59
Revolutionizing Go-to-Market Strategy: AI-Driven Performance Marketing with Lisa Sharapata In a recent episode of The Thoughtful Entrepreneur Podcast , host Josh Elledge sat down with Lisa Sharapata, the VP of AI & GTM Strategy at Metadata.io , to discuss the radical shift occurring in digital advertising. Metadata is a category-defining platform that utilizes AI agents to automate the technic...
2382 - Why Yelling at Referees Mirrors the Reality of Software Development Resilience with Apsis Labs' Wyatt Kirby 11.03.2026 16:28
Navigating Software Compliance: Strategic Custom Development with Wyatt Kirby In a recent episode of The Thoughtful Entrepreneur Podcast , host Josh Elledge sat down with Wyatt Kirby, Founder of Apsis Labs , to explore the high-stakes world of custom software in regulated sectors. As healthcare and financial industries face tightening security mandates, generic off-the-shelf tools often become mor...
2381 - Boosting Advertising Performance Through AI with Plurio’s Seva Ustinov 10.03.2026 15:52
Revolutionizing Digital Advertising: Strategic Insights into AI-Driven Campaign Management with Seva Ustinov In a recent episode of The Thoughtful Entrepreneur Podcast , host Josh Elledge sat down with Seva Ustinov, the Founder and CEO of plurio , to discuss the seismic shift occurring within the digital advertising landscape. As managing ad spend across Google, Meta, and TikTok becomes increasing...
2380 - Smart Tax Strategies for Business Owners Using Trusts with Sally Gimon 09.03.2026 16:43
Unlocking Advanced Tax Savings: How Strategic Trusts Empower Entrepreneurs with Sally Gimon In a recent episode of The Thoughtful Entrepreneur Podcast , host Josh Elledge sat down with Sally Gimon, a dedicated Investor and tax strategist at The Trust is You , to dismantle the common frustrations business owners face during tax season. Despite having experienced CPAs, many entrepreneurs find themse...
2379 - Building Organizational Health Through Leadership and Team Culture with The Intention Collective’s Stacey Bailey 08.03.2026 14:45
Building Healthy Leadership Teams: Strategic Insights from Stacey Bailey of The Intention Collective In a recent episode of The Thoughtful Entrepreneur Podcast , host Josh Elledge sat down with Stacey Bailey, Senior Consultant at The Intention Collective , to explore the foundational elements of high-performing organizational culture. Stacey, an expert executive coach, shared how small to medium-s...
2378 - Compassionate Leadership and Grief Support in the Workplace with AGRA’s Carl Manlan 07.03.2026 18:53
Navigating Grief, Leadership, and Global Opportunity: Strategic Insights from Carl Manlan In a recent episode of The Thoughtful Entrepreneur Podcast , host Josh Elledge sat down with Carl Manlan, a prolific Author and the Head of Partnerships and Business Development at AGRA. Their wide-ranging conversation delved into the profound intersection of personal loss, empathetic leadership, and the imme...
2377 - The Transformative Power of Asking and Listening with Empathy with Lushin's Shad Tidler 06.03.2026 19:00
Mastering the Human Element of Sales and Leadership with Shad Tidler In a recent episode of The Thoughtful Entrepreneur Podcast , host Josh Elledge sat down with Shad Tidler, a senior consultant and coach specializing in Sales and Leadership/Management at Lushin . The conversation dived deep into the psychological barriers that often prevent talented entrepreneurs from scaling their sales organiza...
2376 - Safety Tips for Biking and Marketing in Inclement Weather with Andigo's Andrew Schulkind 05.03.2026 17:01
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 . Their conversation explored the critical intersection of high-level digital strategy and mission-driven business growth. Andrew shares how organizati...
2375 - How Leaders Can Create Connection and Joy in the Workplace with Amy Leneker 04.03.2026 17:40
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 shift in workplace culture. As a leadership consultant and author of the book Cheers to Monday , Amy brings a wealth of knowledge on how to dismantle...
2374 - The Canadian Email Marketing Playbook for Compliance and Engagement with Cyberimpact's Geoffrey Blanc 03.03.2026 17:01
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 that message resonates and actually arrives. In a recent episode of The Thoughtful Entrepreneur Podcast , host Josh Elledge sat down with Geoffrey Bla...
