The Thoughtful Entrepreneur
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 their stories and their hearts. We believe that every person has a unique message which can positively impact the world. Even...
2320 - 12 Steps to Maximize Profit and Streamline Your Business Operations with GLOVISOR's Joe Abreu
Unlocking Business Success: In-Depth Strategies from Joe Abreu’s Profit Optimization Program
In this episode, host Josh Elledge interviews Joe Abreu, founder of GLOVISOR and creator of the Profit Optimization Program. Joe shares practical strategies for business owners to increase profitability, streamline operations, and regain balance in their lives. Drawing on years of experience advising entrepreneurs, he outlines actionable methods to uncover hidden costs, optimize systems, and improve both financial and personal well-being.
The Power of Profit Optimization
Joe explains that most business owners operate in constant motion but lack clarity about where th...
2319 - Essential Insights for Home Services Business Owners with Commonwealth M&A's Joseph Bergin
How to Prepare Your Home Services Business for a Successful Sale: Expert Insights from Joe Bergin of Commonwealth M&A
In this episode, host Josh Elledge interviews Joe Bergin, Co-founder of Commonwealth M&A, about how home services business owners—such as those in HVAC, plumbing, electrical, roofing, or landscaping—can prepare their companies for a successful sale. With his blend of blue-collar roots and M&A expertise, Joe shares how to transform years of hard work into a legacy-defining exit. He provides straightforward, actionable advice to help business owners position their companies for maximum value and long...
2318 - Finding Your Epic in Business and Beyond with Phoenix Growth Partners Inc's Kelly O'Neil
Navigating the Next Phase: Kelly O’Neil’s Expert Guide for Gen X Entrepreneurs Seeking Purpose and Legacy
In this episode, host Josh Elledge interviews Kelly O’Neil, founder of Phoenix Growth Partners, Inc. and host of the Epic AF Podcast. Kelly draws from her decades of experience helping Gen X entrepreneurs reinvent success, sharing powerful strategies for scaling with purpose and building legacy-driven businesses. She explores how shifting priorities, changing work dynamics, and emotional growth converge in midlife entrepreneurship—and how to align your next chapter with meaning, freedom, and impact.
Redefining Success for the Next...
2317 - Key Insights for Service-Based Businesses Facing Modern Challenges with Walsh Business Growth Insitute's Michael Walsh
Unlocking Sustainable Growth for Service-Based Businesses: Insights from Michael Walsh
In this episode, host Josh Elledge interviews Michael Walsh, President and Founder of Walsh Business Growth Institute. Michael shares insights from over 30 years of helping service-based businesses scale successfully while keeping their people, purpose, and processes aligned. The discussion explores the stages where businesses typically plateau, the impact of AI and generational shifts, and how leaders can empower their teams to drive sustainable growth.
Building People-First Growth Systems
Michael explains that most service-based companies hit growth ceilings around $2M, $5M, $10M, and $20M...
2316 - Five Common Mistakes Keeping You Stuck in Your Business with Tori Boats
How to Scale Your Business with Purpose: In-Depth Insights from Tori Boats
In this episode, host Josh Elledge interviews Tori Boats, business strategist, coach, and founder of toriboats.com. Tori shares how she built and scaled multiple companies—including an eight-figure business with 75 employees—and now helps entrepreneurs grow intentionally without sacrificing fulfillment. The conversation explores mindset, purpose, and systems, revealing how business owners can align personal values with sustainable growth.
Scaling with Purpose: Aligning Mindset, Vision, and Growth
Tori explains that most entrepreneurs don’t stop pushing after reaching success—they keep striving...
2315 - Turning Healthcare Challenges into Opportunities with Parable Associates' Jason Bryll
Unlocking Healthcare Data: Expert Insights from Jason Bryll of Parable Associates
In this episode, host Josh Elledge interviews Jason Bryll, Founder and CEO of Parable Associates, a company helping healthcare organizations harness their data for growth, efficiency, and better patient outcomes. Jason discusses how healthcare’s complex data systems—spanning patients, payers, and providers—can be transformed into powerful strategic assets. The conversation explores modern data infrastructure, AI adoption, and how healthcare leaders can turn information into action.
Turning Healthcare Data into a Strategic Advantage
Jason explains that healthcare organizations deal with some of the...
