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

Business

Podcast website

PodVerified.com

Latest episode

Jul 5, 2026

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Episodes

2289 -Proven Strategies to Build Authority in Today’s Market with Red Fan Communications' Kathleen Lucente 16.10.2025

Building B2B Authority in the AI Era: Actionable Strategies from Kathleen Lucente of Red Fan Communications In this episode of The Thoughtful Entrepreneur , host Josh Elledge sits down with Kathleen Lucente , Founder and CEO of Red Fan Communications , to explore how B2B companies can build lasting authority and credibility in the AI-driven digital landscape. Kathleen shares her expertise in moder...

2288 - Simple Habits for Leaders to Achieve Meaningful Results Without the Overwhelm with Time Boss' Andrew Hartman 15.10.2025

Mastering Productivity: How to Treat Time Like Cash and Build Sustainable Success In this episode of The Thoughtful Entrepreneur , host Josh Elledge sits down with Andrew Hartman , Founder and CEO of Time Boss , to explore a transformative approach to productivity. Andrew challenges the traditional hustle mindset, advocating instead for sustainable focus, intentional time management, and a “time-a...

2287 - Using AI and LinkedIn to Supercharge B2B Lead Generation with Bill Rice Strategy and Kaleidico's Bill Rice 14.10.2025

Mastering B2B Lead Generation in the Age of AI: Expert Insights from Bill Rice In this episode of The Thoughtful Entrepreneur , host Josh Elledge speaks with Bill Rice, founder of Bill Rice Strategy Group and Kaleidico. Bill shares his expertise in B2B marketing, lead generation, and the evolving role of AI in shaping how businesses attract and convert clients. Drawing from decades of experience i...

2286 - Unleash Your Entrepreneurial Spirit by Breaking Free from Limitations with KDCC International's Kara Duffy 13.10.2025

Realigning Your Business with Passion: Expert Insights from Kara Duffy In this episode of The Thoughtful Entrepreneur , host Josh Elledge interviews Kara Duffy, CEO and Founder of KDCC International, who helps entrepreneurs and business owners realign their work with their passions and strengths. Kara shares how reconnecting with what you love can reignite purpose, boost profitability, and prevent...

2285 - The Hidden Benefits of Bringing a Fractional CFO into Your Business with Rockbridge CFO's Laresa McIntyre 12.10.2025

When Is Your Business Ready for a Fractional CFO? Expert Insights from Laresa McIntyre As your business scales, the financial landscape becomes increasingly complex. Many founders find themselves overwhelmed by cash flow management, forecasting, and financial decision-making—realizing their passion alone isn’t enough to sustain growth. In this episode, host Josh Elledge interviews Laresa McIntyre,...

2284 - Crossing the Road to Tax Savings with Pennywise Tax Strategies' Adam Williams 11.10.2025

Navigating the 2025 SMB Landscape: Proactive Tax Strategies and Expert Insights from Adam Williams Small and medium-sized business owners are facing unprecedented challenges in 2025, from rapid legal changes to AI-driven disruption. In a recent episode, Josh Elledge sat down with Adam Williams, author and Co-founder of Pennywise Tax Strategies, to explore actionable strategies for SMB founders nav...

2283 - How One Veteran Overcame Self-Doubt to Achieve Business Success with Gary MacDermid 10.10.2025

Growth Through Acquisition: Lessons from Navy Veteran and Entrepreneur Gary MacDermid Entrepreneurship often requires both discipline and strategic vision, and few embody that combination like Gary MacDermid—a Navy veteran turned successful business acquirer, investor, and author. In a recent episode of The Thoughtful Entrepreneur , host Josh Elledge sat down with Gary to discuss his journey from...

2282 - Social Media Advertising Uncovered: Insights from Mad Marketing House's Madison Hollimon 09.10.2025

Mastering Social Media Advertising in 2024: Expert Insights from Madison Hollimon of Mad Marketing House In the rapidly evolving world of social media marketing, staying ahead of platform trends, AI tools, and audience expectations is critical. In a recent podcast episode, Josh Elledge interviewed Madison Hollimon, CEO and Founder of Mad Marketing House, who shared her expertise in content creatio...

