The Thoughtful Entrepreneur

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You’re gonna love this show. We cover a wide range of topics – From jumping into franchise mode to working with your spouse to topics that our guests are thought leaders in. You’re going to hear real stories from real people all in 15-30 minutes time - perfect for your commute. On this podcast, y…

Jennifer Longworth of UpMyInfluence.com


    • Nov 16, 2025 LATEST EPISODE
    • weekdays NEW EPISODES
    • 21m AVG DURATION
    • 2,327 EPISODES

    4.9 from 77 ratings Listeners of The Thoughtful Entrepreneur that love the show mention: josh, ceo, energetic, entrepreneurs, marketing, short, daily, thoughtful, variety, business, insights, host, incredible, topics, questions, interviews, guests, great show, insightful, thanks.


    Ivy Insights

    The Thoughtful Entrepreneur podcast is a must-listen for anyone interested in entrepreneurship and business growth. Hosted by Josh Elledge, this podcast features a wide range of guests, from established entrepreneurs to successful business owners. The quality of guests on the show is exceptional, with each episode delivering valuable content and insights.

    One of the best aspects of this podcast is the caliber of guests that Josh interviews. As an established entrepreneur himself, Josh knows how to ask insightful questions that dig deep into the experiences and challenges faced by his guests. This results in conversations that are not only informative but also inspiring. Listeners get to hear first-hand accounts of how successful entrepreneurs have overcome obstacles and achieved their goals.

    Another great aspect of The Thoughtful Entrepreneur podcast is Josh's energy and enthusiasm as a host. His passion for entrepreneurship shines through in every episode, making it engaging and enjoyable to listen to. Whether it's during the introduction or while interviewing his guests, Josh's upbeat personality adds an extra level of excitement to the podcast.

    As for the worst aspects, it can be challenging to pinpoint any major flaws with this podcast. However, one minor drawback could be the episode length. Some episodes are relatively short, which may leave listeners wanting more from certain discussions. While this may not be a significant issue for everyone, those who prefer longer episodes might find themselves craving additional content.

    In conclusion, The Thoughtful Entrepreneur podcast is a top-notch resource for entrepreneurs looking to gain valuable insights and inspiration from experienced professionals. With an impressive lineup of guests and Josh's energetic hosting style, this podcast sets a high bar for what a professional podcast should be like. Whether you're a seasoned entrepreneur or just starting out on your business journey, this podcast delivers actionable strategies and advice that can be applied to any industry. It's definitely worth adding to your playlist!



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    Latest episodes from The Thoughtful Entrepreneur

    2320 - 12 Steps to Maximize Profit and Streamline Your Business Operations with GLOVISOR's Joe Abreu

    Play Episode Listen Later Nov 16, 2025 16:30


    Unlocking Business Success: In-Depth Strategies from Joe Abreu's Profit Optimization ProgramIn 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 OptimizationJoe explains that most business owners operate in constant motion but lack clarity about where their profits truly come from—or where they're being lost. He introduces the concept of identifying “ghost expenses,” or overlooked costs that quietly erode margins. By conducting detailed audits and setting clear financial goals, owners can reclaim thousands in profit and reinvest strategically.Beyond cost control, Joe emphasizes operational efficiency and mindset. His 12-step Profit Optimization Program helps entrepreneurs design scalable systems, delegate effectively, and prepare their business as if it were being sold—even if it's not. He also connects wellness to profitability, stressing that sustainable success requires a healthy, focused leader.Joe's approach blends data-driven analysis with human insight. By combining coaching, technology, and accountability, he empowers business owners to gain clarity, reduce stress, and build companies that thrive. As he notes, “Profitability isn't just about numbers—it's about freedom.”About Joe AbreuJoe Abreu is the founder of GLOVISOR and author of the Profit Optimization Program, where he helps business owners optimize profits, systems, and leadership. Through a unique blend of financial clarity, operational strategy, and personal development, Joe has guided entrepreneurs across multiple industries toward greater profitability and balance.About GLOVISORGLOVISOR is a business optimization and coaching company dedicated to helping entrepreneurs achieve clarity, profitability, and freedom. The firm's Profit Optimization Program combines hands-on coaching, digital resources, and accountability systems to help business owners streamline operations and increase financial performance.Links Mentioned in This EpisodeGLOVISOR WebsiteJoe Abreu LinkedIn ProfileKey Episode HighlightsHow to uncover and eliminate hidden “ghost expenses”Building scalable systems and processes for growthThe importance of wellness in business performanceCombining coaching and automation for clarity and resultsActionable steps to optimize profit and reclaim freedomConclusionJoe Abreu's framework for profit optimization shows that business success isn't about working harder—it's about working smarter. By clarifying finances, tightening systems, and prioritizing well-being, owners can transform their businesses into profitable, sustainable ventures. Whether you're scaling, restructuring, or simply seeking balance, Joe's strategies offer a clear path forward toward more profit and peace of mind.

    2319 - Essential Insights for Home Services Business Owners with Commonwealth M&A's Joseph Bergin

    Play Episode Listen Later Nov 15, 2025 18:32


    How to Prepare Your Home Services Business for a Successful Sale: Expert Insights from Joe Bergin of Commonwealth M&AIn 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-term success.Preparing for the “Deal of a Lifetime”Joe explains that selling a home services business isn't something to rush—it's a process that ideally begins three to five years before you plan to exit. Investors are drawn to these companies for their recurring revenue, resilience, and workforce stability, but only if the business can operate independently of its owner. To increase your company's value, Joe recommends shifting from an owner-operator mindset to that of an asset manager—documenting systems, empowering leaders, and ensuring your business thrives without daily oversight.Financial clarity is equally vital. Moving from cash-based to accrual accounting and cleaning up your financial records gives buyers confidence and accurately reflects your company's true performance. Joe emphasizes the power of predictable, recurring revenue through maintenance contracts and service plans, which not only stabilize cash flow but also make your business more attractive to investors seeking long-term value.Ultimately, Joe's message is about intentional preparation. By treating your company as a scalable asset, investing in your people, and planning early, you'll attract premium buyers and secure better terms. With experienced advisors like Commonwealth M&A guiding the process, home services business owners can navigate the complexities of selling while protecting the legacy they've built.About Joe BerginJoe Bergin is the Co-founder of Commonwealth M&A, a boutique mergers and acquisitions firm that helps home services business owners plan and execute profitable exits. Combining blue-collar experience with corporate M&A strategy, Joe specializes in helping entrepreneurs turn their businesses into sellable assets that deliver maximum value and freedom.About Commonwealth M&ACommonwealth M&A is a boutique advisory firm serving small to mid-sized home services companies. By limiting the number of clients each year, they provide high-touch, customized support through every stage of the M&A process—from readiness assessment and valuation to negotiation, due diligence, and closing. Their mission: helping business owners achieve their “deal of a lifetime.”Links Mentioned in This EpisodeCommonwealth M&A WebsiteJoe Bergin LinkedIn ProfileKey Episode HighlightsWhy home services companies are in high demand among investorsFour key steps to prepare for a successful saleHow accrual accounting boosts credibility and valuationThe importance of recurring revenue and team empowermentWhy early preparation leads to stronger deals and smoother transitionsConclusionSelling your business is one of the most impactful financial decisions you'll ever make. Joe Bergin's advice underscores the importance of early preparation, strong systems, and a clear exit...

    2318 - Finding Your Epic in Business and Beyond with Phoenix Growth Partners Inc's Kelly O'Neil

    Play Episode Listen Later Nov 14, 2025 17:37


    Navigating the Next Phase: Kelly O'Neil's Expert Guide for Gen X Entrepreneurs Seeking Purpose and LegacyIn 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 ChapterKelly explains that many Gen X entrepreneurs reach a crossroads after years of building businesses, raising families, and achieving traditional success. This phase isn't about burnout—it's about evolution. Entrepreneurs begin asking deeper questions: Is this still fulfilling? What legacy am I creating?Her solution is the EPIC Framework, which helps business owners identify their purpose (why they're here), genius (their unique way of creating value), and desires (what they want now). By aligning these three elements, leaders can pivot or scale their businesses intentionally—designing models that reflect who they've become, not just who they were when they started.Kelly emphasizes that the old hustle mentality no longer works. Instead, she encourages business owners to embrace flow, leverage experience over effort, and focus on building sustainable systems that support both business success and personal fulfillment. Her message: “You don't have to grind harder to grow—you just have to evolve how you lead.”About Kelly O'NeilKelly O'Neil is the founder of Phoenix Growth Partners, Inc., a strategist, speaker, and best-selling author who helps entrepreneurs scale purposefully while reclaiming their joy and impact. As the host of the Epic AF Podcast, she blends business strategy with personal transformation, guiding leaders to design the next phase of their success with clarity and confidence.About Phoenix Growth Partners, Inc.Phoenix Growth Partners empowers established entrepreneurs to redefine growth through strategic realignment, leadership evolution, and business transformation. The firm helps Gen X founders pivot from hustle to harmony by creating sustainable, scalable business models aligned with their evolving goals and values. Learn more at kellyoneil.com.Links Mentioned in This Episodekellyoneil.com WebsiteKelly O'Neil LinkedIn ProfileKey Episode HighlightsThe EPIC Framework: purpose, genius, and desire as a foundation for growthWhy the old hustle model doesn't work for today's entrepreneursHow to align your business model with your life's next chapterThe importance of emotional and identity transitions in entrepreneurshipPractical steps for Gen X founders to scale, pivot, or plan their legacyConclusionKelly O'Neil reminds listeners that reinvention isn't failure—it's the natural evolution of successful entrepreneurship. By honoring your shifting values, leveraging your experience, and building structures that support freedom, you can create your most impactful chapter yet. The key to legacy isn't working harder—it's working truer to who you've become.

    2317 - Key Insights for Service-Based Businesses Facing Modern Challenges with Walsh Business Growth Insitute's Michael Walsh

    Play Episode Listen Later Nov 13, 2025 18:45


    Unlocking Sustainable Growth for Service-Based Businesses: Insights from Michael WalshIn 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 SystemsMichael explains that most service-based companies hit growth ceilings around $2M, $5M, $10M, and $20M in revenue — not because of lack of opportunity, but because their structures can't keep up. As businesses scale, leaders often tighten control, adding more rules and oversight. Instead, sustainable growth requires empowerment — giving talented teams autonomy, clarity, and purpose.He emphasizes that today's workforce, especially Millennials and Gen Z, values trust, flexibility, and inclusion. Leaders must evolve from top-down management to coaching, mentorship, and development. Post-pandemic realities and rapid AI adoption have further transformed how businesses operate, making adaptability and people-first systems non-negotiable.Drawing from his new book, Freedom by Design, Michael outlines four behavioral pillars of successful growth: understanding individual strengths, building complementary teams, fostering supportive environments, and maintaining flexible structures. His approach helps leaders break through plateaus and rediscover the joy of business ownership by creating alignment between people, purpose, and performance.About Michael WalshMichael Walsh is the President and Founder of Walsh Business Growth Institute and author of Freedom by Design: The Established Business Owner's Guide to Grow, Make an Impact, and Find the Joy Again. With three decades of experience advising service-based organizations, Michael helps leaders navigate growth plateaus, empower their teams, and build businesses that thrive without burning out.About Walsh Business Growth InstituteThe Walsh Business Growth Institute helps established service-based companies overcome growth barriers through strengths-based strategy, leadership development, and structural optimization. Their customized programs empower business owners to scale intentionally, improve team performance, and create long-term operational freedom. Learn more at walshbusinessgrowth.com.Links Mentioned in This EpisodeWalsh Business Growth Institute WebsiteMichael Walsh LinkedIn ProfileKey Episode HighlightsThe four common growth plateaus service-based businesses faceWhy structure, not opportunity, limits growthHow generational shifts and AI are reshaping leadership and teamworkThe power of people-first systems and strengths-based leadershipPractical strategies for building sustainable, empowering business structuresConclusionMichael Walsh reminds leaders that growth is not about working harder — it's about working smarter, with empowered people and adaptive systems. By understanding what truly drives your team, embracing flexibility, and leading with purpose, service-based business owners can scale sustainably while rediscovering fulfillment and joy in...

    2316 - Five Common Mistakes Keeping You Stuck in Your Business with Tori Boats

    Play Episode Listen Later Nov 12, 2025 22:23


    How to Scale Your Business with Purpose: In-Depth Insights from Tori BoatsIn 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 GrowthTori explains that most entrepreneurs don't stop pushing after reaching success—they keep striving because they're driven by impact, purpose, or the desire to reach their full potential. However, without clarity on why they're growing, founders risk building businesses that drain them instead of fueling their lives. She emphasizes that scaling must start with self-awareness and a clear vision—“Are you building a business that serves your life, or one that takes it over?”Through her Visionary Advantage System, Tori helps leaders integrate mindset, vision, identity, and operations to scale sustainably. This framework encourages entrepreneurs to question long-held assumptions, upgrade their systems, and align teams around shared values. She also highlights common mistakes that keep businesses stuck—like over-relying on old strategies or neglecting personal balance—and shares practical steps for building resilient, purpose-driven organizations.Tori reminds founders that sustainable success requires integration: combining strategy and heart, systems and people, ambition and rest. Her approach bridges business excellence with personal alignment, offering a roadmap for leaders ready to scale beyond seven figures while maintaining joy, clarity, and freedom.About Tori BoatsTori Boats is a business strategist, coach, and founder of toriboats.com. With experience building multiple companies, including an eight-figure business, she now helps entrepreneurs scale with purpose through her Visionary Advantage System. Tori also hosts the Scale Right Revolution podcast, where she shares tools, insights, and stories that empower business owners to grow sustainably and intentionally.About ToriBoats.comToriBoats.com provides strategy, coaching, and resources for entrepreneurs seeking purposeful growth. Through programs, playbooks, and the Scale Right Revolution podcast, Tori's platform helps founders overcome plateaus, strengthen leadership, and build thriving businesses that align with their lives and values.Links Mentioned in This EpisodeToriboats.com WebsiteTori Boats LinkedIn ProfileKey Episode HighlightsWhy purpose and mindset are essential for sustainable scalingHow the Visionary Advantage System helps align business and life goalsCommon mistakes that keep companies stuck at seven figuresThe importance of integrating systems, team culture, and leadership identityPractical strategies to scale intentionally without burnoutConclusionTori Boats challenges...

