The Thoughtful Entrepreneur

Authentic Leadership and People-First Culture with Chris Robinson of Maxwell LeadershipIn this episode of The Thoughtful Entrepreneur, host Josh Elledge speaks with Chris Robinson, Executive Vice President of the Maxwell Leadership Institute and founder of chrisrobinsonspeaker.com. Chris shares a transformative approach to leadership rooted in authenticity, empathy, and personal connection. This episode explores how leaders can foster a culture that retains talent, inspires teams, and builds lasting impact by putting people first.Leadership That Connects: How to Build Culture Through Trust and CareChris Robinson believes that effective leadership comes down to three critical questions every team member asks: Can I trust you? Can you help me? Do you care for me? When leaders can genuinely answer “yes” to all three, they foster deeper relationships and stronger organizational cultures. Building trust starts with transparency and consistency, while being helpful means actively supporting team growth with resources, guidance, and encouragement. Most importantly, caring for your team goes beyond metrics—it requires recognizing their aspirations, listening to their concerns, and showing genuine appreciation.The cost of poor leadership, Chris warns, is high—and turnover is just the beginning. Financial losses, low morale, and declining productivity often stem from leaders who fail to connect or invest in their people. He recommends using a “retention calculator” to understand the true cost of losing a team member and encourages proactive practices like stay interviews and real-time feedback to keep teams engaged. Leaders who create a safe, responsive environment ultimately retain top talent and reduce disruption.To build a sustainable, people-first leadership culture, Chris uses tools like the “My Favorite Things” survey—gathering personal insights about team members’ interests, motivators, and milestones. Recognizing employees in small but meaningful ways—like remembering birthdays or rewarding them with their favorite treat—creates a culture of appreciation. Consistency is key: leaders must model the behavior they expect, train mid-level managers to do the same, and build common language and values across the organization using proven frameworks like those from John Maxwell.About Chris RobinsonChris Robinson is the Executive Vice President of the Maxwell Leadership Institute, an international speaker, coach, and entrepreneur. He empowers leaders to grow personally and professionally by equipping them with actionable leadership tools and people-first principles that drive real results.About Maxwell LeadershipMaxwell Leadership provides proven leadership development programs based on the teachings of John C. Maxwell. From keynotes and coaching to training solutions for organizations, Maxwell Leadership helps individuals and teams develop influence, build culture, and achieve transformative growth.Links Mentioned in this Episode:Maxwell Leadership WebsiteChris Robinson’s WebsiteChris Robinson on LinkedInEpisode Highlights:The 3 questions every follower asks: trust, help, and careWhy poor leadership costs more than you think—and how to fix itHow to personalize leadership with tools like “My Favorite Things”Actionable steps to retain employees and embed positive cultureThe three pillars of leadership growth: knowledge, coaching, experienceConclusionChris Robinson reminds us that authentic leadership isn’t about authority—it’s about connection, intention, and putting people first. By consistently modeling trust, helpfulness, and care, leaders can shape workplace cultures that not only retain talent but also inspire excellence. Whether you're leading a team of ten or a company of hundreds, the path to stronger leadership starts with building human-centered habits—one conversation at a time.🎧 More from UpMyInfluence:🎙️ Want to be featured on The Thoughtful Entrepreneur? Get your voice in front of 50K+ listeners. Schedule your guest spot here »https://go.upmyinfluence.com/podcast-guest🤝 Consultant doing 6+ figures?Let’s introduce you to your next big client, partner, or referral source. See how here » https://go.upmyinfluence.com/leader-intros📡 Thinking of launching your own podcast?We’ve built over 250 shows for leaders who now land dream guests (and clients) weekly. See the system here »https://upmyinfluence.com/book-podcast/🚨What’s Your PodVerified Score?🎯 Find out how you rank as a podcast guest — and get matched with hosts who actually want you.No spam. No cold pitching. Justsmart, credibility-based connectionsthat get you booked on aligned shows week after week.✅ 2 free podcast matches✅ Your own dashboard with warm-up plans✅ Media badges to showcase your guest authority✅ Priority access to Founders Club (limited to 100)👉RSVP now to preview the platform »https://podverified.com/📬 Subscribe to The Thoughtful EntrepreneurNew episodes daily to fuel your impact, visibility, and influence.Thanks for listening. Now go build something extraordinary!