2314 - Rethinking Software Development the Military Way with Form100 Consulting's Nate Amidon
Optimizing Software Development in Non-Tech Enterprises: Lessons from Nate Amidon of Form100 Consulting
In this episode, host Josh Elledge interviews Nate Amidon, Founder and CEO of Form100 Consulting and Lieutenant Colonel in the Air Force Reserves. Nate shares how his background in both military leadership and enterprise consulting informs his approach to optimizing software development in non-tech organizations. From process mapping to team structure, he offers practical strategies for business leaders looking to improve efficiency, clarity, and scalability in their software operations.
Optimizing Software in Non-Tech Environments
Nate explains that many organizations—manufacturers, se...
2313 - Unconventional Entrepreneurial Lessons from the Ski Slopes with The Founders Office's Dr Thomas Powell
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 market. With decades of experience in entrepreneurship, investment, and advising founders, Dr. Powell offers a rare blend of strategic insight and practical wisdom for business leaders at every stage of their journey.
Navigating the Founder’s Journey
Dr. Po...
2312 - Navigating the Complex World of SMB Accounting with Basic 365 Accounting's Rhett Molitor
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 move beyond simple bookkeeping to strategic financial management. He also discusses how AI and automation are reshaping the accounting landscape and why proactive financial oversight is the key to scaling with confidence.
The Shift to Strategic, Outsourced Accounting
Rhett Molitor founded Basis 365 Accounting in 2012 to fill...
2311 - Mastering the Art of Logical Business Decisions with Thesis' Young Han
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 and $100M in revenue make data-driven, sustainable growth decisions. The discussion dives into how founders can scale methodically, balance emotion with logic, and build systems that create long-term stability instead of short-term excitement.
Building a Sustainable Business Model
Young...
2310 - Reimagining Employee Benefits with Fringe's Jordan Peace
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 personalized, meaningful, and easy-to-manage benefit programs that boost engagement and retention. The conversation explores the rise of lifestyle benefits, the limitations of traditional programs, and why personalization and simplicity are key to supporting today’s workforce.
Rethinking Employee Benefits for the Modern Workforce
Jordan ex...
2309 - The Operator’s Guide to Thinking Like an Investor with GFG Solutions' Claudio Gambin
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 helps entrepreneurs—especially in construction and trades—optimize taxes, protect assets, and plan for the future with transparency and confidence. The discussion focuses on actionable strategies for smarter business finances and building companies with long-term value in mind.
Redefining Financial Strategy for Business Growth
Claudio expl...
2308 - Avoiding Common Pitfalls in Business Growth Strategies with CSV Group's Yuliia Solovyeva
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 markets, win public tenders, and scale operations sustainably. The discussion offers actionable advice for business leaders looking to combine human insight with data-driven systems for measurable results.
How Understanding People and Processes Drives Growth
Yuliia explains that sustainable business growth starts with...
2307 - How Generative Engine Optimization Is Transforming the Future of PR with Veracity's Amy Rosenberg
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 President of Veracity, to explore how small businesses and PR professionals can adapt to today’s fast-changing media landscape. Amy shares actionable tactics for building credibility, leveraging AI, and crafting stories that truly resonate with audiences.
The Future of PR...
2306 - Why Outsourcing Customer Support Works Like a Personal Trainer with Gear Inc's Adam O'Connor
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 Officer at Gear Inc., to explore how outsourcing and AI can help businesses scale without sacrificing quality. Adam shares how Gear Inc. combines global expertise and advanced technology to deliver customer support solutions that strengthen operations and empower internal teams.
Building Smarter Businesses Through Outsou...
2305 - Exploring the Five Essential Human Skills That Keep Us Relevant in the Age of AI with Steff Vanhaverbeke
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, lecturer, and author of Being Replaced: The Five Human Skills AI Cannot Automate. Steff explains how humans can thrive alongside AI by developing key meta-skills—flexible thinking, emotional intelligence, collaboration, intuition, and innovation—that machines simply can’t replicate.
Thriving in the Age of...
2304 - Understanding the Importance of AI Visibility and Control in Modern Business with Lanai's Lexi Reese
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 episode of The Thoughtful Entrepreneur, host Josh Elledge interviews Lexi Reese, Co-Founder and CEO of Lanai, an AI-native observability and security platform. Lexi shares practical insights on how organizations can safely manage, monitor, and scale AI adoption without compromising data integrity or trust.