    2315 - Turning Healthcare Challenges into Opportunities with Parable Associates' Jason Bryll

    Play Episode Listen Later Nov 11, 2025 15:57


    Unlocking Healthcare Data: Expert Insights from Jason Bryll of Parable AssociatesIn 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 AdvantageJason explains that healthcare organizations deal with some of the most fragmented and regulated data ecosystems of any industry. With multiple payment sources, strict HIPAA compliance, and disconnected systems, many practices struggle to translate data into actionable insights. Through Parable Associates, Jason helps clients design robust, scalable data infrastructures that unify information from EHRs, practice management tools, and claims systems to create real-time visibility into operations.He highlights how modern tools like Microsoft Fabric, Databricks, and Snowflake are transforming how providers process and analyze information. By automating data pipelines, implementing AI-driven analytics, and empowering teams with dashboards, healthcare organizations can reduce claim denials, improve revenue cycles, and accelerate cash flow. Jason emphasizes that true transformation begins with data governance—ensuring clean, accessible, and secure data before layering on advanced analytics.Ultimately, Parable's approach is rooted in measurable ROI. From reducing days sales outstanding (DSO) to uncovering revenue bottlenecks, their systems deliver tangible results. Jason advises healthcare executives to start with a specific business problem—such as cash flow or patient scheduling—and build data strategies around it. “Better reporting is like giving staff a utility belt,” he says. “It equips them to solve problems faster and with more confidence.”About Jason BryllJason Bryll is the Founder and CEO of Parable Associates, where he helps large healthcare organizations transform fragmented data into operational insights. With deep experience in analytics, systems design, and healthcare finance, Jason has worked with providers nationwide to improve data quality, cash flow, and performance through tailored, scalable solutions.About Parable AssociatesParable Associates specializes in healthcare analytics and data engineering, helping medical groups, hospitals, and specialty providers build scalable data ecosystems. The firm designs client-owned systems that unify data across clinical, operational, and financial functions, delivering clear insights and measurable ROI. Learn more at parableassociates.com.Links Mentioned in This EpisodeParable AssociatesConnect with Jason Bryll on LinkedInKey Episode HighlightsWhy healthcare data is uniquely complex and siloedHow to build scalable, secure data infrastructureUsing analytics to improve cash flow and reduce claim delaysPractical applications of AI and modern BI platformsHow Parable Associates delivers measurable ROI through dataActionable advice for healthcare leaders and data teamsConclusionJason Bryll's insights...

    2314 - Rethinking Software Development the Military Way with Form100 Consulting's Nate Amidon

    Play Episode Listen Later Nov 10, 2025 17:26


    Optimizing Software Development in Non-Tech Enterprises: Lessons from Nate Amidon of Form100 ConsultingIn 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 EnvironmentsNate explains that many organizations—manufacturers, service providers, and consumer brands—struggle with software development because it's not their core business. These companies often lack visibility into progress, rely on legacy processes, and face alignment issues across teams. His firm, Form100 Consulting, helps such enterprises identify bottlenecks, streamline workflows, and adopt lean, agile, and AI-driven practices that improve delivery speed without sacrificing quality.By mapping out the current workflow, teams can uncover where time and resources are being lost. Nate emphasizes focusing on the true constraint rather than over-optimizing non-critical steps. He also warns against chasing “shiny object” tools or AI solutions that don't solve the underlying process issues. Instead, organizations should apply AI incrementally to enhance existing systems.Drawing from his Air Force experience, Nate advocates for small, mission-focused teams—6 to 9 people—that communicate effectively and make decisions quickly. He stresses that sustainable improvement requires governance, ownership, and regular review. Ultimately, success comes from aligning teams, measuring progress, and committing to continuous improvement—much like in a high-performing military unit.About Nate AmidonNate Amidon is the Founder and CEO of Form100 Consulting, a firm that helps non-software-first enterprises optimize their software development processes. A Lieutenant Colonel in the U.S. Air Force Reserves, Nate combines military leadership principles with enterprise strategy to help teams increase alignment, efficiency, and long-term performance.About Form100 ConsultingForm100 Consulting partners with major enterprises—including Hershey, Boeing, Rite Aid, and Alaska Airlines—to modernize software development practices through process improvement, agile adoption, and data-driven transformation. The firm's mission is to bring structure, clarity, and sustainable efficiency to organizations where software is a critical enabler—not the core product.Links Mentioned in This EpisodeForm100 Consulting WebsiteNate Amidon LinkedIn ProfileKey Episode HighlightsCommon software challenges in non-tech companiesHow to identify and fix bottlenecks in development workflowsThe value of lean and agile principles for non-software teamsIncremental, ROI-focused AI integrationBuilding and scaling small, high-performing teamsApplying military leadership lessons to software developmentConclusionNate Amidon's insights bridge the gap between military precision and corporate innovation. By mapping processes, focusing on constraints, and scaling teams thoughtfully, businesses can transform software development from a bottleneck into a competitive advantage. His pragmatic, data-driven approach helps leaders cut through...

    2313 - Unconventional Entrepreneurial Lessons from the Ski Slopes with The Founders Office's Dr Thomas Powell

    Play Episode Listen Later Nov 9, 2025 18:40


    Raising Capital and Building Sustainable Companies: Insights from Dr. Thomas Powell of The Founder's OfficeIn 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 JourneyDr. Powell has dedicated his career to helping entrepreneurs overcome the biggest challenges in growing a business—securing funding, scaling operations, and achieving long-term impact. Through The Founder's Office, his team partners with founders to refine business strategies, align with the right investors, and build the financial and operational foundations that sustain growth.He emphasizes that raising capital isn't just about numbers—it's about clarity, credibility, and communication. Founders who understand their business deeply and can articulate their vision effectively are far more likely to attract investors and strategic partners. Dr. Powell also highlights the importance of balance—focusing on both short-term wins and long-term resilience to ensure businesses thrive in any market condition.For emerging founders, Dr. Powell's approach provides a roadmap: be data-driven, build meaningful relationships with investors, and never lose sight of your mission. The goal isn't just to raise capital—it's to build something that lasts.About Dr. Thomas PowellDr. Thomas Powell is the founder and CEO of The Founder's Office, where he and his team help entrepreneurs raise capital, refine their business models, and create sustainable, impactful companies. With decades of experience as an investor and advisor, Dr. Powell has guided startups and established businesses through complex financial and operational challenges, always with a focus on strategic growth and long-term success.About The Founder's OfficeThe Founder's Office provides end-to-end advisory services for entrepreneurs, helping them navigate capital raises, improve business efficiency, and strengthen their organizational structures. The firm's mission is simple: empower founders to make smarter decisions, attract the right investors, and scale responsibly. Learn more at www.founders-office.com/.Links Mentioned in This EpisodeThe Founders Office's WebsiteDr. Thomas Powell LinkedIn ProfileKey Episode HighlightsThe biggest mistakes founders make when raising capitalHow to communicate your business model to attract investorsThe importance of balancing short-term execution with long-term strategyBuilding investor trust through transparency and data-driven planningWhy sustainable growth beats fast, reactive scalingConclusionDr. Thomas Powell's conversation with Josh Elledge underscores a vital truth: successful entrepreneurship isn't about luck—it's about preparation, clarity, and purpose. By combining strategic financial planning with a deep understanding of business fundamentals, founders can secure capital, scale effectively, and create companies that stand the test of time.

    2312 - Navigating the Complex World of SMB Accounting with Basic 365 Accounting's Rhett Molitor

    Play Episode Listen Later Nov 8, 2025 16:58


    How Outsourced Accounting Empowers SMBs: Insights from Rhett Molitor, CEO of Basis 365 AccountingIn 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 AccountingRhett Molitor founded Basis 365 Accounting in 2012 to fill a crucial gap for businesses earning between $1M–$20M in revenue—companies that have outgrown basic bookkeeping but don't yet need a full-time accounting team. Instead of focusing on compliance alone, Basis 365 partners with CEOs to turn accounting into a growth lever.Molitor breaks accounting into four key levels: bookkeeper, accountant, controller, and CFO—each representing a stage of financial maturity. A proactive approach means using data for decision-making, forecasting cash flow, and improving profitability over time. He also cautions that while AI and automation have made accounting faster, expert human oversight remains essential for accuracy and strategy.For SMB leaders, Rhett's message is clear: don't treat accounting as an afterthought. It's not just about managing expenses—it's about creating visibility, confidence, and insight to drive growth. Partnering with the right fractional accounting team gives businesses access to senior-level expertise without the overhead of full-time hires.About the Rhett MolitorRhett Molitor is the co-founder and CEO of Basis 365 Accounting, a U.S.-based outsourced accounting firm specializing in digital agencies, SaaS companies, and consultancies. With over a decade of experience helping SMBs scale efficiently, Rhett champions proactive, transparent financial management supported by technology and expert insight.About the Basis 365 AccountingBasis 365 Accounting provides outsourced bookkeeping, accounting, and fractional CFO services designed for growth-focused businesses. By combining automation tools with expert financial guidance, Basis 365 helps companies gain clarity, reduce risk, and improve profitability. Learn more at basis365.com.Links Mentioned in This EpisodeBasic 365 Accounting WebRhett Molitor LinkedIn ProfileKey Episode HighlightsThe 4 levels of accounting: bookkeeper, accountant, controller, CFOWhy proactive financial management drives scalabilityHow AI and automation are reshaping accounting workflowsCommon pitfalls SMBs face when they “outgrow” basic bookkeepingActionable steps to make accounting a strategic business advantageConclusionOutsourced accounting isn't just about saving money—it's about gaining visibility, expertise, and strategic advantage. Rhett Molitor's approach at Basis 365 Accounting shows that when SMBs invest in proactive financial systems and fractional expertise, they set the stage for smarter growth and long-term stability.

    2311 - Mastering the Art of Logical Business Decisions with Thesis' Young Han

    Play Episode Listen Later Nov 7, 2025 15:39


    How to Build a Sustainable, Scalable Business: Insights from Young Han, Fractional COO/CFOIn 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 ModelYoung explains that scaling a business requires more than ambition—it requires structure, clarity, and discipline. As a fractional COO/CFO, he brings high-level strategy and operational focus to businesses that are ready to grow but not yet large enough for a full executive team. He emphasizes separating emotion from decision-making and using quantifiable data to guide growth, helping founders see where they can take calculated risks versus emotional leaps.A key part of his process is understanding the founder's actual goals—whether it's income, freedom, or eventual sale—and aligning operational and financial strategies around those priorities. Young believes in the power of methodical, “boring” business-building: creating repeatable systems, managing risk intelligently, and using debt strategically rather than emotionally. His philosophy proves that success doesn't require chaos or constant reinvention—it comes from consistency, structure, and clear decision frameworks.Young also encourages founders to embrace what he calls “Built Boring,” a mindset focused on long-term results over flashy short-term wins. By grounding strategy in data and disciplined execution, leaders can create scalable businesses that endure—ones that don't rely solely on the founder's daily grind to survive.About Young HanYoung Han is a fractional COO/CFO, serial entrepreneur, and founder of Always Han, where he helps companies scale through structured financial and operational strategy. With a portfolio of over 20 growing businesses, Young specializes in guiding founders through the complexities of sustainable growth, decision frameworks, and strategic risk management. He is also the host of The Girl Dad Show, where he shares his insights on leadership, parenting, and entrepreneurship.About Always HanAlways Han is a business strategy and leadership development firm founded by Young Han, focused on helping entrepreneurs and business owners scale sustainably through data-driven decision-making, operational clarity, and financial discipline. By offering fractional COO/CFO services, personalized coaching, and educational resources, Always Han empowers founders to separate emotion from strategy and build businesses that endure. Through frameworks, tools, and real-world insights, Always Han helps leaders grow logically, lead confidently, and achieve sustainable success.Links Mentioned in This EpisodeAlways Han WebsiteYoung Han LinkedIn ProfileKey Episode HighlightsFractional executives bring strategic expertise without full-time cost.Founders must separate emotion from data when making big decisions.Sustainable scaling means building “boring,” repeatable systems.Understand your risk tolerance—debt can be a powerful growth tool if used wisely.Success is built through structure, consistency,...

    2310 - Reimagining Employee Benefits with Fringe's Jordan Peace

    Play Episode Listen Later Nov 6, 2025 15:43


    The Power of Personalized Employee Benefits: Insights from Jordan Peace, CEO & Co-founder of FringeIn 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 WorkforceJordan explains that traditional benefits—like health insurance and retirement plans—only help employees in moments of crisis, leaving a gap in daily well-being. Modern workers expect more personalized, relevant benefits that support their everyday lives and families. That's where Fringe comes in: a lifestyle benefits platform that consolidates hundreds of perks—from streaming subscriptions and meal delivery to childcare and wellness services—into one intuitive system.The platform empowers employees to choose benefits that matter most to them using company-funded “Fringe Points.” This personalization drives engagement and makes employees feel genuinely valued, while employers gain insight into benefit usage and preferences. Jordan also highlights Fringe's Four-Filter Approach—focusing on offerings that save time, reduce stress, impact families, and spark joy—ensuring that every benefit delivers real value.Instead of offering generic cash bonuses or one-size-fits-all perks, Jordan emphasizes the emotional and cultural impact of personalized benefits. They foster connection, increase retention, and create what he calls a “flywheel of engagement.” With Fringe, companies of any size—from startups to global enterprises—can offer world-class benefits that elevate employee experience while simplifying HR management.About Jordan PeaceJordan Peace is the CEO and Co-founder of Fringe, an innovative benefits platform that helps companies offer personalized, lifestyle-based perks to their employees. With a background in financial planning and a passion for people-first culture, Jordan is redefining how organizations think about employee engagement, recognition, and well-being in the modern workplace.About FringeFringe is an employee benefits platform that consolidates rewards, recognition, wellness programs, and lifestyle perks into one seamless experience. Through the use of customizable “Fringe Points,” employees choose benefits that fit their individual needs—ranging from mental health apps to travel experiences. By simplifying benefit management and emphasizing personalization, Fringe helps companies of all sizes attract, retain, and support happier, more engaged teams. Visit https://www.fringe.us/ to learn more.Links Mentioned in This EpisodeJordan Peace LinkedIn ProfileFringe WebsiteKey Episode HighlightsTraditional benefits often miss the mark—employees want support that improves daily life.Fringe's platform personalizes perks using “Fringe Points,” empowering employee choice.The Four Filters—time savings, stress reduction, family impact, and joy creation—guide benefit selection.Personalized benefits boost engagement and retention far more effectively than cash...

    2309 - The Operator's Guide to Thinking Like an Investor with GFG Solutions' Claudio Gambin

    Play Episode Listen Later Nov 5, 2025 15:22


    Proactive Financial Strategy for Business Owners: Insights from Claudio Gambin of GFG SolutionsIn 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 GrowthClaudio explains how his frustration with the traditional commission-based financial model led him to launch GFG Solutions—a firm that provides conflict-free, strategy-only advising. By removing product sales incentives, Claudio's team delivers truly unbiased, actionable guidance focused on measurable results rather than commissions. His client base primarily includes construction and trade business owners, where GFG's deep industry knowledge allows for highly tailored tax and financial strategies.A cornerstone of GFG's process is proactive tax planning, which goes beyond end-of-year accounting. Claudio emphasizes meeting with advisors early to forecast income, identify credits like R&D, and maximize depreciation and deductions. He also highlights the power of long-term exit planning, helping business owners build companies that run smoothly without them—boosting enterprise value whether they plan to sell or not.What truly sets GFG apart is its boutique approach—serving only about 30 clients at a time to ensure a deep, personalized partnership. The firm collaborates directly with each client's CPA, attorney, and internal team to execute strategies and deliver results. For Claudio, financial advising isn't just about saving money—it's about creating clarity, security, and flexibility for business owners who want to grow with purpose.About Claudio GambinClaudio Gambin is the CEO and Founder of GFG Solutions, based in Orlando, Florida. With a background in wealth management and a passion for helping entrepreneurs, Claudio specializes in strategy-first financial planning for business owners in construction and trades. His mission is to empower clients with transparent, conflict-free advice that drives profitability, reduces tax burdens, and prepares businesses for sustainable, long-term success.About GFG SolutionsGFG Solutions is a financial strategy firm providing flat-fee, strategy-only services for business owners. The company focuses on proactive tax planning, asset protection, growth strategy, and exit planning—helping entrepreneurs build stronger, more valuable businesses. By working collaboratively with clients' existing advisors, GFG ensures every financial decision aligns with long-term goals. Learn more at https://gfgsolutions.com/.Links Mentioned in This EpisodeGFG Solutions WebsiteClaudio Gambin LinkedIn ProfileKey Episode HighlightsClaudio shares how transparency and specialization can redefine trust in financial advising.He breaks down proactive tax strategies, including early income projections, tax credits, and accelerated depreciation.Discussion on why construction and trade...