Unlocking Quantum Revenue Growth with AI – Insights from Ursula Mentjes of Ursula Inc.In this episode of The Thoughtful Entrepreneur, host Josh Elledge speaks with Ursula Mentjes, founder of Ursula Inc. and host of the Quantum Revenue Expansion podcast. Ursula shares how entrepreneurs can leverage AI tools like custom GPTs and AI agents to scale smarter, build stronger systems, and increase revenue. If you're a service-based business owner aiming for seven figures, this conversation offers practical guidance and expert-level strategy for navigating the fast-changing landscape of AI and automation.How AI is Reshaping Sales, Content, and Scaling for Service-Based EntrepreneursUrsula emphasizes that AI isn't just another passing trend—it’s a non-negotiable shift in how business will be done moving forward. Drawing parallels to the industrial revolution, she encourages entrepreneurs to explore AI playfully but seriously. Tools like ChatGPT, when customized and trained properly, can replace hours of manual work by handling sales outreach, content drafts, and even internal decision-making simulations. It’s not about replacing people, she explains, but amplifying capacity and creativity.One of the most valuable takeaways from the episode is the use of custom GPTs and AI “agents” to streamline repetitive processes. Ursula’s team developed a proprietary GPT to help clients write compelling sales emails, while also using agent swarms to tackle multi-step projects like client onboarding and marketing campaigns. Josh expands on this with a recommendation: simulate a team of AI personas (e.g., SEO coach, marketing strategist) to generate well-rounded business decisions quickly. When applied thoughtfully, AI can act like a virtual C-suite that’s available 24/7.Finally, Ursula introduces The CEO Table, her dual-coach program designed to help service-based business owners scale from early six figures to seven. She and her co-coach Rebecca Hall offer clients a 360-degree view of business growth—blending mindset, sales, finance, and systems optimization. With personalized coaching, access to automation tools, and expert support, clients in the program fast-track their results while reducing burnout. AI plays a central role in this ecosystem, providing leverage and clarity where business owners often feel overwhelmed.About Ursula MentjesUrsula Mentjes is a sales expert, award-winning author, and founder of Ursula Inc. She helps entrepreneurs break through revenue plateaus using neuroscience-based coaching, mindset transformation, and AI-powered business systems.About Ursula Inc.Ursula Inc. helps service-based entrepreneurs grow from six to seven figures by aligning mindset, messaging, and scalable systems. The company offers elite coaching, digital programs, and tools that accelerate revenue with strategic AI integration.Links Mentioned in this Episode:Ursula Inc. WebsiteUrsula Mentjes on LinkedInQuantum Revenue Expansion PodcastFree tools: One Great Goal ebook, Uplevel Now, Scaling Roadmap, and live AI workshopEpisode Highlights:Why AI is essential—not optional—for business survivalCustom GPTs and AI agents as game changers in sales and operationsThe power of AI personas for decision-making and content creationThe CEO Table program and its dual-coach model for scaling smartHow to start integrating AI with simple tools and free resourcesConclusionAI is no longer a luxury—it’s the foundation of scalable success. Ursula Mentjes offers a clear roadmap for service-based entrepreneurs ready to lead with technology, elevate their mindset, and accelerate their revenue. Whether you’re just beginning or ready to optimize, this episode is your invitation to step into the future of business growth.Apply to be a Guest on The Thoughtful Entrepreneur: https://go.upmyinfluence.com/podcast-guest🎧 More from UpMyInfluence:🎙️ Want to be featured on The Thoughtful Entrepreneur? Get your voice in front of 50K+ listeners. Schedule your guest spot here »https://go.upmyinfluence.com/podcast-guest🤝 Consultant doing 6+ figures?Let’s introduce you to your next big client, partner, or referral source. See how here » https://go.upmyinfluence.com/leader-intros📡 Thinking of launching your own podcast?We’ve built over 250 shows for leaders who now land dream guests (and clients) weekly. See the system here »https://upmyinfluence.com/book-podcast/🚨What’s Your PodVerified Score?🎯 Find outhow you rankas a podcast guest — and get matched with hosts who actually want you.No spam. No cold pitching. Justsmart, credibility-based connectionsthat get you booked on aligned shows week after week.✅ 2 free podcast matches✅ Your own dashboard with warm-up plans✅ Media badges to showcase your guest authority✅ Priority access to Founders Club (limited to 100)👉RSVP now to preview the platform »https://podverified.com/📬 Subscribe to The Thoughtful EntrepreneurNew episodes daily to fuel your impact, visibility, and influence.Thanks for listening. Now go build something extraordinary!

