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The Thoughtful Entrepreneur

Josh Elledge of UpMyInfluence.com

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You’re gonna love this DAILY, commercial-free entrepreneur spotlight show. We feature CEOs and founders of 6-9 figure B2B companies. Agencies, coaches, consultants, and other leaders share not only their success stories - but their advice for business leaders focused on business growth. You’re going to hear real stories from real people all in 15-25 minutes time - perfect for your commute. On this podcast, your host, Josh Elledge encourages entrepreneurs to share not only their expertise but ...
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The Authority Marketing Podcast is for high-achieving business owners and entrepreneurs that want to generate more traffic, create more authority and capture and close more clients for their business. To learn a scalable and predictable approach to growing revenue, listen daily...
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Raising Capital and Building Sustainable Companies: Insights from Dr. Thomas Powell of The Founder’s Office In a recent episode, host Josh Elledge sat down with Dr. Thomas Powell, founder and CEO of The Founder’s Office, to discuss what it really takes to raise capital, refine business models, and build sustainable ventures in today’s competitive m…
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How Outsourced Accounting Empowers SMBs: Insights from Rhett Molitor, CEO of Basis 365 Accounting In this episode, host Josh Elledge interviews Rhett Molitor, CEO and co-founder of Basis 365 Accounting, to explore how outsourced accounting is transforming small and mid-sized businesses. Rhett shares how fractional accounting services help companies…
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How to Build a Sustainable, Scalable Business: Insights from Young Han, Fractional COO/CFO In this episode of The Thoughtful Entrepreneur, host Josh Elledge interviews Young Han, multi-entrepreneur, founder of Always Han and Thesis, and host of The Girl Dad Show. Young shares his experience as a fractional COO/CFO, helping companies between $10M an…
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The Power of Personalized Employee Benefits: Insights from Jordan Peace, CEO & Co-founder of Fringe In this episode of The Thoughtful Entrepreneur, host Josh Elledge interviews Jordan Peace, CEO and Co-founder of Fringe, a platform transforming how companies design and deliver employee benefits. Jordan shares how Fringe helps employers create perso…
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Proactive Financial Strategy for Business Owners: Insights from Claudio Gambin of GFG Solutions In this episode of The Thoughtful Entrepreneur, host Josh Elledge interviews Claudio Gambin, CEO and Founder of GFG Solutions, about transforming the way business owners approach financial planning. Claudio shares how his flat-fee, strategy-first model h…
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Unlocking Business Growth with Yuliia Solovyeva of CSV Group In this episode of The Thoughtful Entrepreneur, host Josh Elledge interviews Yuliia Solovyeva, CEO of CSV Group, about how companies can accelerate growth through smarter strategy, psychology, and AI integration. Yuliia shares her expertise in helping startups and global brands enter new …
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Mastering Modern PR in the Age of AI: Expert Insights from Amy Rosenberg of Veracity In an era where AI and digital media are rewriting the rules of communication, modern PR demands more strategy, agility, and authenticity than ever. In this episode of The Thoughtful Entrepreneur, host Josh Elledge sits down with Amy Rosenberg, Founder and Presiden…
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Maximizing Business Efficiency with Outsourcing and AI: Insights from Adam O’Connor of Gear Inc. In today’s fast-paced business world, balancing growth, customer satisfaction, and operational efficiency is more challenging than ever. In this episode of The Thoughtful Entrepreneur, host Josh Elledge sits down with Adam O’Connor, Chief Commercial Off…
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The Five Human Skills AI Cannot Automate: Insights from Steff Vanhaverbeke As AI continues to reshape industries and redefine the future of work, many professionals are asking the same question: what makes us truly irreplaceable? In this episode of The Thoughtful Entrepreneur, host Josh Elledge sits down with Steff Vanhaverbeke, AI Adoption Coach, …
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How to Safely and Strategically Adopt AI in Your Organization: Expert Insights from Lexi Reese, CEO of Lanai Artificial intelligence is reshaping the modern workplace faster than any technology before it. But as companies rush to integrate AI, many leaders struggle with how to adopt it responsibly—balancing innovation, security, and ethics. In this…
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How to Automate Payroll Review and Prevent Costly Mistakes: Insights from Yuval Brot, CEO of Celery Payroll is one of the most complex and error-prone functions in any business, yet it’s critical to get it right every time. In this episode of The Thoughtful Entrepreneur, host Josh Elledge sits down with Yuval Brot, Co-Founder and CEO of Celery, to …
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The Transformative Power of Whole-Person Mentoring: Lessons from Ryan King of Ardent Mentoring In this episode of The Thoughtful Entrepreneur, host Josh Elledge interviews Ryan King, Co-Founder and CEO of Ardent Mentoring, a nonprofit organization that connects impact-driven entrepreneurs with faith-based mentors. Ryan shares how Ardent’s “whole-pe…
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The Power of Purpose-Driven Storytelling: Expert Insights from Renee Frojo In this episode of The Thoughtful Entrepreneur, host Josh Elledge interviews Renee Frojo, Founder of A Good Reputation and a leading brand storyteller and content strategist. Renee shares her journey from journalism to entrepreneurship and explains how purpose-driven storyte…
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Navigating Payroll and HR in the Cannabis Industry: Insights from Marc Rodriguez of Green Leaf Payroll & Business Solutions Inc. The cannabis and hemp industries are growing rapidly but face some of the most complex compliance and regulatory challenges in business today. In this episode, host Josh Elledge speaks with Marc Rodriguez, Co-founder and …