    2308 - Avoiding Common Pitfalls in Business Growth Strategies with CSV Group's Yuliia Solovyeva

    Play Episode Listen Later Nov 4, 2025 18:08


    Unlocking Business Growth with Yuliia Solovyeva of CSV GroupIn 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 GrowthYuliia explains that sustainable business growth starts with understanding people—whether clients, partners, or teams. She introduces transactional analysis, a psychological framework that helps leaders recognize communication patterns and tailor their approach for better outcomes. By identifying whether someone is operating from a directive, logical, or emotional mindset, entrepreneurs can improve negotiations, build stronger relationships, and resolve conflicts effectively.She also highlights CSV Group's hands-on approach to business development, embedding its experts directly into client operations to deliver real, measurable results. From crafting go-to-market strategies to managing public and commercial tenders, the firm supports clients through every step of the process. Their blend of strategic execution, legal expertise, and AI-driven automation helps businesses streamline operations and open new revenue channels globally.AI, Yuliia explains, is not a replacement for human connection—it's a tool to amplify efficiency and insight. By automating repetitive processes and analyzing customer data, companies can free up teams to focus on creativity, strategy, and relationship-building. With the right balance of human intelligence and AI capability, businesses can scale faster and compete more effectively across markets.About Yuliia SolovyevaYuliia Solovyeva is the CEO of CSV Group, a business development leader helping companies expand internationally through psychology-based strategy, market entry expertise, and AI-powered optimization. With deep experience in both corporate and entrepreneurial settings, Yuliia focuses on practical execution—turning insights into measurable outcomes that drive sustainable growth.About CSV GroupCSV Group is a global business development firm specializing in helping startups and enterprises scale across new markets. The company provides go-to-market strategy, tender support, CRM automation, and AI-driven process optimization. By integrating legal, compliance, and strategic expertise, CSV Group ensures its clients achieve tangible, lasting growth. Learn more at thecsvgroup.com.Links Mentioned in This EpisodeYuliia Solovyeva on LinkedInCSV Group WebsiteKey Episode HighlightsYuliia shares how understanding psychology through transactional analysis helps leaders communicate and negotiate more effectively.She explains CSV Group's unique hands-on approach, embedding business development experts directly into client teams.Discussion on leveraging AI to enhance efficiency, automate processes, and free up teams for strategic work.Yuliia details how public and commercial tenders can accelerate growth and...

    2307 - How Generative Engine Optimization Is Transforming the Future of PR with Veracity's Amy Rosenberg

    Play Episode Listen Later Nov 3, 2025 16:24


    Mastering Modern PR in the Age of AI: Expert Insights from Amy Rosenberg of VeracityIn 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 in a Digital-First WorldAmy explains that public relations has shifted from focusing solely on press releases and media placements to building holistic brand visibility across multiple platforms. In today's fast-changing world, credibility and consistency are the new currencies of PR success. She introduces the emerging concept of Generative Engine Optimization (GEO)—the process of optimizing your brand's presence not only for Google but also for AI-driven search tools like ChatGPT. By creating high-value, trustworthy content, brands can ensure they show up in AI-generated responses that influence decision-making.For small businesses, Amy offers practical ways to take control of their own PR efforts. She encourages using editorial calendars to time pitches with industry trends, focusing on earned media rather than paid placements, and telling authentic, human-centered stories. Even without a large budget, entrepreneurs can make an impact by consistently sharing relevant insights and staying connected to their audience's needs.Amy emphasizes that while technology like AI is transforming PR, the human element remains irreplaceable. Storytelling, emotional intelligence, and relationship-building still drive meaningful visibility and trust. By blending smart digital strategies with authentic communication, brands can thrive in an AI-powered, content-saturated world.About Amy RosenbergAmy Rosenberg is the Founder and President of Veracity, a Portland-based public relations and digital marketing agency. With over two decades of experience, Amy helps organizations and PR professionals navigate modern media through strategic communication, training, and her acclaimed book A Practical Guide to Public Relations for Businesses, Nonprofits, and PR Leaders.About VeracityVeracity is a PR and digital marketing agency specializing in strategic communications, media relations, and reputation management. The firm empowers businesses and marketing leaders to build credibility, enhance visibility, and connect meaningfully with their audiences. Learn more and access free resources at www.veracityagency.com/.Links Mentioned in This EpisodeAmy Rosenberg on LinkedInVeracity WebsiteKey Episode HighlightsPR success in 2024 depends on credibility, consistency, and digital visibility.Generative Engine Optimization (GEO) is the next evolution of PR and SEO strategy.Small businesses can leverage editorial calendars and strong storytelling to earn coverage.Earned media delivers more long-term value than paid placements.AI tools are powerful, but authentic...

    2306 - Why Outsourcing Customer Support Works Like a Personal Trainer with Gear Inc's Adam O'Connor

    Play Episode Listen Later Nov 2, 2025 14:47


    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 Outsourcing and AIAdam explains that outsourcing is no longer a cost-cutting tactic but a strategic enabler for companies of all sizes. By partnering with experienced business process outsourcing (BPO) providers, companies can access global talent, improve service quality, and focus on high-value initiatives. Gear Inc. operates across 24 countries, offering multilingual support in over 75 languages, and tailors its services to align seamlessly with each client's workflow.While AI continues to revolutionize customer support, Adam emphasizes that technology alone can't replace human connection. Gear Inc. integrates AI tools to automate repetitive tasks and analyze customer data, but its focus remains on empathy-driven communication and personalized service. “AI enhances efficiency, but it's the people behind it who make customer experiences meaningful,” Adam says.For leaders considering outsourcing, preparation and partnership are key. Adam advises documenting clear processes, defining expectations, and viewing outsourcing as a collaboration—not just a transaction. Businesses that approach BPO strategically can unlock scalability, consistency, and the flexibility needed to thrive in a competitive market.About Adam O'ConnorAdam O'Connor is the Chief Commercial Officer at Gear Inc., a global business process outsourcing company helping organizations streamline operations through AI integration and human-centric customer support. With extensive experience in scaling multinational teams, Adam specializes in helping brands achieve operational excellence and build customer loyalty worldwide.About Gear Inc.Gear Inc. is a global BPO leader offering outsourcing solutions for customer support, trust and safety, social media management, and software development. With a presence in 24 countries and support for over 75 languages, Gear Inc. helps businesses optimize performance, reduce costs, and deliver exceptional customer experiences. Learn more at www.gearinc.com.Links Mentioned in This EpisodeAdam O'Connor on LinkedInGear Inc. WebsiteKey Episode HighlightsOutsourcing is a strategic growth driver, not just a cost-saving measure.AI enhances efficiency but human empathy remains essential in customer experience.Gear Inc. operates in 24 countries with multilingual support for global scalability.Success in outsourcing requires clear documentation, defined goals, and partnership.Combining AI insights with human expertise helps businesses scale sustainably.ConclusionThis conversation highlights how outsourcing and AI can transform the way companies scale, communicate, and deliver...

    2305 - Exploring the Five Essential Human Skills That Keep Us Relevant in the Age of AI with Steff Vanhaverbeke

    Play Episode Listen Later Nov 1, 2025 21:20


    The Five Human Skills AI Cannot Automate: Insights from Steff VanhaverbekeAs 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 AISteff shares her belief that AI isn't replacing humans—it's reshaping how we work and what we value. Rather than resisting automation, she encourages professionals to see it as an opportunity to elevate their uniquely human strengths. She dives into the “five meta-skills” that keep us relevant and adaptable: thinking creatively under pressure, empathizing deeply with others, collaborating effectively across diverse teams, trusting intuition in complex decisions, and driving innovation through curiosity and risk-taking.The conversation also explores how organizations can cultivate these qualities in their teams. Steff emphasizes the need for leaders to balance technology adoption with emotional awareness and to create cultures where both people and AI can contribute meaningfully. Her insights offer a roadmap for future-proofing careers and companies in an AI-driven economy.About Steff VanhaverbekeSteff Vanhaverbeke is an AI Adoption Coach, business lecturer, and author of Being Replaced: The Five Human Skills AI Cannot Automate. She helps organizations and professionals embrace AI responsibly while developing the human-centered skills that drive creativity, collaboration, and purpose in the modern workplace.About Coach SteffCoach Steff, founded by Steff Vanhaverbeke, helps individuals and organizations thrive in the era of AI through coaching, workshops, and thought leadership. Her programs focus on balancing human potential with technological progress—empowering professionals to cultivate emotional intelligence, adaptability, and creativity while integrating AI responsibly. Learn more at coachsteff.live.Links Mentioned in This EpisodeSteff Vanhaverbeke on LinkedInCoach Steff WebsiteKey Episode HighlightsWhy AI is a catalyst for human reinvention, not replacement.The five meta-skills that set humans apart from AI.How to build emotional intelligence and flexible thinking in the workplace.The importance of collaboration and intuition in decision-making.Actionable ways to integrate AI while strengthening human creativity.ConclusionSteff Vanhaverbeke reminds us that the future of work isn't about competing with AI—it's about collaborating with it. By mastering the skills that machines can't automate, professionals can unlock deeper purpose, creativity, and connection in their work. As AI continues to evolve, those who focus on human-centered growth will lead the way into a more balanced and inspired future.

    2304 - Understanding the Importance of AI Visibility and Control in Modern Business with Lanai's Lexi Reese

    Play Episode Listen Later Oct 31, 2025 19:31


    How to Safely and Strategically Adopt AI in Your Organization: Expert Insights from Lexi Reese, CEO of LanaiArtificial 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.Leading AI Adoption ResponsiblyLexi explains that the most successful companies treat AI not just as a set of tools, but as part of their workforce—a powerful digital team member that requires oversight, structure, and accountability. She emphasizes that AI must be “hired” into an organization with defined roles, clear expectations, and measurable outcomes. Just as leaders track employee performance, they must also monitor how AI performs, adapts, and impacts real-world results.Visibility, Lexi notes, is essential for responsible AI use. Many organizations don't know which departments are using AI, how data is being handled, or where security risks exist. Lanai's technology helps leaders map and monitor AI usage across their companies—identifying risks, preventing data leaks, and ensuring compliance with privacy laws. This proactive approach transforms uncertainty into insight, allowing innovation to flourish safely.Beyond technology, Lexi encourages leaders to consider the human element of AI integration. By prioritizing education, ethical standards, and collaboration between business and compliance teams, organizations can create a culture of trust and accountability. Responsible AI adoption isn't about slowing progress—it's about making innovation sustainable, secure, and beneficial for everyone.About Lexi ReeseLexi Reese is the Co-Founder and CEO of Lanai, an AI-native observability and security platform helping organizations safely adopt and manage AI. With a background that spans leadership roles at Google, Gusto, and public service, Lexi is known for her expertise in building ethical technology systems that empower teams and protect businesses.About LanaiLanai is an AI observability and security platform designed to help organizations monitor, govern, and scale AI adoption responsibly. Built for visibility and control, Lanai enables companies to detect risks, enforce compliance, and ensure ethical AI use across all departments. Learn more at lanai.com.Links Mentioned in This EpisodeLexi Reese on LinkedInLanai WebsiteKey Episode HighlightsWhy organizations must treat AI like a workforce, not just a tool.The importance of visibility and observability in AI adoption.Common AI risks—from data exposure to compliance violations—and how to prevent them.How Lanai helps companies balance innovation with ethical and secure AI use.Actionable steps for leaders to define, measure, and improve AI's role in their operations.ConclusionLexi Reese's insights remind us that AI's potential is only as powerful as the systems and ethics guiding it. By combining strategic visibility, thoughtful oversight, and a culture of accountability, leaders can ensure AI strengthens—rather than compromises—their...

    2303 - Automation Strategies for Managing Hourly Employees with Celery's Yuval Brot

    Play Episode Listen Later Oct 30, 2025 18:13


    How to Automate Payroll Review and Prevent Costly Mistakes: Insights from Yuval Brot, CEO of CeleryPayroll 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 Automation MattersYuval explains that manual payroll review processes are highly inefficient and often lead to costly mistakes. As businesses grow, the sheer volume of data—from hourly time entries to overtime calculations—makes manual review nearly impossible to manage effectively. Payroll errors not only drain revenue but also damage employee trust and morale, making accuracy a critical part of organizational health.Celery's automation technology scans payroll data in seconds, flagging potential issues such as duplicate payments, incorrect tax calculations, or inconsistencies in hours worked. Instead of reviewing every entry, HR and finance teams can focus on the exceptions that matter most. This dramatically reduces time spent on reviews while improving compliance and peace of mind.Beyond efficiency, Yuval highlights the human side of payroll automation. When payroll runs smoothly, employees get paid correctly and on time, and leaders can focus on strategic growth rather than damage control. Automation isn't just about technology—it's about creating trust, stability, and long-term financial sustainability across the organization.About Yuval BrotYuval Brot is the Co-Founder and CEO of Celery, a financial technology company dedicated to transforming how businesses manage payroll review and compliance. With years of experience in finance and data analytics, Yuval helps companies automate error detection, reduce payroll risk, and build smarter, more efficient operations.About CeleryCelery is an AI-powered platform that automates payroll review, helping organizations prevent costly errors before payments are processed. Designed to work with existing payroll systems, Celery identifies anomalies, detects potential fraud, and streamlines financial controls for growing businesses. Learn more at www.celeryway.com.Links Mentioned in This EpisodeYuval Brot on LinkedInCelery WebsiteKey Episode HighlightsThe biggest risks in payroll come from manual data entry and time tracking errors.Why automation is essential for scaling accurate and compliant payroll systems.How Celery flags anomalies in seconds, saving finance teams hours of review time.The financial and cultural impact of preventing payroll mistakes before they happen.The future of AI in finance and how Celery plans to expand automation into broader financial controls.ConclusionYuval Brot's insights reveal that payroll accuracy isn't just about compliance—it's about trust, culture, and financial stewardship. By leveraging automation, businesses can eliminate costly errors, safeguard employee confidence, and free up resources to focus on growth. Whether you manage payroll in-house or through a provider, automation tools like Celery make it possible to review with precision and...

    2302 - How Mentorship Helps Leaders Surf the Waves of Business Change with Ardent Mentoring's Ryan King

    Play Episode Listen Later Oct 29, 2025 19:26


    The Transformative Power of Whole-Person Mentoring: Lessons from Ryan King of Ardent MentoringIn 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 PersonRyan explains that true success goes beyond revenue—it's about becoming the kind of person who can sustain success. Through Ardent Mentoring, leaders are paired with seasoned mentors who focus on faith, family, and identity alongside strategic growth. This holistic approach ensures entrepreneurs don't just build profitable businesses—they build meaningful lives.He describes how mentorship fosters accountability, vulnerability, and emotional well-being. Entrepreneurs often operate in isolation, but having a trusted guide provides both wisdom and community. Mentors offer perspective not only on business challenges but also on personal development and spiritual alignment.Ryan also emphasizes servant leadership and generosity as cornerstones of sustainable impact. By putting others first, empowering teams, and modeling humility, leaders can create ripple effects of growth and transformation across their organizations and communities.About Ryan KingRyan King is the Co-Founder and CEO of Ardent Mentoring, a nonprofit connecting high-capacity entrepreneurs with faith-driven mentors. With a background in business leadership and spiritual development, Ryan is passionate about helping leaders integrate purpose and performance through whole-person mentoring.About Ardent MentoringArdent Mentoring bridges the gap between business success and personal fulfillment. Its mission is to support entrepreneurs through confidential, one-on-one mentoring relationships that integrate professional strategy, faith, and life purpose. Learn more or get involved at ardentmentoring.org.Links Mentioned in This EpisodeRyan King on LinkedInArdent Mentoring WebsiteKey Episode HighlightsThe importance of whole-person mentoring that integrates faith, family, and leadership.How vulnerability and community combat entrepreneurial isolation.Servant leadership as a foundation for sustainable growth and culture.The power of non-dualistic thinking in navigating leadership challenges.Why generosity and mentorship are essential for long-term impact.ConclusionRyan King's perspective on whole-person mentorship challenges leaders to redefine success—not as achievement alone, but as alignment of purpose, relationships, and service. His work through Ardent Mentoring demonstrates that when leaders grow in both heart and skill, they build businesses that create lasting impact. True transformation begins when we lead with humility, connect with community, and measure success by how much good we do in the world.