How to Launch and Scale a Successful E-Commerce Brand: Expert Insights from Mo ElhawaryIn today’s fast-paced e-commerce landscape, founders and marketers need more than just trends to succeed; they need actionable strategies for driving real growth. In a recent episode of The Thoughtful Entrepreneur, host Josh Elledge sat down with Mo Elhawary, Founder of Launch and Scale Agency, to discuss the most effective tactics for launching and scaling e-commerce brands, particularly in the supplement and wellness sectors. Mo's agency has helped scale eight- and nine-figure brands, offering valuable insights on holistic success and marketing strategies for the modern e-commerce world.Understanding E-Commerce Business Models and Marketing StrategiesMo Elhawary emphasizes that not all e-commerce sectors are the same, and your business model should dictate your marketing approach. For example, fashion and apparel brands focus on variety and seasonal trends with higher cart values, while supplement and wellness brands typically rely on subscription models for recurring revenue. The key to success in supplement-based e-commerce is not just selling a product, but fostering ongoing customer relationships and emphasizing trust through personalized marketing.He also highlights the shift in marketing strategies, from platform-specific metrics to a holistic cross-platform approach. With customers interacting with brands across various platforms, Mo advises adopting an attribution model that tracks customer journeys and enhances overall brand presence. Investing in authentic, engaging content is key, with Mo stressing that content doesn’t need to be highly polished but must be relatable and engaging. To scale effectively, AI-powered tools can supplement content creation, but the true secret lies in mixing AI-generated elements with authentic, user-generated content (UGC) for the best results.Finally, Mo talks about the importance of focusing on two main ad types for e-commerce: performance-based videos and simple static images. He shares proven content frameworks like educational content, lifestyle integration, and product demos to effectively communicate value to potential customers. For new and scaling brands alike, Mo advocates for clear, benefit-driven messaging and rapidly testing content to discover what resonates with your target audience.About Mo ElhawaryMo Elhawary is the Founder of Launch and Scale Agency, a company that helps e-commerce brands launch, scale, and thrive through a combination of strategic marketing and product development. With extensive experience in growing eight- and nine-figure brands, Mo focuses on actionable growth strategies, creative marketing, and building sustainable, scalable business models for e-commerce brands.About Launch and Scale AgencyLaunch and Scale Agency offers comprehensive solutions for e-commerce brands, particularly in the supplement and wellness industries. Specializing in product development, marketing, and fulfillment, the agency helps brands launch successfully and scale efficiently with a focus on long-term growth and holistic marketing strategies.Links Mentioned in This Episode:Launch and Scale Agency WebsiteMo Elhawary on LinkedInEpisode Highlights:Key differences between e-commerce business models (fashion vs. supplements/wellness)Shifting from platform-specific metrics to a holistic marketing strategyThe importance of authentic content and AI’s role in scaling e-commerce brandsProven ad frameworks for e-commerce successActionable tips for founders and marketers to accelerate growthConclusionNavigating the world of e-commerce can be overwhelming, but with the right strategies, it’s possible to thrive in today’s competitive landscape. By understanding your business model, embracing cross-platform marketing, and investing in authentic content, you can build a brand that not only survives but grows exponentially. Whether you're starting a new venture or scaling an existing one, prioritizing customer relationships and marketing that resonates is the key to long-term success.Apply to be a Guest on The Thoughtful Entrepreneur: https://go.upmyinfluence.com/podcast-guestMore from UpMyInfluence:We are actively booking guests for our The Thoughtful Entrepreneur. Schedule HERE.Are you a 6-figure consultant? I’ve got high-level intros for you. Learn more here.What is your #1 Lead Generation BLOCKER? Take my free quiz here.Want to learn more about all the podcasts managed by UpMyInfluence? Opt in here.Don’t forget to subscribe to The Thoughtful Entrepreneur and thank you for listening. Tune in next time!