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How AI and No-Code Tools Are Transforming Business: Insights from Sean Weisbrot of We Live to Build Technology is evolving faster than ever, and businesses that don’t adapt risk falling behind. In this episode, host Josh Elledge interviews Sean Weisbrot, Founder and CEO of We Live to Build, to explore how artificial intelligence and no-code tools a…
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How to Scale and Exit Your Business the Right Way: In-Depth Insights from Josh Davis Many founders and CEOs find themselves caught in the day-to-day grind, unsure how to grow their business sustainably—or how to prepare for an eventual exit. In this episode, host Josh Elledge interviews Josh Davis, five-time founder, Chairman and CEO of JL Davis En…
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Unlocking E-Commerce Success: Expert Insights on Shopify, AI, and B2B with Mac King of Domaine In today’s fast-changing digital landscape, success in e-commerce requires more than great products—it demands innovation, strategy, and adaptability. In this episode, host Josh Elledge interviews Mac King, Co-Founder and Chief Revenue Officer of Domaine,…
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Mastering Personal Branding in the Age of AI: Insights from Lauren Davis In a world increasingly shaped by digital visibility and AI-driven search, personal branding has become a necessity—not a luxury. In this episode, host Josh Elledge interviews Lauren Davis, Founder of Lauren Davis Creative, who shares her five-step framework for building an au…
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Mastering LinkedIn in 2024: Expert Strategies from MAIA Digital LinkedIn has become more than just a job-hunting platform—it’s now the go-to space for business growth, personal branding, and professional influence. In this episode, host Josh Elledge interviews Shay Thieberg and Eli Igra Serfaty, co-founders of MAIA Digital, to discuss how individua…
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How to Build a High-Performing Sales Team in a Founder-Led Business: Insights from Nicholas Loise For many small and midsize business owners, sales can be both the engine and the bottleneck of growth. Founder-led sales will only take a company so far before scalability demands process, structure, and leadership. In this episode, host Josh Elledge s…
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Navigating Digital Transformation in Construction: Expert Insights from Huw Roberts, CEO of PMWEB The construction industry is evolving at a critical pace—balancing traditional processes with the rise of AI, automation, and digital transformation. In this episode of The Thoughtful Entrepreneur, host Josh Elledge sits down with Huw Roberts, CEO of P…
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Building a High-Performance Workplace Culture: Insights from Matthew Person’s “Four I’s” Methodology In this episode of The Thoughtful Entrepreneur, host Josh Elledge speaks with Matthew Person, business strategist, M&A advisor, and Founder & Managing Director of Town Square Business Advisors. Matthew shares his framework for building a high-perfor…
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Building Authentic Connections: Daniel Andrews on Friendship, Hospitality, and Low-Barrier Networking In this episode of The Thoughtful Entrepreneur, host Josh Elledge talks with Daniel Andrews, serial entrepreneur, connector, and mentor, about transforming both personal and professional relationships through authenticity and intentional hospitalit…
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How Business Owners Can Scale and Thrive in the Age of AI: Insights from Dan Goodstein In this episode of The Thoughtful Entrepreneur, host Josh Elledge sits down with Dan Goodstein, Founder of The Business Therapist and President of IRPA AI, to explore how business owners can scale smarter and thrive amid rapid technological change. With years of …
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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 la…
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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 fo…
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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 conv…
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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 r…
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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 epis…
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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 …
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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 Elledg…
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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 …
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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 d…
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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 spok…
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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 …
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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…
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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 sh…
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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 th…
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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 explo…
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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 …
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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, e…
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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, sea…
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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…
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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 strategi…
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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…
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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 transf…
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Thriving in Uncertainty: Leadership, Learning, and Performance Science with Dr. Carla Fowler In an unpredictable world, leaders and professionals need more than strategies—they need resilience, adaptability, and insight. In this episode, host Josh Elledge sits down with Dr. Carla Fowler, Founder and Managing Director of THAXA®, to explore how high …
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