    2301 - Crafting Compelling Narratives By Making Your Brand's “Why” Shine with A Good Reputation's Renee Frojo

    Play Episode Listen Later Oct 28, 2025 18:24


    The Power of Purpose-Driven Storytelling: Expert Insights from Renee FrojoIn 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 StorytellingRenee's career began in journalism, where she learned the value of clarity, truth, and empathy in communication—skills that now fuel her approach to brand storytelling. She believes that every business has a deeper purpose beyond its products or services, and uncovering that “why” is key to building lasting resonance with customers. Through workshops, interviews, and strategic messaging, Renee helps clients craft stories that humanize their brands and communicate meaning with consistency and confidence.She emphasizes that storytelling is not about marketing spin—it's about emotional truth. By sharing real experiences and values, businesses can inspire action without relying on sales-driven language. Renee illustrates this through client success stories, such as a small bakery that turned its founder's personal journey into a powerful brand mission about resilience and second chances.Renee also encourages entrepreneurs to prioritize rest and intentional reflection as part of the creative process. Taking time to recharge—something she personally practices through travel and mindfulness—fuels fresh perspectives and long-term creativity. Building a purposeful business means designing space for both inspiration and sustainability.About Renee FrojoRenee Frojo is a brand storyteller, content strategist, and founder of A Good Reputation, where she helps purpose-driven companies clarify their messaging, strengthen their reputations, and tell stories that connect deeply with their audiences. Drawing from her background in journalism and marketing, she bridges authenticity and strategy to help brands grow through the power of story.About A Good ReputationA Good Reputation is a strategic storytelling consultancy that works with entrepreneurs, startups, and established brands to develop authentic narratives, content strategies, and messaging frameworks. The firm's mission is to help businesses communicate with empathy and purpose, fostering connection and credibility in every story they tell. Learn more at agoodreputation.com.Links Mentioned in This EpisodeRenee Frojo on LinkedInA Good Reputation WebsiteKey Episode HighlightsThe importance of uncovering your brand's “why” to create deeper connections.Storytelling as a tool for authenticity, not just marketing.How rest and reflection enhance creativity and business sustainability.The role of emotional truth in building customer trust.Why brands should focus on meaning and mission over constant selling.ConclusionRenee Frojo's approach reminds us that effective branding starts with empathy, self-awareness, and storytelling rooted in purpose. When businesses tell stories that reflect their values and impact, they don't just stand out—they inspire...

    2300 - Building Greatness from the Garage with Green Leaf Payroll & Business Solutions Inc's Marc Rodriguez

    Play Episode Listen Later Oct 27, 2025 18:20


    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 compliant, scalable operations.Building Compliance and Resilience in a Complex IndustryMarc explains that cannabis companies operate in an environment where traditional payroll providers often refuse service, leaving them vulnerable. Green Leaf was founded to fill that gap—helping businesses stay compliant while managing payroll, HR, and benefits seamlessly across vertically integrated operations. The company's experience in taxation, union reporting, and state-specific labor requirements allows clients to focus on growth rather than administrative chaos.Beyond compliance, Marc draws parallels between his personal CrossFit discipline and business health, stressing that consistent “maintenance” is key. Just as injury prevention requires intentional effort, so does building a company that can weather regulatory shifts and operational challenges. Green Leaf's approach blends proactive compliance with strategic consulting, ensuring clients have both protection and flexibility.He also emphasizes technology and leadership involvement in decision-making. From implementing user-friendly HR platforms to developing transparent 401(k) options for cannabis employees, Green Leaf helps clients elevate both operations and culture. Marc encourages CEOs to view HR and payroll as strategic assets, not afterthoughts, and to surround themselves with specialized partners who understand their industry's nuances.About Marc RodriguezMarc Rodriguez is the Co-founder and CEO of Green Leaf Payroll & Business Solutions Inc., specializing in payroll, HR, benefits, and recruiting solutions for the cannabis and hemp industries. A recognized leader in regulated markets, Marc is passionate about helping business owners build compliant, efficient, and sustainable organizations through expertise and transparency.About Green Leaf Payroll & Business Solutions Inc.Green Leaf Payroll & Business Solutions Inc. provides comprehensive HR, payroll, and benefits services tailored specifically for cannabis and hemp businesses. The company partners with clients across cultivation, manufacturing, and retail to streamline operations, ensure compliance, and manage growth effectively. Learn more at greenleafbizsolutions.com.Links Mentioned in This EpisodeMarc Rodriguez on LinkedInGreen Leaf Payroll & Business Solutions Inc.Key Episode HighlightsCannabis businesses face unique payroll, tax, and compliance challenges.Green Leaf specializes in Section 280E compliance and labor peace agreements.Proactive HR “maintenance” is vital to long-term business health.Technology and leadership alignment drive stronger employee experiences.Expert partnerships are essential in high-regulation...

    2299 - Building Software with Vibe Coding and Automation Strategies with We Live to Build's Sean Weisbrot

    Play Episode Listen Later Oct 26, 2025 17:46


    How AI and No-Code Tools Are Transforming Business: Insights from Sean Weisbrot of We Live to BuildTechnology 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, and More Accessible BusinessesSean explains that AI is not just improving efficiency—it's transforming how companies think and operate. From automating manual processes to enabling rapid data-driven decision-making, AI is now a core component of modern business strategy. Sean also discusses the mindset shift among founders who are embracing automation and using AI as a strategic partner, not just a productivity tool.He introduces the concept of “vibe coding,” where AI is used to build and iterate software faster than ever before. Through tools like Cursor, Lovable, and Bubble, founders can now develop full-fledged applications in days, eliminating traditional barriers to innovation. These no-code and low-code platforms are democratizing access to technology, allowing visionaries without deep technical backgrounds to test ideas and build products with speed and confidence.Sean emphasizes that while AI agents and automation offer incredible potential, success depends on customization, trusted implementation, and ethical use. He warns against one-size-fits-all solutions and stresses the importance of choosing partners who understand your business goals. His message to founders is clear—stay curious, experiment boldly, and use technology to create meaningful, scalable impact.About Sean WeisbrotSean Weisbrot is the Founder and CEO of We Live to Build, a media and consulting platform focused on empowering entrepreneurs through AI, automation, and community. As a serial entrepreneur and host of the We Live to Build podcast, Sean has interviewed hundreds of founders, executives, and innovators, distilling their lessons into actionable insights for business leaders worldwide.About We Live to BuildWe Live to Build is an entrepreneurial education platform and podcast that helps founders grow, automate, and scale their businesses using modern technology. The brand offers interviews, tutorials, and consulting focused on AI, no-code development, and business systems that drive sustainable growth. Learn more at welivetobuild.com.Links Mentioned in This EpisodeSean Weisbrot on LinkedInWe Live to Build WebsiteKey Episode HighlightsAI is transforming both business operations and founder mindsets.“Vibe coding” enables faster, more accessible software development through AI.No-code and low-code tools empower non-technical founders to build MVPs quickly.Automation works best when customized and ethically implemented.Podcasting remains a powerful tool for networking and business growth.ConclusionAI and no-code platforms are opening new doors for innovation, scalability, and entrepreneurship. As Sean Weisbrot explains, success in this new era comes from pairing curiosity with strategy—using tools wisely,...

    2298 - A Five-Time Founder's Insights on People, Systems, and Exits with JL Davis Enterprises' Josh Davis

    Play Episode Listen Later Oct 25, 2025 17:26


    How to Scale and Exit Your Business the Right Way: In-Depth Insights from Josh DavisMany 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 founder.Building for Scalability and Exit SuccessJosh emphasizes that every entrepreneur should build their business as if they plan to sell it, even if they never do. A “sale-ready” company—one with clear processes, reliable systems, and strong leadership—is not only more valuable to buyers but also far easier to manage. Founders who invest early in documentation, automation, and leadership development create companies that can grow sustainably and operate smoothly without their constant involvement.A critical part of scaling is having the right people in the right roles. Josh explains that businesses often plateau because of leadership gaps or founder dependency. He recommends regularly auditing your organizational structure, empowering key hires, and fostering a culture of ownership across all levels. By delegating effectively, founders free themselves to focus on strategy rather than daily operations.When it comes to exits, planning years in advance is key. The best outcomes happen when founders clean up financials early, minimize founder reliance, and work with experienced advisors well before they're ready to sell. Josh's firm helps business owners navigate this process, whether they're preparing for acquisition, seeking investors, or simply aiming for a more autonomous company.About Josh DavisJosh Davis is a five-time founder and the Chairman & CEO of JL Davis Enterprises, where he helps entrepreneurs scale and position their businesses for successful exits. Recognized as one of Canada's Top 40 Under 40, Josh has led multiple ventures in logistics, consulting, and investment, combining hands-on leadership with a passion for mentorship and sustainable business growth.About JL Davis EnterprisesJL Davis Enterprises partners with founders and CEOs to optimize growth, streamline operations, and prepare businesses for sale or succession. The firm offers consulting, advisory, and acquisition services designed to help companies become more scalable, profitable, and self-sufficient. Learn more and access free resources at jldavisenterprises.com.Links Mentioned in This EpisodeJosh Davis on LinkedInJL Davis Enterprises WebsiteKey Episode HighlightsBuild your business as if you plan to sell it—whether you do or not.Hire and empower leaders who can run the business without constant founder input.Document and automate processes to enable scalability and efficiency.Prepare for a strategic exit years in advance, not months before selling.Invest in mentorship and expert advisors to avoid costly mistakes early on.ConclusionScaling and exiting a business successfully requires vision, structure, and discipline. As Josh Davis...

    2297 - How AI and Mobile Apps Are Redefining the Future of Shopify and E-Commerce with Domaine's Mac King

    Play Episode Listen Later Oct 24, 2025 17:31


    Unlocking E-Commerce Success: Expert Insights on Shopify, AI, and B2B with Mac King of DomaineIn 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 2025 and beyond.How AI and Shopify Are Reshaping the Future of E-CommerceMac King emphasizes that artificial intelligence is revolutionizing how consumers discover, compare, and purchase products. AI-powered assistants like ChatGPT are becoming personal shopping guides, meaning brands must optimize their Shopify stores for visibility in these new AI-driven discovery channels. Structured data, schema markup, and detailed product descriptions are no longer optional—they're essential for ensuring your brand appears in AI-generated recommendations.Beyond search, AI also enables personalization that rivals the in-store experience. With tools that track preferences, sizes, and purchase histories, online retailers can now deliver tailored recommendations, dynamic content, and real-time support. Mac advises brands to think like a trusted in-store associate: anticipate customer needs, use data wisely, and make every online interaction feel personal.He also highlights Shopify's growing role in the B2B space. With new features such as wholesale portals, custom pricing, and ERP integrations, Shopify empowers businesses to serve both direct consumers and trade buyers from a single platform. Combined with the resurgence of branded mobile apps—offering direct engagement through push notifications and loyalty rewards—these innovations position brands for long-term growth and customer retention.About Mac KingMac King is the Co-Founder and Chief Revenue Officer (CRO) of Domaine, where he leads revenue strategy and client partnerships. With years of experience in digital commerce and Shopify development, Mac helps brands integrate technology, storytelling, and customer experience to drive measurable growth. His expertise spans DTC, B2B, and omnichannel strategy.About DomaineDomaine is a top-rated Shopify Plus agency specializing in strategy, design, and custom development for growing e-commerce brands. The company partners with clients across industries to optimize digital storefronts, streamline backend systems, and create seamless, revenue-driving customer experiences. Learn more at meetdomaine.com.Links Mentioned in This EpisodeMac King on LinkedInDomaine WebsiteKey Episode HighlightsAI is transforming how consumers shop, acting as a personalized discovery engine.Shopify's built-in B2B tools create new revenue opportunities for growing brands.Personalization through AI can replicate the “in-store” experience online.Branded mobile apps are regaining popularity for loyalty and direct engagement.Optimizing your store for AI visibility is essential for long-term competitiveness.ConclusionThe future of e-commerce is intelligent, integrated, and deeply personal. As Mac King explains, embracing AI, optimizing for new discovery channels,...

    2296 - Guide to Building a Standout Personal Brand with Lauren Davis

    Play Episode Listen Later Oct 23, 2025 17:52


    Mastering Personal Branding in the Age of AI: Insights from Lauren DavisIn 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 Grows with YouLauren Davis's approach to personal branding is rooted in intentionality and authenticity. Drawing on her experience as a record store owner turned branding consultant, she emphasizes that branding isn't about perfection—it's about connection. Every interaction online contributes to your personal narrative, and managing that narrative proactively ensures your audience sees the real you.Her five-step process begins with being findable online—optimizing search results, claiming your digital space, and differentiating your name or identity. Next, she highlights curating your brand experience: ensuring your website, visuals, and messaging reflect who you are today. From there, it's about nurturing relationships through value-driven content, genuine engagement, and consistent communication. Lauren also underscores the power of storytelling, urging professionals to build community through shared experiences. Finally, she recommends auditing your brand regularly to stay relevant as trends, technology, and your personal goals evolve.Lauren points out that AI is reshaping how personal brands are discovered, with search engines and chatbots pulling from public content to form impressions. To stay ahead, professionals must be proactive—keeping profiles current, managing reputation across platforms, and using keywords and narratives that align with how they want to be found. The key takeaway? A personal brand isn't built overnight; it's cultivated through clarity, consistency, and connection over time.About Lauren DavisLauren Davis is a personal branding strategist, speaker, and Founder of Lauren Davis Creative, where she helps entrepreneurs and professionals build impactful, human-centered brands. Known for her practical frameworks and genuine approach, Lauren has guided thousands of clients in defining their identity, refining their messaging, and increasing visibility through storytelling, strategy, and community building. She is also the host of The Real Personal Branding Podcast.About Lauren Davis CreativeLauren Davis Creative is a brand development and personal growth consultancy helping professionals and business owners establish and evolve their digital presence. The firm's mission is to empower clients to take control of their narrative through personalized brand strategy, visibility coaching, and creative storytelling that authentically connects with audiences.Links Mentioned in This EpisodeLauren Davis on LinkedInLauren Davis Creative WebsiteKey Episode HighlightsPersonal branding is about connection and clarity, not perfection.Being findable online is the foundation of a strong digital presence.Storytelling and community foster deeper audience relationships.Regular brand audits keep your message current and aligned.AI is transforming...