Navigating the Complex World of Leave Management: How AI is Transforming HR for Distributed TeamsIn today’s rapidly evolving workplace, managing employee leave has become a daunting challenge—especially for companies with teams spread across multiple states. In a recent episode of The Thoughtful Entrepreneur, host Josh Elledge sat down with Anant Agarwal, co-founder and CTO of Aidora, to discuss the intricacies of leave management, the role of AI in simplifying compliance, and actionable strategies for HR leaders. Drawing from Anant’s personal journey as a new parent and a tech founder, this conversation offers a wealth of insights for startups and established companies alike.The Role of AI in Streamlining Leave ManagementAnant Agarwal’s personal experience as a new parent revealed just how challenging and confusing managing leave can be—especially when navigating complex federal, state, and city regulations. As a solution, Anant and his team at Aidora are using AI to streamline the leave management process for distributed teams. By utilizing AI-powered tools, companies can offer personalized leave plans to employees based on their location, situation, and company policies, ensuring compliance with ever-changing regulations while also empowering employees with the information they need to plan their time off effectively.AI’s role doesn’t stop at personalizing leave plans; it can also keep HR teams updated in real time with regulatory changes, reducing the risk of errors and compliance issues. This is especially valuable for startups and small to medium-sized businesses (SMBs) that may lack the dedicated HR and legal teams to manage such complexity. The AI solutions offered by Aidora scale with companies, helping them manage leave for teams of all sizes while ensuring that employees across different states and cities receive consistent, accurate information.Additionally, AI tools like Aidora’s free leave plan generator allow employees to confidentially explore their leave options before approaching HR, saving time for both employees and HR departments. With precise, actionable outputs based on location-specific laws, this tool reduces administrative burden and enhances the employee experience, making the complex world of leave management more manageable for everyone involved.About Anant AgarwalAnant Agarwal is the Co-founder and CTO of Aidora, an AI-powered platform reshaping how modern companies manage employee leave. Anant has spent his career solving complex problems across industries—from leading AI-driven personalization efforts at Google to serving as a Vice President and strategist at Goldman Sachs, where he built financial infrastructure that powered structured product distribution at scale. Known for his ability to go deep fast, Anant blends technical depth with business strategy and execution, and has a track record of building high-performing teams, shaping product culture, and scaling with speed and clarity.About AidoraAidora provides AI-powered tools designed to simplify leave management for companies with distributed teams. Their flagship product, an AI-powered leave plan generator, helps employees quickly understand their leave entitlements, while ensuring HR teams stay compliant with local, state, and federal regulations. Aidora’s mission is to reduce the administrative burden of leave management while improving the employee experience.Links Mentioned in This Episode:Aidora WebsiteAnant Agarwal on LinkedInEpisode Highlights:The challenges of managing leave in distributed teamsHow AI simplifies compliance with changing leave regulationsThe importance of providing employees with clear, personalized leave plansUsing AI to reduce the administrative burden for HR teamsThe value of empowering employees with self-service tools like Aidora’s free leave plan generatorConclusionLeave management is no longer a back-office function—it’s a strategic priority for companies that want to attract and retain top talent, especially in a distributed, remote-first world. By embracing AI-powered solutions like Aidora’s leave plan generator, organizations can turn a complex, stressful process into a seamless, supportive experience for everyone involved. Whether you’re a startup or an established business, simplifying leave management with AI will not only reduce administrative workload but also improve compliance and employee satisfaction.Apply to be a Guest on The Thoughtful Entrepreneur: https://go.upmyinfluence.com/podcast-guestMore from UpMyInfluence:We are actively booking guests for our The Thoughtful Entrepreneur. Schedule HERE.Are you a 6-figure consultant? I’ve got high-level intros for you. Learn more here.What is your #1 Lead Generation BLOCKER? Take my free quiz here.Want to learn more about all the podcasts managed by UpMyInfluence? Opt in here.Don’t forget to subscribe to The Thoughtful Entrepreneur and thank you for listening. Tune in next time!