...2303 - Automation Strategies for Managing Hourly Employees with Celery's Yuval Brot
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 explore how automation is reshaping payroll management. Yuval discusses how Celery helps organizations detect payroll errors before they happen, improving accuracy, compliance, and financial efficiency for teams of all sizes.
The Future of Payroll: Why Au...
2302 - How Mentorship Helps Leaders Surf the Waves of Business Change with Ardent Mentoring's Ryan King
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-person” mentoring approach helps leaders integrate faith, family, and purpose with professional growth. The conversation explores how mentorship can restore balance, build resilience, and inspire generosity in both business and life.
Mentoring the Whole Person
Ryan explains that true success goes beyond revenue—it’s about becoming t...
2301 - Crafting Compelling Narratives By Making Your Brand’s “Why” Shine with A Good Reputation's Renee Frojo
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 storytelling helps brands build emotional connections, inspire loyalty, and stand out in a crowded marketplace. Her insights empower business owners and marketers to create narratives that not only attract attention but also drive authentic engagement and trust.
Building an Authentic Brand Through Storytelling
Renee’s ca...
2300 - Building Greatness from the Garage with Green Leaf Payroll & Business Solutions Inc's Marc Rodriguez
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 CEO of Green Leaf Payroll & Business Solutions Inc., about how cannabis companies can overcome payroll, HR, and benefits hurdles. Marc shares how his firm helps businesses navigate industry-specific issues like federal restrictions, Section 280E taxation, and labor peace agreements—offering a roadmap for building co...
2299 - Building Software with Vibe Coding and Automation Strategies with We Live to Build's Sean Weisbrot
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 are revolutionizing business operations and software development. Sean, who has interviewed more than 260 founders and investors, shares powerful insights on how these tools are reshaping entrepreneurship, empowering non-technical founders, and creating scalable opportunities for growth.
Building Smarter, Faster, an...
2298 - A Five-Time Founder’s Insights on People, Systems, and Exits with JL Davis Enterprises' Josh Davis
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 Enterprises, and one of Canada’s Top 40 Under 40. Drawing from his own entrepreneurial journey and experience selling a fast-growing logistics company, Josh shares a step-by-step guide for scaling, systemizing, and ultimately creating a business that can thrive independently of its...
2297 - How AI and Mobile Apps Are Redefining the Future of Shopify and E-Commerce with Domaine's Mac King
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, a leading Shopify agency, to explore the latest trends transforming online retail. From the power of AI-driven shopping and B2B growth on Shopify to the revival of branded mobile apps, Mac shares proven strategies for brands aiming to elevate their digital presence and thrive in 2...
2296 - Guide to Building a Standout Personal Brand with Lauren Davis
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 authentic, memorable, and future-proof personal brand. From storytelling and search visibility to nurturing community and staying adaptable, Lauren offers actionable advice for professionals and entrepreneurs who want to stand out and connect meaningfully in 2024 and beyond.
Building a Personal Brand That Gr...
2295 - Essential LinkedIn Strategies for Meaningful Engagement with MAIA Digital's Shay Thieberg and Eli Igra Serfaty
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 individuals and companies can maximize their visibility and results on LinkedIn. They explore the platform’s latest features, user behavior trends, and actionable strategies that turn casual networking into meaningful business opportunities.
The Future of LinkedIn: Engagement, Authenticity, and Opportunity
According to Shay a...
2294 - How Documented Processes Improve Onboarding and Performance with Sales Performance Team's Nicholas Loise
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 speaks with Nicholas Loise, Founder of Sales Performance Team, who shares practical strategies for transitioning from founder-driven selling to building a high-performing, self-sustaining sales organization.
Building a Scalable Sales System
Nicholas Loise explains that most founders struggle with...
2293 - The Digital Transformation of the Construction Industry with PMWEB's Huw Roberts
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 PMWEB, to discuss how construction firms can modernize operations, improve efficiency, and adopt outcome-driven technology strategies. Huw shares actionable insights for leaders navigating uncertainty, highlighting the need for clear goals, practical innovation, and consistent learning to build resilient, future-ready organizations.