    2295 - Essential LinkedIn Strategies for Meaningful Engagement with MAIA Digital's Shay Thieberg and Eli Igra Serfaty

    Play Episode Listen Later Oct 22, 2025 20:43


    Mastering LinkedIn in 2024: Expert Strategies from MAIA DigitalLinkedIn 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 OpportunityAccording to Shay and Eli, LinkedIn has evolved into a powerful ecosystem for professionals, executives, and business owners who want to establish thought leadership. Unlike other social platforms, most LinkedIn users are senior decision-makers—and yet only 1% create content. This creates a huge opportunity for consistent, authentic voices to stand out and build authority.The duo emphasizes that engagement is the new currency on LinkedIn. Thoughtful comments and conversations often generate more visibility than standalone posts, as they demonstrate credibility and spark genuine interaction. They also discuss LinkedIn Sales Navigator as a high-ROI tool when used to build relationships instead of sending mass messages. In addition, features like LinkedIn newsletters and optimized company pages are underused assets that can rapidly expand reach, SEO visibility, and brand trust.Ultimately, Shay and Eli highlight that success on LinkedIn requires consistency, community, and clarity of purpose. Whether you're growing a business, nurturing partnerships, or positioning yourself as an industry expert, being authentic, data-informed, and strategically visible are the keys to long-term impact on the platform.About MAIA DigitalMAIA Digital is a LinkedIn-first marketing and branding agency founded by Shay Thieberg and Eli Igra Serfaty. The agency specializes in helping founders, executives, and companies amplify their presence through optimized content strategies, profile makeovers, and engagement-driven growth campaigns. MAIA Digital's mission is to help professionals move from passive users to active influencers who attract business organically.About Shay Thieberg & Eli Igra SerfatyShay Thieberg and Eli Igra Serfaty are LinkedIn growth experts and co-founders of MAIA Digital. With backgrounds in marketing, communications, and business development, they help clients convert online visibility into real-world opportunity. Together, they've developed frameworks that merge analytics, psychology, and storytelling to help professionals grow faster and more authentically on LinkedIn.Links Mentioned in This EpisodeShay Thieberg on LinkedInEli Igra Serfaty on LinkedInMAIA Digital WebsiteKey Episode HighlightsLinkedIn has evolved into a professional ecosystem for branding, sales, and thought leadership.Only 1% of users post content, meaning consistent engagement can create outsized visibility.Commenting and genuine interaction often outperform standalone posts.LinkedIn newsletters and company pages are underutilized tools for authority and SEO growth.Authenticity, engagement, and clear positioning drive long-term success on LinkedIn.ConclusionThe insights shared by Shay and Eli make one thing clear:...

    2294 - How Documented Processes Improve Onboarding and Performance with Sales Performance Team's Nicholas Loise

    Play Episode Listen Later Oct 21, 2025 18:18


    How to Build a High-Performing Sales Team in a Founder-Led Business: Insights from Nicholas LoiseFor 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 SystemNicholas Loise explains that most founders struggle with hiring salespeople because they underestimate how different it is to sell for a small business compared to a large enterprise. Without the backing of a big brand, sales success depends on grit, creativity, and adaptability. He emphasizes that before hiring, founders must document their entire sales process—from prospecting and discovery to objection handling and closing—so new hires have a clear roadmap to follow.Once the playbook is in place, Nicholas recommends hiring two salespeople at once to increase the chances of success, benchmark performance, and encourage healthy collaboration. He also stresses the importance of investing heavily in the first 90 days, creating structured onboarding, shadowing opportunities, and clear milestones to ensure quick ramp-up and retention. Compensation should be simple and transparent, typically a mix of base salary plus commission that motivates results while providing stability during onboarding.Finally, Nicholas discusses how to maintain oversight without micromanaging. Delegating sales effectively requires trust—but also process. Regular reviews, feedback loops, and continuous updates to your playbook keep the system strong. By using objective assessment tools and focusing on cultural fit, founders can build sales teams that scale sustainably and deliver consistent performance long after they've stepped out of the front-line role.About Nicholas LoiseNicholas Loise is the Founder of Sales Performance Team and a seasoned sales strategist who helps founder-led businesses build scalable, high-performing sales teams. With decades of experience in sales leadership, Nicholas specializes in designing sales playbooks, recruiting and onboarding top-performing reps, and aligning compensation structures that drive profitable growth.About Sales Performance TeamSales Performance Team helps $1M–$25M companies transition from founder-led selling to a system-driven sales organization. The firm provides fractional sales leadership, sales team recruitment, onboarding systems, compensation design, and proven frameworks that help founders replace intuition with strategy—and build a sales team that consistently delivers results.Links Mentioned in This EpisodeSales Performance Team WebsiteNicholas Loise LinkedIn ProfileKey Episode HighlightsFounders often struggle to hire sales reps because they underestimate how different small-business selling is from enterprise sales.Documenting your entire sales process—from prospecting to closing—is essential before stepping out of the role.Hiring two salespeople at once improves benchmarking, morale, and retention while reducing hiring risk.Strong onboarding within the first 90 days directly impacts sales performance and long-term success.Keep compensation plans simple, transparent, and performance-driven to attract and retain top...

    2293 - The Digital Transformation of the Construction Industry with PMWEB's Huw Roberts

    Play Episode Listen Later Oct 20, 2025 19:09


    Navigating Digital Transformation in Construction: Expert Insights from Huw Roberts, CEO of PMWEBThe 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 ConstructionThe construction industry is one of the largest in the world but also among the slowest to digitize. Huw Roberts explains that while many sectors have embraced automation and AI, much of construction still depends on manual workflows, spreadsheets, and outdated systems. This creates inefficiencies that technology can help solve—if applied with purpose.Huw stresses that digital transformation isn't about adopting the latest tool; it's about aligning technology with specific outcomes. Whether the goal is faster project delivery, better collaboration, or improved forecasting, success starts with defining measurable results and working backward from there. Companies should begin with small pilot projects, gather feedback, and scale successful initiatives across the organization.Ultimately, balancing innovation with caution is essential. Large enterprises can absorb the risks of experimentation, while small and mid-sized businesses must focus on clear returns. By adopting an outcome-focused mindset and continuously learning from both wins and failures, construction firms can achieve meaningful transformation without sacrificing stability.About Huw RobertsHuw Roberts is the CEO of PMWEB, where he leads a global team dedicated to transforming how organizations plan, manage, and deliver construction and real estate projects. With a background in architecture and decades of experience in technology leadership, Huw bridges design, innovation, and business strategy to help clients improve performance and embrace the digital future of project management.About PMWEBPMWEB is a leading enterprise software platform that streamlines construction and real estate portfolio management. Designed for performance and transparency, PMWEB equips organizations with the tools to manage costs, schedules, and outcomes through data-driven decision-making. The company's integrated approach enables project teams to operate more efficiently and deliver measurable business results.Links Mentioned in This EpisodeHuw Roberts LinkedInPMWEB WebsiteKey Episode HighlightsThe construction industry remains one of the least digitized but most opportunity-rich sectors.AI and automation are transforming project management efficiency.Outcome-focused decision-making ensures measurable and sustainable innovation.Pilot programs help companies minimize risk while adopting new technology.PMWEB empowers organizations to modernize processes and maximize ROI.ConclusionHuw Roberts' insights reveal that digital transformation in construction isn't just about technology—it's about clarity, adaptability, and purpose. By focusing on measurable outcomes, leveraging AI strategically, and empowering teams with the right tools, leaders can drive lasting...

    2292 - When Best Practices Become Bad Habits with Town Square Business Advisors' Matthew Person

    Play Episode Listen Later Oct 19, 2025 16:22


    Building a High-Performance Workplace Culture: Insights from Matthew Person's “Four I's” MethodologyIn 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 FrameworkMatthew Person explains that too many companies try to copy “Best Places to Work” models without understanding what makes their own teams unique. He emphasizes that culture is not about perks or imitation—it's about clarity of purpose and alignment with organizational identity. The first pillar, Identity, defines who you are as a company and why you exist, serving as a foundation for decisions, relationships, and results.The next two pillars, Instruction and Intercommunication, address how organizations operate and communicate. Instruction provides structure—ensuring that processes, roles, and expectations are clear—while intercommunication builds trust by encouraging open, consistent dialogue. When both elements are strong, teams move cohesively, information flows effectively, and leaders can focus on strategy rather than micromanagement.Finally, Information Feedback turns culture into a living, adaptive system. Feedback, Matthew explains, should be consistent, transparent, and actionable—not reserved for annual reviews. Together, the Four I's create what he calls constrained independence—a balance between freedom and boundaries that empowers innovation without chaos. The result is a culture that performs with purpose, resilience, and shared accountability.About Matthew PersonMatthew Person is the Founder and Managing Director of Town Square Business Advisors, where he works with executives and business owners to enhance strategy, leadership, and organizational culture. With decades of experience in mergers, acquisitions, and business growth advisory, Matthew developed the Four I's framework to help leaders build clarity, cohesion, and confidence into every level of their company.About Town Square Business AdvisorsTown Square Business Advisors partners with business leaders and organizations to create sustainable growth through strategic clarity, operational excellence, and people-centered culture. The firm specializes in M&A advisory and executive consulting, helping companies align their leadership, systems, and communication for long-term success.Links Mentioned in This EpisodeMatthew Person on LinkedIn: https://www.linkedin.com/in/matthewdperson/Town Square Business Advisors: www.townsquare-advisors.comKey Episode HighlightsGreat culture isn't copied—it's created from your company's authentic identity.The Four I's—Identity, Instruction, Intercommunication, and Information Feedback—form a foundation for success.“Constrained independence” gives employees freedom within clear boundaries.Consistent, transparent feedback fosters trust and continuous improvement.Alignment between stated values and real behavior...

    2291 - Why Networking Should Feel More Like a Dinner Party and Less Like a Sales Pitch with Daniel Andrews

    Play Episode Listen Later Oct 18, 2025 21:15


    Building Authentic Connections: Daniel Andrews on Friendship, Hospitality, and Low-Barrier NetworkingIn 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 HospitalityDaniel Andrews believes that hospitality is not about perfection but presence—making people feel seen, valued, and welcomed. He and his wife regularly host dinners to strengthen friendships, emphasizing that consistency and simplicity make connection sustainable. Whether in business or personal life, Daniel says hospitality creates space for trust, conversation, and belonging.Beyond hosting, Daniel encourages using technology to remove barriers to connection. He creatively uses Calendly for dinner invites, allowing friends to pick a convenient date and eliminating the friction of group planning. His philosophy: make it easy for people to say “yes” by lowering the stakes and setting clear expectations.Daniel also applies these principles to business networking. Instead of formal sales meetings, he prefers 20-minute, no-pressure “get-to-know-you” calls that prioritize relationship-building over pitching. He calls introductions the “currency of trust,” explaining that when you thoughtfully connect two people, you share your credibility and strengthen all three relationships. For Daniel, connection is not about collecting contacts—it's about building a network of genuine, mutually beneficial relationships.About Daniel AndrewsDaniel Andrews is a seasoned entrepreneur, mentor, and relationship builder who champions authentic connection in both business and life. Known for his thoughtful approach to hospitality and low-barrier networking, Daniel has helped countless leaders and entrepreneurs strengthen relationships, expand their communities, and find deeper fulfillment through intentional connection.Links Mentioned in This EpisodeDaniel Andrews on LinkedInKey Episode HighlightsHospitality is about presence, not perfectionUse simple tools like Calendly to make invitations and connections effortlessBoundaries make connection easier, not harderReplace transactional networking with short, intentional conversationsThoughtful introductions build credibility and long-term trustConsistency and low-pressure gatherings are key to lasting relationshipsConclusionDaniel Andrews reminds us that meaningful connection doesn't require grand gestures—it starts with small acts of intentionality. By simplifying invitations, embracing hospitality, and focusing on authenticity over perfection, we can nurture relationships that enrich both business and life. Genuine networking isn't about volume; it's about trust, presence, and care.

    2290 - Empowering Business Owners to Embrace Technology with The Business Therapist's Dan Goodstein

    Play Episode Listen Later Oct 17, 2025 16:44


    How Business Owners Can Scale and Thrive in the Age of AI: Insights from Dan GoodsteinIn 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 EraDan emphasizes that too many business owners are working in their businesses rather than on them. He highlights the importance of stepping back, joining peer communities, and embracing outside accountability through coaching or masterminds. These practices create space for strategy, innovation, and balance—especially critical as AI reshapes how we work.AI, he explains, is now leveling the playing field for small and midsize businesses, giving them access to tools once reserved for large corporations. From AI-driven sales assistants to automated lead generation and CRM integrations, these technologies help streamline operations, enhance personalization, and improve ROI. Dan also encourages owners to adopt a “pilot-first” approach—testing tools on a small scale before company-wide implementation to ensure measurable results.Finally, Dan shares actionable strategies for using AI in sales, from automating outreach to personalizing follow-ups, while maintaining the human connection that drives lasting relationships. His advice is clear: start small, stay consistent, and focus on impact over volume. AI isn't about replacing people—it's about empowering them to spend more time on high-value, strategic work.About Dan GoodsteinDan Goodstein is the Founder of The Business Therapist, a platform helping entrepreneurs build scalable, resilient companies through coaching, peer networks, and strategic support. He also serves as President of IRPA AI, a global association focused on intelligent automation and digital transformation. Dan is the host of The Digital Leader Show and a frequent speaker on AI, business growth, and leadership innovation.About The Business TherapistThe Business Therapist provides business owners with the community, coaching, and resources they need to scale sustainably. Through mastermind groups, advisory programs, and peer-to-peer learning, the organization helps leaders step back from daily operations to focus on vision, systems, and growth strategy.Links Mentioned in This EpisodeThe Business Therapist WebsiteIRPA AI WebsiteDan Goodstein LinkedIn ProfileKey Episode HighlightsWhy every business owner needs community and strategy days.How AI tools are helping small businesses compete with large enterprises.Actionable ways to use AI in sales and marketing.Tips for choosing and integrating AI technologies effectively.The importance of focusing on sustainability, not just speed, in scaling.ConclusionDan Goodstein's message is simple but powerful: you can't scale by doing more—you scale by doing smarter. By stepping back, building support systems, and embracing AI-driven tools, business owners can transform the way they grow and operate. The future belongs to leaders...

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

    Play Episode Listen Later Oct 16, 2025 14:57


    Building B2B Authority in the AI Era: Actionable Strategies from Kathleen Lucente of Red Fan CommunicationsIn 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 AIKathleen explains that traditional SEO strategies are no longer enough. With nearly 60% of Google searches ending without a click, brands must now focus on being discoverable through AI summaries, thought leadership, and digital authority—not just website traffic. She introduces her “Revenue Bridge” framework, built around three pillars: authority, credibility, and reputation. Authority opens doors, credibility converts, and reputation sustains long-term growth.To stand out in this new environment, Kathleen encourages businesses to refresh their brand narratives, ensuring they reflect what truly differentiates them in the market. She emphasizes multi-channel storytelling and the importance of developing multiple internal thought leaders who can each represent distinct aspects of a company's expertise. The goal isn't just visibility—it's being referenced, quoted, and trusted by both humans and AI systems alike.Finally, she underscores that thought leadership is now a direct revenue driver. By educating your audience, securing media coverage, and engaging authentically online, companies can strengthen their digital footprint and boost conversions. Kathleen's message is clear: in the AI era, influence happens before the click. B2B leaders must build public credibility that algorithms and audiences alike can recognize and trust.About Kathleen LucenteKathleen Lucente is the Founder and CEO of Red Fan Communications, a strategic communications firm based in Austin, Texas. With over two decades of experience, she has helped startups and Fortune 500 companies alike transform their PR and marketing strategies. Her firm specializes in brand narrative development, executive thought leadership, and communications strategies that drive measurable business growth.About Red Fan CommunicationsRed Fan Communications is a full-service strategic communications agency that helps high-growth B2B companies stand out in crowded markets. The firm partners with clients to elevate authority, strengthen reputation, and connect PR efforts directly to revenue. Through storytelling, content strategy, and media relations, Red Fan ensures brands remain relevant, discoverable, and influential in the AI-powered age.Links Mentioned in This EpisodeRed Fan Communications WebsiteKathleen Lucente LinkedInKey Episode Highlights60% of searches now end without a click—visibility requires AI optimization.Kathleen's “Revenue Bridge” framework: authority, credibility, and reputation.How to refresh your brand narrative to attract modern B2B buyers.Why thought leadership drives both awareness and revenue.Practical steps to build multi-channel visibility and executive trust.ConclusionKathleen Lucente's insights reveal that building authority today means adapting to the invisible influence of AI. By...