Unlocking Holistic Success: Lessons from Mike McCarthy of GoBundance MastermindIn a world where financial achievement is often seen as the pinnacle of success, what happens when you reach the top and still feel unfulfilled? This central question is explored in a recent episode of The Thoughtful Entrepreneur, hosted by Josh Elledge, featuring Mike McCarthy, Co-founder of GoBundance Mastermind. Mike discusses his journey of balancing financial success with emotional fulfillment, the importance of embracing passions outside of work, and redefining success through the "whole life millionaire" mindset.The Whole Life Millionaire Mindset: Balancing Success and FulfillmentMike McCarthy's journey is a powerful reminder that success isn’t just about financial achievements; it's about thriving in all areas of life. Through GoBundance Mastermind, Mike encourages members to embrace passions outside of work—like his own love for EDM DJing—to foster creativity and emotional well-being. These passions help build connection and provide emotional release, which in turn supports personal growth and fulfillment. For Mike, his DJing serves not just as a hobby but as a vital creative outlet, allowing him to process emotions and connect with others on a deeper level.A key part of the GoBundance Mastermind philosophy is prioritizing health, relationships, and personal growth alongside business success. Mike advocates for investing in inner work, including breathwork and coaching, to address subconscious beliefs and emotional wounds that may hinder true fulfillment. He explains that many high achievers, while successful financially, often face feelings of emptiness because they have neglected emotional healing. Through the practice of emotional awareness and self-care, individuals can achieve balance and long-term satisfaction in all areas of their life.Finally, Mike discusses the importance of fostering authentic community through groups like GoBundance, where members support each other’s growth and success. The mastermind’s community is built on vulnerability, where individuals share struggles as openly as they celebrate wins. This community spirit encourages members to be their authentic selves, creating a safe environment where true personal transformation can occur. By being part of a group that prioritizes connection over competition, leaders and entrepreneurs can thrive not only in business but also in their personal lives.About Mike McCarthyMike McCarthy is the Co-founder of GoBundance Mastermind, a community that empowers high achievers to embrace holistic success. Known for his commitment to helping individuals thrive in all areas of their lives, Mike teaches that fulfillment comes from balancing career success with personal passions and emotional growth. He is a passionate DJ and advocate for integrating personal healing and self-awareness into leadership.About GoBundance MastermindGoBundance Mastermind is an exclusive community designed to help high-net-worth individuals achieve success in all areas of their lives, not just financially. The mastermind brings together like-minded achievers who prioritize personal growth, relationships, and legacy, helping members live a fulfilling life by focusing on health, wealth, and personal happiness.Links Mentioned in This Episode:GoBundance Mastermind WebsiteMike McCarthy’s WebsiteMike McCarthy on LinkedInEpisode Highlights:The "whole life millionaire" mindset that prioritizes success in all areas of lifeThe importance of embracing personal passions outside of work for emotional fulfillmentWhy authentic communities lead to personal growth and successThe value of inner work, including breathwork and coaching, in achieving lasting fulfillmentRedefining success to include health, relationships, and legacy alongside financial goalsConclusionMike McCarthy’s insights offer a refreshing perspective on success, reminding us that true abundance comes from a holistic approach to life. By embracing passions, fostering authentic communities, and committing to emotional healing, anyone can achieve fulfillment that transcends financial wealth. Mike’s journey proves that a "whole life millionaire" mindset is not only possible but is the key to living a truly abundant and meaningful life.Apply to be a Guest on The Thoughtful Entrepreneur: https://go.upmyinfluence.com/podcast-guestMore from UpMyInfluence:We are actively booking guests for our The Thoughtful Entrepreneur. Schedule HERE.Are you a 6-figure consultant? I’ve got high-level intros for you. Learn more here.What is your #1 Lead Generation BLOCKER? Take my free quiz here.Want to learn more about all the podcasts managed by UpMyInfluence? Opt in here.Don’t forget to subscribe to The Thoughtful Entrepreneur and thank you for listening. Tune in next time!