2281 - The Future of Digital Ads: Reducing Carbon Emissions and Driving Results with Boa's Avril Tomlin-Hood 08.10.2025

Sustainable Digital Advertising: How Purpose-Driven Brands Can Reduce Their Carbon Footprint and Boost Performance Digital advertising powers much of the online economy, but it comes with a hidden cost: a significant environmental impact. In a recent podcast, Josh Elledge spoke with Avril Tomlin-Hood, CEO & Founder of boa, a strategic sustainable digital media buying agency. They explored how...

2280 - Leadership Lessons to Silence Self-Doubt with ABS' Sandy Moll 07.10.2025

Unlocking Business Growth: Expert Insights from Sandy Moll, CEO of Advanced Business Solutions In a recent episode of The Thoughtful Entrepreneur , host Josh Elledge interviewed Sandy Moll, CEO and founder of Advanced Business Solutions (ABS). With nearly two decades of experience guiding banks, credit unions, and small to medium-sized businesses, Sandy shared her unique approach to leadership, op...

2278 - A Roadmap for Effective Leadership Conversations with The Ready Zone's Esther Weinberg 06.10.2025

Unlocking Scalable Leadership and Culture: Expert Insights from Esther Weinberg of The Ready Zone In a rapidly evolving business landscape, founders and executive teams face the dual challenge of scaling operations while retaining their top talent and organizational sanity. In a recent episode, Josh Elledge interviewed Esther Weinberg, Founder & Chief Leadership Development Officer of The Read...

2279 - Simplifying Tax Compliance for High-Net-Worth Clients with Gelt's Tal Binder 06.10.2025

How Gelt is Transforming Tax Services: Insights from Founder Tal Binder In a recent episode, Josh Elledge interviewed Tal Binder, CEO and Founder of Gelt, to discuss how his tech-driven tax company is redefining tax compliance, planning, and strategy for high net worth individuals and businesses. Tal shared his journey, the integration of AI and human expertise, and the practical ways Gelt deliver...

2277 - Transform Your Customer Retention Strategy with Expert Email and SMS Insights Aspekt's Nikita Vakhrushev 03.10.2025

Unlocking the Power of Email & SMS Marketing for E-Commerce: Expert Insights from Nikita Vakhrushev In the fast-paced world of e-commerce, many brands focus heavily on acquisition channels like TikTok, Google Ads, and Instagram, often overlooking one of their most valuable assets: their existing customer list. In a recent episode, Josh Elledge spoke with Nikita Vakhrushev, CEO & Chief Stra...

2276 - Level Up Your Leadership Game with Rhythm Systems' Patrick Thean 01.10.2025

The CEO’s Journey: Actionable Insights from Patrick Thean on Leadership, Strategy, and Execution In a recent episode of The Thoughtful Entrepreneur , host Josh Elledge interviewed Patrick Thean, co-founder of Rhythm Systems®, bestselling author, and executive coach. Patrick shared actionable strategies for CEOs to scale high-growth companies, build strong cultures, and implement practical framewor...

2275 - Exploring the Role of AI Agents in Modern Business with Snow Leopard's Deepti Srivastava 29.09.2025

Bridging the Gap: How Snow Leopard AI Empowers Enterprises with Real-Time Data for AI Agents In today’s fast-paced business world, the ability to connect AI agents to real-time, operational data is crucial for decision-making and efficiency. In a recent episode, host Josh Elledge interviewed Deepti Srivastava, Founder and CEO of Snow Leopard AI, to discuss how enterprises can leverage AI agents ef...

2274 - Empowering Entrepreneurs with Tailored Virtual Assistant Services from CEO Concierge's Jana Franklin 26.09.2025

How CEO Concierge is Revolutionizing Virtual Assistant Services for Entrepreneurs: Insights from Jana Franklin In this episode, host Josh Elledge sits down with Jana Franklin, Founder and CEO of CEO Concierge, to discuss how her company is transforming virtual assistant services for entrepreneurs. Jana shares her personal journey, the challenges she faced as a business owner, and how CEO Concierge...

2273 - Transforming Customer Experience Through the Power of Voice AI with Thinkrr.AI's Mohan Gulati 24.09.2025

Unlocking the Power of Voice AI: Insights from Mohan Gulati Voice technology is transforming the way we interact with digital platforms, making communication more natural, efficient, and human-like. In a recent episode of The Thoughtful Entrepreneur , host Josh Elledge interviewed Mohan Gulati, Founder and CEO of Thinkrr. AI , about his journey and the innovative ways his company is leveraging voi...