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

    Play Episode Listen Later Oct 15, 2025 19:39


    Mastering Productivity: How to Treat Time Like Cash and Build Sustainable SuccessIn 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 HustleAndrew explains that productivity isn't about staying busy—it's about getting the right things done. He encourages founders and executives to treat time like a limited resource, allocating it intentionally toward high-impact work. By setting a weekly “time budget,” business leaders can prioritize key results, prevent burnout, and maintain clarity around what truly matters.He also highlights the importance of sustainability over short-term sprints. Hustle can drive short bursts of progress, but without recovery, it leads to exhaustion. Instead, Andrew recommends anchoring to a steady baseline of work hours and recharging regularly to stay consistent. He reminds leaders that “boundaries aren't restrictive—they're empowering.” The discipline of protecting your time actually frees you to focus more deeply on creative and strategic work.Lastly, Andrew emphasizes the power of working in your zone of genius—the tasks that energize you and align with your strengths. Delegating draining work and using simple, familiar tools for time management (like a calendar or to-do list) can dramatically boost both productivity and satisfaction. True efficiency, he says, comes not from shiny new apps, but from consistent habits and clear priorities.About Andrew HartmanAndrew Hartman is the Founder and CEO of Time Boss, a productivity training company that helps entrepreneurs and executives design intentional, sustainable schedules for success. With years of experience coaching business owners, Andrew has developed frameworks like “time-as-cash” and “intentional time budgeting” to help clients achieve more by doing less—without burnout.About Time BossTime Boss is a coaching and training platform dedicated to helping professionals reclaim their time and focus on meaningful results. Through masterclasses, workshops, and personalized consulting, Time Boss equips individuals and teams to set clear priorities, align their energy with their goals, and create balance between work and life.Links Mentioned in this EpisodeTime Boss WebsiteAndrew Hartman LinkedIn ProfileKey Episode HighlightsWhy productivity is about results, not busynessHow to apply the “time-as-cash” framework for better boundariesCreating a weekly time budget for focus and clarityWorking in your “zone of genius” to maximize energy and impactWhy sustainable habits outperform constant hustleConclusionAndrew Hartman's insights remind us that success isn't built on endless work—it's built on intention, focus, and balance. By treating time as your most valuable currency, setting boundaries, and operating in your strengths, you can create both sustainable productivity and a fulfilling lifestyle.

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

    Play Episode Listen Later Oct 14, 2025 18:53


    Mastering B2B Lead Generation in the Age of AI: Expert Insights from Bill RiceIn 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 B2B Lead GenerationBill explains that B2B marketing has evolved beyond traditional methods like cold outreach and Google Ads. Today's success depends on creating digital surface area—the online footprint of content, profiles, and engagement that helps AI and algorithms recognize your expertise. He emphasizes that consistent, clear messaging across blogs, websites, and social platforms allows both search engines and large language models (like ChatGPT) to identify and recommend your brand as an authority.A key part of Bill's strategy is leveraging LinkedIn for executive visibility. He encourages business leaders to post regularly, engage thoughtfully, and use the platform as a stage for thought leadership. Sharing authentic stories, insights, and industry perspectives humanizes your brand while establishing credibility. This kind of visibility not only attracts potential clients but also builds trust and familiarity long before the sales conversation begins.Bill also discusses how AI and large language models are reshaping the buyer's journey. AI-driven referrals are becoming more influential than traditional SEO, as they provide context-aware recommendations tailored to user needs. He advises business owners to ensure their digital content is well-structured, easy to interpret, and consistently reinforces their niche expertise. By combining thoughtful content creation, AI awareness, and genuine personal branding, companies can build scalable, first-party lead generation systems that produce sustainable results.About Bill RiceBill Rice is the Founder of Bill Rice Strategy Group and Kaleidico, two leading agencies specializing in B2B marketing and lead generation. With over 20 years of experience across finance, law, and senior living sectors, Bill helps executives and organizations develop first-party lead systems, optimize digital presence, and harness AI for measurable business growth. He is also the creator of The Executive Brief, a weekly newsletter featuring actionable insights for leaders navigating the intersection of marketing and technology.About Bill Rice Strategy GroupBill Rice Strategy Group is a marketing consultancy that helps businesses build first-party lead generation systems through strategy, content creation, and AI-driven insights. With a focus on long-term growth and client ownership of marketing assets, the firm empowers organizations to elevate their brand authority, generate consistent leads, and adapt to the rapidly evolving digital landscape.Links Mentioned in this EpisodeBill Rice Strategy GroupBill Rice LinkedIn ProfileThe Executive Brief NewsletterKey Episode HighlightsHow AI is reshaping B2B lead generation and client discoveryWhy digital surface area boosts visibility and credibilityThe power of LinkedIn for executive thought leadershipBuilding sustainable, first-party lead...

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

    Play Episode Listen Later Oct 13, 2025 20:42


    Realigning Your Business with Passion: Expert Insights from Kara DuffyIn 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 BusinessKara believes that success starts with alignment—when your business reflects your purpose and energizes you daily. She explains that many entrepreneurs drift from their passion over time, taking on clients or projects that drain creativity and joy. Her “lemonade stand” philosophy encourages founders to strip back to what they do best and build from that foundation. By focusing on a single core offering, simplifying operations, and delegating distractions, business owners can regain clarity, increase profitability, and rediscover fulfillment in their work.Operating in your “zone of genius,” Kara says, means spending most of your time on high-value, joyful activities. She urges leaders to delegate or eliminate everything outside that zone and to audit weekly tasks for alignment. Through this lens, even niche businesses—like boutique creatives or specialists serving small, passionate audiences—can thrive when they stay authentic and focused. When clarity replaces clutter, it becomes easier to attract dream clients who align with your mission and values.Kara also emphasizes that business is a lifestyle, not just a job. She encourages entrepreneurs to design companies that support their personal rhythms and long-term well-being. Whether it's taking “mini holidays” to recharge or fostering genuine client relationships, the goal is to create a sustainable balance. Her signature mantra—“Stop Selling, Start Sharing”—captures her belief that authenticity and generosity are the true engines of business growth. When you lead with purpose and share what you love, success follows naturally.About Kara DuffyKara Duffy is the CEO and Founder of KDCC International, a business coaching and consulting firm dedicated to helping entrepreneurs and creative leaders build businesses that are both profitable and purposeful. With extensive experience guiding founders through growth and realignment, Kara helps clients simplify, scale, and reconnect with their mission. She is also the author of Stop Selling, Start Sharing, a guide to authentic, purpose-driven business.About KDCC InternationalKDCC International empowers entrepreneurs and teams to build high-impact, passion-driven businesses through strategic coaching, workshops, and consulting. From clarity and culture to profitability and purpose, KDCC helps leaders align their operations with their vision—creating companies that thrive from the inside out.Links Mentioned in this EpisodeKDCC InternationalKara Duffy LinkedIn ProfileKey Episode HighlightsHow to simplify your business using the “lemonade stand” approachWhy working in your “zone of genius” leads to sustainable successHow to declutter your business like the KonMari MethodTurning your business into a lifestyle you loveBuilding authentic connections through sharing, not sellingConclusionAs Kara Duffy reminds us, business success isn't just about growth—it's about alignment. When your...

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

    Play Episode Listen Later Oct 12, 2025 16:52


    When Is Your Business Ready for a Fractional CFO? Expert Insights from Laresa McIntyreAs 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 Hire a Fractional CFOLaresa explains that a fractional CFO is a part-time financial executive who provides strategic planning, forecasting, and financial insight—without the cost of a full-time hire. Businesses typically benefit when revenue reaches the $1M–$2M mark or when decision-making starts to rely too heavily on gut instinct instead of data. She highlights clear signs that a company is ready for financial leadership: outgrowing basic tools like QuickBooks, feeling uncertain about profitability, or needing clarity around cash flow and personnel costs.A fractional CFO doesn't just manage numbers—they partner with founders to bring order, foresight, and peace of mind. Laresa shares how implementing more detailed financial reporting and proactive cash flow forecasting helps business owners understand where their money is going, where it should go next, and how to allocate it efficiently. This support allows leaders to step back from financial stress and focus on strategy, growth, and innovation instead.For founders still below seven figures, Laresa recommends starting early by setting up robust accounting systems and forecasting tools. Preparation ensures a fractional CFO can deliver maximum value once engaged. By building these systems in advance, founders avoid reactive decisions and gain clarity on how each financial move impacts long-term scalability.About Laresa McIntyreLaresa McIntyre is the Founder and Fractional CFO at Rockbridge CFO, where she helps businesses gain financial clarity, improve profitability, and scale strategically. With years of experience supporting founders and executive teams, she specializes in transforming financial chaos into actionable growth strategies.About Rockbridge CFORockbridge CFO provides strategic financial leadership for growing companies through fractional CFO services. The firm focuses on forecasting, profitability analysis, and cash flow management—empowering business owners to make confident, data-driven decisions without the expense of a full-time CFO.Links Mentioned in this EpisodeRockbridge CFOLaresa McIntyre LinkedIn ProfileKey Episode HighlightsSigns your business is ready for a fractional CFOHow financial forecasting improves decision-makingCommon gaps in accounting systems for scaling companiesThe emotional and strategic benefits of CFO partnershipHow to prepare your financial foundation before reaching seven figuresConclusionHiring a fractional CFO isn't just about managing your finances—it's about reclaiming your time, focus, and confidence as a leader. As Laresa McIntyre explains, the right time to bring in a CFO is when you're ready to grow with clarity and strategy instead of stress and guesswork. Whether your business is at $500K or $5M, proactive financial leadership can set the foundation for sustainable, scalable success.

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

    Play Episode Listen Later Oct 11, 2025 18:57


    Navigating the 2025 SMB Landscape: Proactive Tax Strategies and Expert Insights from Adam WilliamsSmall 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 PlanningAdam emphasizes that reactive tax preparation is no longer sufficient for SMBs looking to maximize profits and future-proof their businesses. Forward-thinking strategies like auditing profit and loss statements, employing family members, leveraging the Augusta Rule, choosing the right business entity, and utilizing cost segregation can save businesses significant money while maintaining compliance. He also highlights the importance of ongoing education and expert advisors, ensuring owners can confidently navigate new laws, AI integration, and changing economic conditions.Proactive planning goes beyond minimizing taxes—it's about optimizing operations and leveraging every available advantage. SMB owners can use these strategies to automate processes, structure their teams effectively, and ensure every deduction, credit, or exemption is captured. Adam's guidance demonstrates how combining thoughtful planning with expert support allows businesses to remain agile, profitable, and competitive in 2025 and beyond.Entrepreneurs who implement these strategies not only reduce risk but also position their businesses for sustainable growth. From cost-saving opportunities to AI-driven efficiency improvements, the insights Adam shared provide a clear roadmap for SMB founders seeking long-term success. By taking a proactive approach, business owners can reclaim control over their finances, optimize operations, and confidently scale their enterprises.About Adam WilliamsAdam Williams is the Co-founder of Pennywise Tax Strategies and a seasoned author focused on actionable tax and business advice for small and medium-sized enterprises. With deep expertise in tax planning, business law, and strategic consulting, Adam empowers SMB owners to make informed decisions that maximize profits and minimize risk.About Pennywise Tax StrategiesPennywise Tax Strategies helps small and medium businesses implement proactive tax planning, optimize deductions, and leverage financial strategies to grow efficiently. Their team specializes in forward-looking solutions that combine expert knowledge with practical, actionable tactics for entrepreneurs navigating a rapidly evolving business environment.Links Mentioned in this EpisodePennywise Tax StrategiesAdam Williams LinkedInKey Episode HighlightsHow SMBs can navigate complex tax and legal changes in 2025Strategies for proactive tax planning and financial optimizationLeveraging expert advisors and mastering profit and loss statementsTips for employing family members, leveraging the Augusta Rule, and entity selectionInsights on cost segregation and maximizing deductions for SMBsConclusionThe 2025 SMB environment demands proactive planning, strategic partnerships, and a keen understanding of tax and operational opportunities. Adam Williams' insights provide a roadmap for entrepreneurs seeking to thrive amid uncertainty by optimizing finances, leveraging expert guidance, and positioning...

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

    Play Episode Listen Later Oct 10, 2025 17:48


    Growth Through Acquisition: Lessons from Navy Veteran and Entrepreneur Gary MacDermidEntrepreneurship 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 Acquisition and Strategic Goal-SettingGary emphasizes that acquiring businesses—rather than relying solely on organic growth—can rapidly scale revenue, talent, and operational capacity. By identifying complementary businesses and overlaying high-value services, entrepreneurs can unlock immediate opportunities and enhance client value. Creative financing options, such as seller financing, SBA loans, and private investors, make acquisitions accessible even without deep upfront capital, allowing business owners to pursue strategic growth without overextending resources.Veterans, in particular, benefit from leveraging military discipline and intentional goal-setting, which Gary details in his book Set Your Own Goals or Someone Else Will. He recommends defining clear milestones, breaking down actionable steps, and seeking mentorship or peer accountability to navigate complex business decisions effectively. Beyond acquisition strategies, Gary stresses the importance of cultural integration and communication to ensure smooth transitions for both clients and staff, ensuring that growth is sustainable rather than just rapid.For all entrepreneurs, Gary underscores the value of overlaying high-ticket services on acquired businesses, continuously learning from new markets, and integrating processes that drive efficiency. Whether transitioning from military service or expanding an existing business, the principles of acquisition, strategic financing, and clear goal-setting serve as powerful levers to accelerate success.About Gary MacDermidGary MacDermid is a Navy veteran, investor, business acquirer, and author of Set Your Own Goals or Someone Else Will. He leverages his military experience and entrepreneurial expertise to help veterans, career changers, and business leaders strategically grow and scale their businesses.About Gary's CompanyGary specializes in growth through acquisition, creative financing, and advisory services that empower entrepreneurs to expand efficiently while maintaining operational and cultural integrity. His methods help businesses unlock hidden value and pursue strategic opportunities with confidence.Links Mentioned in This EpisodeGary MacDermid Website: https://garymacdermid.comBook: Set Your Own Goals or Someone Else WillKey Episode HighlightsGary's journey from Navy service to entrepreneurshipBenefits of growth through acquisition over organic growthStep-by-step approach to buying and integrating a businessCreative financing strategies: seller financing, SBA loans, private investorsOverlaying high-ticket services to maximize revenueIntentional goal-setting framework for veterans and career changersConclusionGary MacDermid's insights demonstrate that disciplined strategy, smart acquisition, and intentional goal-setting are essential tools for accelerating growth. By leveraging military experience, creative financing, and high-value service overlays, entrepreneurs and veterans alike can unlock...