The Digital Shift in Co...
2292 - When Best Practices Become Bad Habits with Town Square Business Advisors' Matthew Person
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-performance workplace culture—one that blends structure with freedom and aligns values with execution. His “Four I’s” methodology—Identity, Instruction, Intercommunication, and Information Feedback—helps companies create environments where clarity, collaboration, and accountability thrive.
Rethinking Culture: The Four I’s Framework
Matthew Person expla...
2291 - Why Networking Should Feel More Like a Dinner Party and Less Like a Sales Pitch with Daniel Andrews
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 hospitality. Daniel shares how small, simple actions—like inviting people over for dinner or scheduling short, genuine networking calls—can create powerful, lasting connections. His approach replaces the pressure of traditional networking with openness, generosity, and genuine curiosity, helping people connect more meaningfully in an increasingly digital world.
Building Relationships Through Simplicity and Hospitality
<...2290 - Empowering Business Owners to Embrace Technology with The Business Therapist's Dan Goodstein
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 experience in tech, marketing, media, and coaching, Dan offers practical advice on leveraging AI, building community, and creating systems that support sustainable growth in today’s fast-paced environment.
Scaling Smarter in the AI Era
Dan em...
2289 -Proven Strategies to Build Authority in Today’s Market with Red Fan Communications' Kathleen Lucente
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 modern PR, brand storytelling, and thought leadership, offering a roadmap for high-growth companies to adapt to the era of zero-click searches and AI-powered visibility.
Building B2B Authority in the Age of AI
<...2288 - Simple Habits for Leaders to Achieve Meaningful Results Without the Overwhelm with Time Boss' Andrew Hartman
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-as-cash” philosophy. Their discussion reveals how leaders can achieve meaningful results by aligning energy, setting boundaries, and working smarter—not harder.
Rethinking Productivity: Sustainability Over Hustle
Andrew explains that productivity isn’t about staying busy—it’s about gettin...
2287 - Using AI and LinkedIn to Supercharge B2B Lead Generation with Bill Rice Strategy and Kaleidico's Bill Rice
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 in fintech, mortgage lending, and legal industries, Bill offers actionable insights for executives and agencies looking to thrive in a rapidly changing digital landscape.
The New Rules of B2...
2286 - Unleash Your Entrepreneurial Spirit by Breaking Free from Limitations with KDCC International's Kara Duffy
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 burnout. Through her experience coaching creative leaders and building businesses, she offers clear, actionable steps to simplify operations, find your “zone of genius,” and create a company that feels as good as it performs.
Building a Passion-Aligned Busi...
2285 - The Hidden Benefits of Bringing a Fractional CFO into Your Business with Rockbridge CFO's Laresa McIntyre
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, fractional CFO and Founder of Rockbridge CFO, who shares her insights on when to bring in a fractional CFO, how to prepare for that step, and how doing so can transform your business operations and confidence.
The Right Time to H...
2284 - Crossing the Road to Tax Savings with Pennywise Tax Strategies' Adam Williams
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 navigating complex tax, legal, and operational environments. Adam shared insights on proactive tax planning, leveraging expert advisors, and adapting to technological changes to help businesses thrive in an increasingly dynamic landscape.
The Power of Proactive Tax Planning
Adam...
2283 - How One Veteran Overcame Self-Doubt to Achieve Business Success with Gary MacDermid
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 military service to civilian business leadership, offering actionable strategies for veterans and entrepreneurs alike. This post distills key insights from the conversation, focusing on growth through acquisition, creative financing, and the importance of intentional goal-setting.
Accelerating Growth Through Ac...
2282 - Social Media Advertising Uncovered: Insights from Mad Marketing House's Madison Hollimon
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 creation, paid advertising, and user-generated content (UGC) strategies. This post breaks down key insights and actionable tips for businesses looking to optimize their social media campaigns and maximize engagement in 2024.
Navigating Paid Ads, UGC, and AI in...
2281 - The Future of Digital Ads: Reducing Carbon Emissions and Driving Results with Boa's Avril Tomlin-Hood
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 brands can take meaningful action to reduce emissions while improving ad performance, offering practical strategies for purpose-driven marketing.
Making Digital Advertising Sustainable Without Sacrificing Performance
Avril explains that digital ads consume energy across servers, data centers...