2373 - Unlocking Talent and the Magic Behind Successful Recruiting with Magic Talent Solutions' Robert Howard 02.03.2026 15:05
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 Coach at Magic Talent Solutions , about the evolving complexities of the modern workforce. As a military veteran and seasoned business owner, Robert bring...
2372 - Quilting Your Way to Business Success and Stitching Together Joy and Achievement with Everyday Effectiveness' Gwen Bortner 01.03.2026 17:36
Building the Business You Really Want: Strategic Alignment and Intentional Success with Gwen Bortner In a recent episode of The Thoughtful Entrepreneur Podcast , host Josh Elledge sat down with Gwen Bortner, the founder of Everyday Effectiveness , to explore the vital intersection of business strategy and personal fulfillment. With a career spanning over four decades and 47 different industries, G...
2371 - Networking Beyond Followers and Creating Value Through Meaningful Relationships with Ultimate Networking's George Dubec 28.02.2026 17:16
Mastering the Human Connection: Networking Secrets from George Dubec In this episode of The Thoughtful Entrepreneur Podcast , host Josh Elledge sits down with George Dubec, the founder of Ultimate Networking and a man widely recognized as "The Ultimate Networker." George shares his transformative journey from being a high-level athlete to a business leader who realized, later in life, that his gre...
2370 - Why Building a Business Is Like Racing and How to Avoid Crashing with Beta Ventures' Ike Eze 27.02.2026 17:26
Unlocking Entrepreneurial Success: Achieving Strategic Alignment with Ike Eze In this episode of The Thoughtful Entrepreneur Podcast , host Josh Elledge sits down with Ike Eze, the Managing Partner at Beta Ventures and author of The Founder Fit: Finding the Business That's Right For You . They explore Ike’s journey from mechanical engineering into the high-stakes world of venture capital, specific...
2369 - Practical Steps for Leaders to Foster Engagement and Connection with HEARTnomics' Hanna Bauer 26.02.2026 20:48
Leading with Heart: Transforming Organizational Culture through Alignment and Trust In a world where organizational trust is at an all-time low and executive burnout has become the silent epidemic of the boardroom, the need for heart-centered leadership is no longer a "soft" luxury—it is a strategic necessity. In a recent episode of The Thoughtful Entrepreneur Podcast , host Josh Elledge sat down...
2368 -Avoiding Design Disasters in Product Development with Deeney Enterprises' Dianna Deeney 25.02.2026 16:00
Navigating Innovation: How to Pierce the "Design Fog" with Dianna Deeney In the high-stakes arena of product development, the bridge between a brilliant idea and a successful launch is often shrouded in ambiguity. In a recent episode of The Thoughtful Entrepreneur Podcast , host Josh Elledge sat down with Dianna Deeney, the Founder and Consultant at Deeney Enterprises , to discuss her mission of b...
2367 - Revolutionizing Inspection Processes in Regulated Industries with VirtuSpect's Tim Harris 24.02.2026 14:51
Revolutionizing Compliance: Modernizing Inspection Workflows with Tim Harris In a recent episode of The Thoughtful Entrepreneur Podcast , host Josh Elledge sat down with Tim Harris, the Chief Executive Officer of VirtuSpect , to explore how digital transformation is finally reaching the heavily regulated world of physical inspections. Tim shared how VirtuSpect is dismantling the traditional, slow-...
2366 -Practical Strategies for Effective Delegation and Engagement with ABC Delegation's Stefan Feuerstein 23.02.2026 15:47
Mastering the Shift from Micromanagement to Empowerment with Stefan Feuerstein In a recent episode of The Thoughtful Entrepreneur Podcast , host Josh Elledge sat down with Stefan Feuerstein, the founder of ABC Delegation and author of the framework by the same name. Their conversation dives deep into the psychological and structural barriers that prevent leaders from effectively letting go of cont...
2365 - Enhancing Your Storytelling with Artificial Intelligence While Staying Authentically You with Aleya Harris 22.02.2026 16:49
Mastering Authentic Storytelling in the Age of AI: Insights from Aleya Harris In a recent episode of The Thoughtful Entrepreneur Podcast , host Josh Elledge sat down with Aleya Harris, the strategic storytelling consultant and powerhouse founder behind Aleya Harris , to discuss the evolving landscape of brand authority. As artificial intelligence becomes a standard for content creation, Aleya argu...
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