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

    Play Episode Listen Later Oct 9, 2025 17:06


    Mastering Social Media Advertising in 2024: Expert Insights from Madison Hollimon of Mad Marketing HouseIn 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 Social Media MarketingMadison emphasizes that effective social media marketing requires blending creativity with data-driven strategy. By leveraging authentic UGC, businesses can increase engagement and build trust, while paid advertising helps amplify reach and drive conversions. Combining AI tools with human oversight ensures campaigns are optimized efficiently without losing the personal touch that resonates with audiences.She also highlights the differences between B2B and B2C advertising, explaining that B2B campaigns require precise targeting on platforms like LinkedIn, while B2C campaigns rely on broad reach across Meta and TikTok. Madison stresses that paid advertising is most effective when aligned with strategic goals, proper budgeting, and ongoing monitoring, emphasizing that quick wins come from smart investments rather than guesswork.Finally, Madison encourages brands to embrace authenticity and storytelling while adopting AI and automation cautiously. Keeping content relatable and visually appealing ensures campaigns stand out amid algorithm changes and evolving consumer behavior. Businesses that blend technology with creativity are positioned to achieve higher ROI and long-term brand loyalty.About Madison HollimonMadison Hollimon is the CEO and Founder of Mad Marketing House, a full-service social media marketing agency specializing in content creation, paid advertising, and strategic campaigns for both B2B and B2C brands. With a focus on combining creativity, strategy, and data, Madison helps businesses scale their social presence and engage audiences effectively.About Mad Marketing HouseMad Marketing House is a creative agency that helps businesses craft authentic content and implement high-performing social media campaigns. Leveraging UGC, AI tools, and strategic paid advertising, the agency works with entrepreneurs, product-based businesses, and personal brands to maximize engagement, conversions, and ROI.Links Mentioned in this EpisodeMad Marketing House WebsiteMadison Hollimon LinkedInInstagram: @madmarketinghouseKey Episode HighlightsThe importance of authentic user-generated content for engagement and trust.How AI and automation can optimize campaigns without replacing human oversight.Strategic differences between B2B and B2C social media advertising.Tips for paid ad budgeting, targeting, and monitoring to maximize ROI.Future trends in social media marketing and content strategy.ConclusionSocial media marketing in 2024 demands a balance of creativity, strategy, and technological savvy. Madison Hollimon's insights highlight how brands can leverage UGC, paid advertising, and AI tools to drive engagement and achieve measurable results while staying authentic and audience-focused.

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

    Play Episode Listen Later Oct 8, 2025 19:57


    Sustainable Digital Advertising: How Purpose-Driven Brands Can Reduce Their Carbon Footprint and Boost PerformanceDigital 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 PerformanceAvril explains that digital ads consume energy across servers, data centers, and real-time bidding platforms, creating “scope 3” emissions that many brands overlook. She emphasizes the importance of auditing campaigns, measuring emissions, and eliminating waste in the media supply chain. By optimizing targeting, frequency, and placements, companies can reduce unnecessary impressions and improve return on ad spend.Choosing sustainable partners and platforms is another key step. Boa encourages brands to prioritize agencies and publishers that use renewable energy and have verified carbon reduction goals. Communicating these efforts authentically—through case studies, blog posts, and social media—helps brands build trust and demonstrate real commitment to sustainability.Finally, Avril highlights the growing role of AI and the challenges of “walled gardens” like Google and Meta, which can complicate planning while increasing energy consumption. She advises marketers to stay agile, evaluate environmental impact alongside campaign effectiveness, and start with small improvements that scale over time. Sustainable advertising isn't just responsible—it's often more efficient and profitable.About Avril Tomlin-HoodAvril Tomlin-Hood is CEO & Founder of boa, a strategic sustainable digital media buying agency. With a focus on purpose-driven brands, she helps businesses reduce their digital carbon footprint while optimizing advertising performance and audience engagement.About boaBoa partners with companies to deliver eco-conscious media buying solutions that prioritize both performance and sustainability. Their services include auditing digital campaigns, optimizing targeting, and guiding brands toward greener platforms and practices.Links Mentioned in This Episodeboa WebsiteAvril Tomlin-Hood LinkedInKey Episode HighlightsUnderstanding the carbon footprint of digital advertisingAudit, measure, and reduce emissions in ad campaignsOptimizing targeting and frequency to improve efficiencyChoosing sustainable partners and platformsCommunicating sustainability efforts authenticallyConclusionSustainable digital advertising is no longer optional for brands that want to thrive in a resource-conscious world. By reducing emissions, eliminating waste, and partnering with eco-conscious platforms, marketers can achieve better performance, build trust with audiences, and make a meaningful impact on the environment.

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

    Play Episode Listen Later Oct 7, 2025 16:22


    Unlocking Business Growth: Expert Insights from Sandy Moll, CEO of Advanced Business SolutionsIn 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, operational excellence, and sustainable business growth. This post distills the main insights from their conversation, offering practical strategies for founders, business owners, and leaders looking to scale effectively while keeping their teams engaged.The ABS Approach: People, Processes, and Strategic ClaritySandy emphasizes that real business growth begins with a clear understanding of the problem you solve and the unique value you bring. ABS helps clients identify their core challenges, streamline operational processes, and implement strategic frameworks that allow teams to execute effectively. By combining personalized coaching with actionable systems, ABS ensures that businesses are set up for both immediate results and long-term scalability.Another key aspect of ABS's methodology is the focus on people. Sandy highlights the importance of aligning team members with the company's mission, developing leadership at every level, and fostering a culture that encourages accountability and innovation. This people-first approach reduces friction, increases productivity, and empowers employees to contribute meaningfully to the organization's success.Finally, ABS integrates technology and modern tools to enhance business efficiency without overwhelming leadership or teams. From leveraging AI to automate repetitive tasks to using project management platforms to track outcomes, Sandy demonstrates how combining human expertise with smart systems drives clarity, better decision-making, and sustainable growth. This balanced approach allows founders to focus on high-impact initiatives while trusting their teams to execute effectively.About Sandy MollSandy Moll is the CEO and founder of Advanced Business Solutions (ABS), bringing nearly 20 years of experience in helping SMBs, credit unions, and banks achieve clarity, efficiency, and scalable growth. She is passionate about combining operational strategy, leadership coaching, and technology to create sustainable, people-centered business solutions.About Advanced Business Solutions (ABS)ABS is a consulting and business solutions firm specializing in operational efficiency, leadership development, strategic planning, and interim staffing. With a client-first approach, ABS helps organizations streamline processes, develop high-performing teams, and implement strategies that drive measurable growth.Links Mentioned in this EpisodeABS WebsiteConnect with Sandy Moll on LinkedInKey Episode HighlightsThe power of identifying the problem your business solvesAligning team members with organizational mission and cultureIntegrating technology to improve efficiency without overcomplicating operationsLeadership strategies for sustainable growth and accountabilityTips for founders navigating uncertainty and scaling effectivelyConclusionSandy Moll's insights provide a clear roadmap for leaders seeking growth without sacrificing culture or clarity. By combining strategic frameworks, people-first leadership, and technology integration, founders and executives can scale their businesses sustainably while empowering their teams to perform at their best.

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

    Play Episode Listen Later Oct 6, 2025 18:33


    How Gelt is Transforming Tax Services: Insights from Founder Tal BinderIn 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 delivers superior service in a fast-evolving tax landscape. This post highlights key takeaways, actionable insights, and tips for anyone considering a modern approach to tax services.The Gelt Approach: Blending AI with Human ExpertiseGelt's model is centered on combining advanced technology with expert human oversight. Tal Binder emphasized that AI acts as a productivity multiplier, enabling tax professionals to work faster and more accurately, while a senior tax manager reviews all filings to mitigate risk and ensure precision.The company focuses on three core services: tax compliance, planning, and strategy, allowing clients to proactively manage obligations, optimize deductions, and structure finances for maximum efficiency. By automating repetitive tasks, Gelt's platform frees experts to deliver higher-value analysis and guidance tailored to each client's situation.Tal also stressed the importance of client experience and transparency. Every client receives a dedicated point of contact, Gelt partners with complementary service providers when necessary, and pricing is structured to reflect complexity and value. These elements make Gelt a unique alternative to traditional firms, ensuring both high-tech efficiency and personalized service.About Tal BinderTal Binder is the Founder and CEO of Gelt, a Tampa-based company focused on delivering tech-enabled tax solutions for high net worth individuals and businesses. Tal combines extensive experience in finance, technology, and entrepreneurship to streamline tax compliance, planning, and strategy.About GeltGelt is a modern tax services firm that integrates AI with human expertise to provide high net worth clients and businesses with accurate, efficient, and actionable tax solutions. Their approach emphasizes compliance, strategic planning, and personalized client service, positioning them as an innovative alternative to traditional firms.Links Mentioned in this EpisodeGelt WebsiteTal Binder LinkedIn ProfileKey Episode HighlightsHow Gelt combines AI and human expertise to enhance tax servicesThe three core services: compliance, planning, and strategyDedicated senior tax managers for personalized client serviceTransparent pricing and partnership approach for businesses and individualsPractical guidance on engaging with tech-enabled tax solutionsConclusionGelt demonstrates that modern tax services can be both high-tech and highly personal, enabling clients to optimize their financial outcomes while reducing complexity. By integrating AI with expert oversight, Gelt provides a scalable, accurate, and proactive approach to tax compliance, planning, and strategy.

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

    Play Episode Listen Later Oct 6, 2025 17:42


    Unlocking Scalable Leadership and Culture: Expert Insights from Esther Weinberg of The Ready ZoneIn 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 Ready Zone, who shared actionable strategies for building resilient leadership, cultivating strong culture, and preparing teams for sustainable growth. Drawing from her experience across entertainment and international development, Esther provides a practical roadmap for leaders navigating fast-growing organizations.Building Leadership Depth and Organizational ResilienceEsther emphasizes the “Three Ts”—Talent, Traction, and Technology—as the core pillars of scalable leadership. Talent focuses on attracting, developing, and retaining the right people, while Traction ensures that execution aligns with strategy. Technology acts as both an enabler and a source of stress, and leaders must help teams integrate digital tools without compromising culture.Scaling effectively requires recognizing the leadership gap that often emerges as companies grow. Founders cannot do it alone; mid-level and senior leaders need development, clear expectations, and accountability frameworks. Esther advises using structured approaches like the Five A's—Aware, Accurate, Acquire, Accountability, and Action—to empower leaders to reflect, learn, and implement change systematically.Practical application of these principles is critical. Esther recommends auditing your leadership team, clarifying expectations, investing in development, adopting the Five A's in everyday operations, and fostering open, tough conversations. Balancing people and technology ensures that teams stay engaged while adapting to AI and digital transformation pressures, creating a resilient and high-performing organization.About Esther WeinbergEsther Weinberg is the Founder & Chief Leadership Development Officer of The Ready Zone. With a career spanning entertainment and international development, she specializes in helping high-growth organizations build leadership depth, cultivate culture, and scale sustainably while keeping teams engaged and effective.About The Ready ZoneThe Ready Zone equips leaders and executive teams with practical frameworks, tools, and coaching programs designed to improve leadership effectiveness, team alignment, and organizational resilience. Their programs combine actionable strategies, personalized coaching, and change management guidance for leaders navigating complex growth challenges.Links Mentioned in This EpisodeEsther Weinberg LinkedIn ProfileThe Ready ZoneKey Episode HighlightsThe Three Ts framework: Talent, Traction, and TechnologyLeadership gaps in scaling organizations and the importance of mid-level developmentThe Five A's framework for personal and team leadership transformationPractical steps for auditing and developing leadership talentBalancing AI, digital transformation, and people-first leadershipConclusionScaling a business successfully requires more than strategy—it requires depth in leadership, intentional culture building, and the courage to have tough conversations. Esther Weinberg's frameworks provide actionable guidance for founders and executive teams to grow sustainably while keeping their people and performance aligned.

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

    Play Episode Listen Later Oct 3, 2025 18:23


    Unlocking the Power of Email & SMS Marketing for E-Commerce: Expert Insights from Nikita VakhrushevIn 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 Strategist of Aspekt, about how e-commerce businesses can maximize revenue and retention through smart email and SMS marketing. Nikita shared actionable strategies to engage warm audiences, optimize backend flows, and leverage design and segmentation for scalable growth.The Value of Backend Marketing for E-CommerceFocusing on existing customers is often more profitable than constantly chasing new ones. Nikita emphasizes that a well-maintained warm list—subscribers who have opted in—can drive repeat purchases and boost engagement. By auditing current flows, segmenting audiences, and sending value-driven communications, brands can increase revenue while fostering long-term loyalty.Modern email and SMS marketing also demands careful attention to privacy, consent, and deliverability. Platforms must respect double opt-ins, frequency preferences, and regulatory compliance to maintain subscriber trust. Nikita recommends staying current with evolving regulations and testing messaging to optimize engagement.Finally, leveraging strategic agency support can multiply results. Agencies like Aspekt provide audits, segmentation, automation, and expert design to ensure every message is impactful. Clear communication, transparency, and personalized service are key to achieving measurable ROI and scaling backend marketing efficiently.About Nikita VakhrushevNikita Vakhrushev is the CEO & Chief Strategist of Aspekt, a leading agency specializing in email and SMS marketing for e-commerce brands. With years of experience managing hundreds of accounts, he focuses on helping businesses increase revenue, engagement, and customer retention through backend marketing strategies.About AspektAspekt provides white-glove email and SMS marketing services for direct-to-consumer brands. Their team specializes in audits, segmentation, automation, and visually compelling campaigns designed to convert and scale, while maintaining transparency and measurable results.Links Mentioned in this EpisodeAspekt WebsiteNikita Vakhrushev LinkedinKey Episode HighlightsThe importance of backend marketing over constant customer acquisition.Leveraging warm lists and subscriber segmentation for higher ROI.Privacy, consent, and deliverability trends impacting email and SMS.Case study: Transforming a legacy brand's email revenue.Choosing agencies that provide transparency, personalization, and measurable results.ConclusionEmail and SMS marketing are powerful, revenue-driving tools when approached strategically. By focusing on your warm audience, optimizing backend flows, and embracing modern design and compliance standards, e-commerce brands can unlock sustainable growth and maximize lifetime customer value.