2272 - Overcoming the Dunning-Kruger Effect and Embracing Vulnerability for True Connection with Marianne Hickman 22.09.2025

The Art of Authentic Speaking: Lessons from Marianne Hickman In a world increasingly dominated by automation and AI, genuine human connection is more valuable than ever. In this episode of The Thoughtful Entrepreneur , host Josh Elledge sits down with Marianne Hickman—speaker coach, top 1% podcaster, and advocate for authentic expression. They explore the power of vulnerability, the nuances of pub...

2271 - Creating High-Value Group Coaching Programs That Attract Premium Clients with Success Made Simple's Cailen Ascher 19.09.2025

How to Transition from 1:1 Coaching to Profitable Group Programs: Insights from Cailen Ascher Feeling stuck trading time for money as a coach or consultant? In this episode, Josh Elledge interviews Cailen Ascher, founder of Success Made Simple, to explore how she transitioned from one-on-one coaching to scalable, high-impact group programs. Cailen shares actionable strategies to create transformat...

2269 - Essential Decision-Making Strategies for Leaders and Boards with Rick Williams 15.09.2025

Unlocking Leadership and Decision-Making: Insights from Rick Williams In this episode, Josh Elledge sits down with Rick Williams —keynote speaker, author of Create the Future: Powerful Decision Making Tools for Your Company and Yourself , and experienced board member—to explore actionable strategies for leaders. Rick shares how diverse experiences, effective board governance, and structured decisi...

2268 - Proven Strategies for Entrepreneurs to Write a Transformative Book with Tandem Services Inc's Jennifer Crosswhite 12.09.2025

Why Writing a Book in 2025 Is a Game-Changer for Entrepreneurs: Expert Insights from Book Coach Jennifer Crosswhite In today’s fast-moving business world, standing out as a thought leader requires more than just expertise—it requires authority. In this episode of The Thoughtful Entrepreneur , host Josh Elledge sits down with Jennifer Crosswhite, seasoned book coach, editor, and CEO and Owner of Ta...

2267 - How Remote Teams Transform Lives and Drive Global Impact with ZimWorX's JW Oliver JR 10.09.2025

Transforming Lives and Businesses: The Power of Remote Teams with ZimWorX In a world where remote work is reshaping the way companies operate, ZimWorX is leading the charge by combining operational excellence with social impact. In a recent episode of The Thoughtful Entrepreneur , host Josh Elledge spoke with JW Oliver, CEO and Co-founder of ZimWorX, about how the company is transforming lives in...

2266 - Discover How to Leverage Speaking Opportunities for Business Growth and Impact with Speakers Gigs' Dannella Burnett 08.09.2025

How to Find and Secure Speaking Gigs: Expert Strategies from Dannella Burnett Are you a coach, business owner, or expert looking to grow your audience, income, and impact through speaking? In a recent podcast episode, Josh Elledge sat down with Dannella Burnett, founder of Speakers Need to Speak and Encore Elite Events, to share actionable strategies for landing more speaking gigs, maximizing stag...

2265 - Navigating the New SEO Era: Enhancing Your Brand’s AI Presence with Vertology's Liudmila Kiseleva 05.09.2025

How to Optimize Your Brand for AI Search: Expert Insights from Liudmila Kiseleva, Vertology AI Founder AI is transforming SEO, changing how brands are discovered and perceived online. In a recent episode, Josh Elledge interviewed Liudmila Kiseleva, Founder of Vertology AI, about strategies brands can use to thrive in AI-driven search. From updating digital footprints to leveraging AI visibility to...

2264 - The Greatest Advantage of No-Code AI Solutions for Busy Professionals with StudioX's Ajay Malik 03.09.2025

Unlocking the Power of Generative AI Agents: Insights from Ajay Malik, CEO of StudioX Generative AI is revolutionizing the way businesses operate, moving beyond basic chatbots to autonomous AI agents that can handle complex workflows. In this episode, Josh Elledge interviews Ajay Malik, CEO and founder of StudioX, about how agent-based AI is transforming enterprise efficiency, automating repetitiv...

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