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

    Play Episode Listen Later Oct 1, 2025 19:01


    The CEO's Journey: Actionable Insights from Patrick Thean on Leadership, Strategy, and ExecutionIn 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 frameworks for leadership success. This blog distills key insights, providing guidance for leaders seeking to elevate their organizational performance and personal impact.The Real Role of a CEO: Beyond the Job TitlePatrick emphasizes that the CEO role evolves with company size: startup CEOs are hands-on with day-to-day operations, mid-market leaders focus on vision and enabling teams, and enterprise CEOs prioritize strategy, culture, and executive team alignment. He outlines seven practices for CEO success, including personal growth, curiosity, building early warning systems, aligning teams, fostering culture, developing talent ecosystems, and crafting customer-centric strategies. Implementing these practices helps CEOs empower their teams, prevent costly misalignment, and drive sustainable organizational growth.Personal development is foundational to effective leadership. Patrick recommends regular self-assessment, working with coaches or peer groups, and committing to continuous learning to ensure personal growth keeps pace with company expansion. A strong culture and aligned talent ecosystem amplify the CEO's impact, enabling teams to execute effectively while sustaining engagement, morale, and performance.Tools like Rhythm Systems® act as a “CEO's software,” providing a platform for strategy execution, goal tracking, and real-time performance visibility. By combining practical frameworks with software support, CEOs can transform high-level vision into operational reality, enhance accountability, and maintain clarity across their organization. The integration of personal growth, structured practices, and strategic tools equips leaders to thrive in high-growth environments.About Patrick TheanPatrick Thean is a serial entrepreneur, executive coach, and co-founder of Rhythm Systems®, a SaaS platform designed to help CEOs execute strategy, align priorities, and drive performance. His books, podcast, and coaching provide actionable insights for leaders navigating growth, culture-building, and organizational alignment.About Rhythm Systems®Rhythm Systems® provides a platform that helps CEOs and leadership teams implement strategy, track execution, and maintain alignment across departments. The software combines strategic planning, measurable goals, and real-time performance tracking, supporting sustainable business growth.Links Mentioned in this EpisodeRhythm Systems®Patrick Thean LinkedInKey Episode HighlightsThe CEO role changes depending on company size and growth stage.Seven practices for CEO success: self-growth, curiosity, early warning systems, alignment, culture, talent, and customer strategy.Personal development and accountability are crucial for effective leadership.Culture and talent ecosystems drive sustained organizational performance.Tools like Rhythm Systems® enhance execution, alignment, and clarity.ConclusionPatrick Thean's insights provide CEOs with a roadmap to balance personal growth, strategic leadership, and operational alignment. By implementing his seven practices and leveraging tools like Rhythm Systems®, leaders can empower teams, sustain high performance, and drive long-term business success.

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

    Play Episode Listen Later Sep 29, 2025 15:20


    Bridging the Gap: How Snow Leopard AI Empowers Enterprises with Real-Time Data for AI AgentsIn 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 effectively while ensuring access to accurate, actionable data. Deepti shares practical guidance for integrating AI, overcoming technical challenges, and maximizing the value of AI-driven workflowsThe Role of Real-Time Data in AI Agent SuccessAI agents are transforming how businesses operate, but their effectiveness hinges on real-time, accurate data. Deepti explains that AI is only as strong as the data it consumes, and fragmented or outdated data can lead to poor outcomes. Enterprises face challenges integrating AI into existing infrastructures, bridging gaps between AI teams and operational systems, and maintaining data security and freshness.Snow Leopard AI provides a platform that abstracts these infrastructure complexities, allowing AI teams to focus on business logic instead of plumbing. By connecting AI agents directly to operational data sources—ranging from SQL databases to SaaS APIs—companies can automate workflows, improve decision-making, and unlock insights that were previously siloed.For organizations beginning their AI journey, Deepti recommends starting with high-impact, low-risk use cases such as customer support, internal knowledge agents, or finance operations. Once proven, the deployment can expand to more complex workflows, leveraging both structured and unstructured data to maximize AI's value.About Deepti SrivastavaDeepti Srivastava is the Founder and CEO of Snow Leopard AI and a seasoned expert in AI infrastructure. She draws on her experience at Google and Oracle to help enterprises connect generative AI agents with real-time business data, enabling faster, more accurate decisions across industries.About Snow Leopard AISnow Leopard AI provides a platform that bridges AI agents with operational enterprise data, simplifying integration, ensuring security, and supporting scalable AI deployment. The platform empowers businesses to automate workflows, improve decision-making, and harness AI across finance, healthcare, SaaS, and legal sectors.Links Mentioned in this EpisodeWebsite: snowleopard.aiLinkedIn: Deepti SrivastavaKey Episode HighlightsUnderstanding the critical role of real-time, operational data for AI agentsOvercoming enterprise integration challenges and infrastructure gapsPractical steps for deploying AI agents across customer support, finance, and internal systemsLeveraging unstructured data for multimodal AI applicationsExpert recommendations for governance, data quality, and phased adoptionConclusionIntegrating AI agents with real-time enterprise data is no longer optional—it's essential for business agility and competitive advantage. Deepti Srivastava's insights and Snow Leopard AI's platform provide a roadmap for enterprises to connect AI effectively, automate complex workflows, and unlock new value from existing systems.

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

    Play Episode Listen Later Sep 26, 2025 21:04


    How CEO Concierge is Revolutionizing Virtual Assistant Services for Entrepreneurs: Insights from Jana FranklinIn 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 helps clients delegate tasks effectively, embrace technology, and maximize productivity. Listeners will gain actionable insights for scaling their businesses while maintaining balance and efficiency.The Power of Personality and Skill MatchingOne of the key differentiators at CEO Concierge is the rigorous approach to matching clients with virtual assistants—not only based on skill but also on personality and work style. Jana explains that understanding a client's preferences, autonomy, and attention to detail ensures a productive, long-term partnership. A strong personality fit reduces friction, improves communication, and allows VAs to anticipate client needs effectively.Beyond personality, skill alignment is critical to ensure the VA can hit the ground running, whether it's managing schedules, handling administrative tasks, or mastering specific business tools. CEO Concierge conducts assessments to ensure compatibility between client needs and VA expertise, which enhances efficiency from day one. For entrepreneurs managing multiple stakeholders or teams, this careful matching ensures that all interactions run smoothly and expectations are met consistently.Finally, CEO Concierge invests in ongoing training for both VAs and clients, keeping skills current and adaptable to evolving business needs. From learning new software to mastering AI tools, the company empowers VAs to provide higher-value support while educating clients on delegation strategies. This continuous development ensures that both parties grow together, resulting in stronger partnerships and better business outcomes.About Jana FranklinJana Franklin is a seasoned entrepreneur and franchisee of Fantastic Sams and Jimmy John's. With years of experience managing multi-location businesses, she understands the importance of delegation, productivity, and leveraging talent to achieve growth. Jana founded CEO Concierge to provide entrepreneurs with a trusted, efficient, and personalized virtual assistant service that addresses real-world business challenges.About CEO ConciergeCEO Concierge is a boutique virtual assistant service that matches business leaders with highly trained VAs from the Philippines. The company emphasizes personality and skill matching, ongoing training, and a concierge-level onboarding experience to ensure every client-VA relationship is a perfect fit. By providing entrepreneurs with trusted support, CEO Concierge allows clients to focus on growth, innovation, and leadership rather than administrative tasks.Links Mentioned in This EpisodeCEO Concierge WebsiteKey Episode HighlightsThe importance of delegating tasks outside your zone of geniusPersonality and skill matching for long-term VA-client successContinuous VA training and client education to enhance efficiencyLeveraging technology and AI tools to maximize productivityOvercoming the founder's dilemma of letting go to grow your businessCEO Concierge onboarding process ensures the perfect matchConclusionJana Franklin's insights reveal how a well-matched, well-trained virtual assistant can transform the way entrepreneurs operate. By focusing on personality alignment, skill development, and embracing technology, CEO Concierge empowers clients to delegate with confidence, reclaim their time, and...

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

    Play Episode Listen Later Sep 24, 2025 20:56


    Unlocking the Power of Voice AI: Insights from Mohan GulatiVoice 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 voice AI. This episode is packed with actionable insights for businesses, entrepreneurs, and tech enthusiasts eager to harness voice technology for growth and efficiency.How Voice AI is Changing Business CommunicationVoice AI is more than just a futuristic concept—it's a practical tool that can streamline operations and enhance customer experiences. Mohan Gulati highlighted that voice technology allows businesses to handle tasks like inbound calls, appointment scheduling, and lead qualification without constant human intervention. By deploying voice agents, companies can maintain 24/7 availability while reducing operational bottlenecks.Beyond efficiency, voice AI creates a more natural and engaging interaction with customers. Conversational interfaces mimic human speech, conveying nuance, tone, and emotion that text-based communication often lacks. This human-like quality strengthens connections, builds trust, and improves satisfaction in ways traditional methods can't match.For businesses ready to scale, voice AI offers versatility and easy integration. From small agencies to large enterprises, platforms like Thinkrr.AI allow companies to deploy customized solutions quickly, train voice agents with real customer data, and continuously optimize performance. The result is a seamless, scalable system that enhances both efficiency and customer experience.About Mohan GulatiMohan Gulati is the Founder and CEO of Thinkrr.AI, a company dedicated to making voice technology accessible, intuitive, and effective for businesses of all sizes. With a passion for solving everyday problems through AI, Mohan combines technical expertise with a deep understanding of how businesses can leverage emerging technologies to drive growth.About Thinkrr.AIThinkrr.AI is a voice AI platform that enables businesses to deploy conversational agents on websites, phone systems, and other digital channels. Designed for speed, accuracy, and scalability, Thinkrr.AI helps companies automate routine tasks, improve customer engagement, and expand their service offerings. Its solutions are suitable for businesses, resellers, and entrepreneurs looking to integrate cutting-edge voice technology into their operations.Links Mentioned in this EpisodeThinkrr.AI: https://thinkrr.aiKey Episode HighlightsThe vision behind Thinkrr.AI and the inspiration from real-world challengesHow voice AI enhances efficiency, reduces cognitive load, and creates human-like interactionsPractical applications for businesses, including customer support, appointment booking, and lead qualificationBenefits of voice AI: 24/7 availability, operational efficiency, enhanced customer experience, and scalabilityTips for deploying voice AI: start small, train...

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

    Play Episode Listen Later Sep 22, 2025 17:57


    The Art of Authentic Speaking: Lessons from Marianne HickmanIn 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 public speaking, and how leading with authenticity can create lasting impact.Rediscovering Authenticity in SpeakingMarianne emphasizes that in a digital world filled with AI-generated content, audiences crave realness. She encourages speakers to show their humanity, share personal passions, and let their creative process shine. Transparency and effort create trust that technology can never replicate.She also addresses the common pitfall of overconfidence, highlighting the Dunning-Kruger effect in the speaking industry. Marianne advises aspiring speakers to seek honest feedback, embrace humility, and focus on substance over style. By prioritizing growth over ego, speakers can steadily develop true expertise.Finally, Marianne underscores the importance of connecting with one person at a time. Real influence comes from seeing your audience as individuals, inviting feedback, and serving others rather than chasing viral moments. This relationship-focused approach is the foundation for a sustainable speaking career.About Marianne HickmanMarianne Hickman is a speaker coach, podcaster, and passionate advocate for authentic communication. She guides aspiring speakers and leaders to find their unique voice, connect with audiences meaningfully, and grow their influence without sacrificing their humanity.About Marianne's CompanyThrough her coaching and resources, Marianne Hickman helps speakers and professionals cultivate authenticity, confidence, and resilience. She empowers individuals to lead with purpose and build influence that is both impactful and sustainable. Learn more at mariannehickman.com.Links Mentioned in This EpisodeMarianne Hickman Website: mariannehickman.comInstagram: @mariannehickmanKey Episode HighlightsThe value of authenticity in a digital, AI-driven world.Recognizing and overcoming the Dunning-Kruger effect in speaking.How vulnerability builds trust and deep connection with audiences.Practical strategies for coaching and guiding others side by side.Actionable steps for aspiring speakers to grow with integrity and impact.ConclusionBecoming a powerful speaker isn't about chasing followers or viral fame—it's about authenticity, humility, and serving others. Marianne Hickman demonstrates that leading with your real voice, walking alongside your audience, and investing in relationships creates influence that lasts.

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

    Play Episode Listen Later Sep 19, 2025 18:52


    How to Transition from 1:1 Coaching to Profitable Group Programs: Insights from Cailen AscherFeeling 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 transformational group offers, price them for profit, and attract clients ready to invest—all while reclaiming your time and building a business that supports your lifestyle.Why Group Coaching WorksCailen's shift to group programs was driven by a need for freedom and flexibility as a new mom. One-on-one coaching required constant client calls, leaving little time for family or personal pursuits. By designing group programs, she was able to serve more clients in less time, reclaiming 90% of her schedule while still delivering real results.Group programs also increase income potential without requiring more hours. With a structured curriculum, coaches can generate six- or seven-figure revenue while providing deeper transformation for participants. Peer learning, accountability, and community dynamics make group programs more impactful than individual coaching alone.To make the transition successful, Cailen recommends auditing your current 1:1 work. Identify tasks and content that can be systematized, define the transformation you provide, and design a framework that works for multiple clients simultaneously. Intentional program design is the key to scaling without sacrificing quality or client experience.About Cailen AscherCailen Ascher is a business coach and founder of Success Made Simple. She helps coaches, consultants, and service providers move from time-intensive one-on-one work to profitable group programs, emphasizing efficiency, leverage, and client transformation.About Success Made SimpleSuccess Made Simple is a coaching and training platform dedicated to helping entrepreneurs scale their businesses, streamline their processes, and design programs that generate both income and freedom. The company focuses on actionable strategies, systems, and support to help clients achieve results faster.Links Mentioned in This EpisodeSuccess Made SimpleCailen Ascher LinkedInKey Episode HighlightsHow to transition from 1:1 coaching to group programsDesigning transformational group offers that scalePricing strategies for profit without compromising resultsAttracting high-commitment clients with outcome-driven messagingCreating a business model that supports lifestyle freedomConclusionCailen Ascher's insights demonstrate that scaling your coaching business doesn't mean sacrificing quality or client results. By leveraging group programs, coaches can achieve greater impact, increased income, and more personal freedom—all while delivering meaningful transformation to clients.

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

    Play Episode Listen Later Sep 15, 2025 20:35


    Unlocking Leadership and Decision-Making: Insights from Rick WilliamsIn 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 decision-making can accelerate organizational success and personal leadership growth.Leadership Lessons and Decision-Making FrameworksRick emphasizes that leadership is a blend of strategy, personal growth, and practical execution. Drawing lessons from sailing and photography, he explains how diverse interests can sharpen decision-making, improve adaptability, and foster creative problem-solving. Leadership skills are not confined to the office; they develop through varied experiences that challenge perspective and enhance judgment.He also highlights the strategic value of a well-structured board of directors. Beyond governance, boards provide accountability, offer new perspectives, and serve as a catalyst for organizational growth. Rick shares best practices for selecting board members, defining clear roles, and maintaining open communication to ensure boards function as true strategic partners.Finally, Rick walks listeners through his five-step decision-making framework: understand the opportunity, define success, explore creative options, assess risks, and make choices aligned with organizational goals and values. By following this structured approach, leaders can navigate complex decisions confidently while aligning their teams and resources toward meaningful outcomes.About Rick WilliamsRick Williams is a physicist-turned-entrepreneur, author, and seasoned board member. His career spans roles in consulting, real estate, and technology leadership, giving him a unique perspective on organizational strategy and decision-making. Rick is passionate about helping leaders create high-impact results through structured processes, personal growth, and strategic board governance.About Rick Williams LeadershipRick Williams Leadership provides insights, tools, and resources for executives and board members to improve decision-making, enhance governance, and accelerate organizational performance. The platform offers thought leadership content, training, and coaching that equips leaders to navigate complex challenges with confidence and clarity.Links Mentioned in this EpisodeRick Williams LeadershipRick Williams LinkedInKey Episode HighlightsDiverse hobbies like sailing and photography can strengthen leadership and decision-making skills.Career evolution shows how different experiences contribute to effective leadership.Boards are strategic assets that add value beyond daily operations.Rick's five-step decision-making framework helps leaders tackle high-stakes choices.CEOs succeed by orchestrating strategy, delegating tasks, and empowering their teams.ConclusionRick Williams' insights provide a practical roadmap for leaders who want to make better decisions, leverage boards effectively, and grow personally and professionally. His approach shows that leadership is not just about executing tasks but about cultivating perspective, strategic thinking, and organizational impact.

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