Hope in Action: Leadership Lessons from Cynthia Rivard on Navigating Change and Inspiring ImpactIn a world marked by uncertainty and rapid transformation, the need for authentic, visionary leadership has never been greater. In a recent episode of The Thoughtful Entrepreneur, host Josh Elledge sat down with Cynthia Rivard, author of Hope for a New Era: Turning the Tide Love and Leadership Through Turbulent Times, CEO of Cynthia Rivard Strategic Consulting, and Founder of the Global Rising Tide Foundation. Cynthia’s work focuses on empowering leaders to foster hope, embrace change, and drive meaningful impact within their organizations and communities. This blog post distills the core principles shared during their conversation, offering actionable strategies for leaders to turn hope into action.The Core Principles of Transformational LeadershipCynthia emphasizes that hope isn’t just a passive feeling; it’s faith in a better future that drives action. As a leader, she believes that hope begins with crafting a clear vision for a better future and taking deliberate, small steps toward that vision. By acting on hope, leaders can inspire others to do the same, creating a ripple effect of empowerment throughout their teams and communities. Cynthia suggests that leaders should tap into their intuition and wisdom to guide their actions, sharing their journey openly and transparently to inspire those around them.One of the biggest challenges in leadership is overcoming resistance to change. Cynthia explains that resistance is deeply rooted in our subconscious, a survival mechanism that can hold leaders back if left unexamined. She encourages leaders to be aware of their fears and discomforts around change and take small, manageable actions to disrupt that inertia. Modeling vulnerability as a leader, Cynthia believes, helps create an environment where teams feel safe to embrace change, experiment, and grow together.Lastly, Cynthia speaks about the importance of fostering self-love and confidence in leadership. True confidence, according to Cynthia, is not about bravado, but about self-acceptance and self-compassion. She emphasizes that when leaders embody self-worth, they empower their teams to do the same, creating a culture of resilience and collaboration. By cultivating these qualities in themselves and their teams, leaders can build a foundation of trust and psychological safety that fuels innovation and success.About Cynthia RivardCynthia Rivard is the CEO of Cynthia Rivard Strategic Consulting and an author of Hope for a New Era: Turning the Tide Love and Leadership Through Turbulent Times. Cynthia’s work is dedicated to empowering leaders to embrace hope, navigate change, and drive transformational impact within their organizations and communities. She helps individuals and organizations create meaningful change by fostering self-love, confidence, and a commitment to purpose-driven leadership.About Cynthia Rivard Strategic ConsultingCynthia Rivard Strategic Consulting helps leaders and organizations navigate change, foster resilience, and make a lasting impact through visionary leadership and community engagement. With a focus on transforming leadership practices, Cynthia offers consulting services that empower leaders to embrace hope, drive innovation, and lead with purpose.Links Mentioned in This Episode:Cynthia Rivard’s WebsiteCynthia Rivard on LinkedInEpisode Highlights:Hope as a catalyst for change and actionOvercoming resistance to change through small actionsThe power of self-love and confidence in leadership effectivenessCreating a psychologically safe environment for innovation and experimentationExpanding your leadership influence beyond the boardroomConclusionCynthia Rivard’s leadership approach offers both vision and practicality for navigating change in today’s complex world. By embracing hope as faith in action, cultivating self-love, and fostering innovation, leaders can inspire lasting, positive impact within their organizations and communities. Cynthia reminds us that every action, no matter how small, creates a ripple effect that leads to greater collective transformation, showing that hope, when put into action, can change the world.Apply to be a Guest on The Thoughtful Entrepreneur: https://go.upmyinfluence.com/podcast-guestMore from UpMyInfluence:We are actively booking guests for our The Thoughtful Entrepreneur. Schedule HERE.Are you a 6-figure consultant? I’ve got high-level intros for you. Learn more here.What is your #1 Lead Generation BLOCKER? Take my free quiz here.Want to learn more about all the podcasts managed by UpMyInfluence? Opt in here.Don’t forget to subscribe to The Thoughtful Entrepreneur and thank you for listening. Tune in next time!

The Unvarnished Truth About Sales: Lessons from the UK’s Most Hated Sales Trainer, Benjamin DennehyIn the world of sales, few voices are as candid—or as controversial—as Benjamin Dennehy, widely known as the UK’s most hated sales trainer. In this episode, hosted by Josh Elledge, Benjamin pulls no punches as he exposes the uncomfortable realities of sales, debunks persistent myths, and offers actionable strategies for founders, salespeople, and small business owners. This blog post distills the key themes and expert advice from their conversation, providing a comprehensive guide for anyone looking to elevate their sales game.The Realities of Sales and Building Repeatable SuccessBenjamin starts by addressing an uncomfortable truth: most people in sales didn’t choose the profession—they stumbled into it. This lack of passion often leads to mediocrity, with many salespeople operating at a “seven out of ten” level, performing just enough to get by. To break through this, Benjamin advocates for treating sales as a craft that demands continuous improvement and investment in proper training. He emphasizes the importance of building a repeatable sales process, focusing on long-term relationships rather than just closing deals.Benjamin also talks about the “founder-led sales trap” where entrepreneurs, passionate about their products, often dread the sales process. Founders frequently hesitate to delegate or hire the right salespeople, leading to burnout and stagnation. He encourages founders to invest in structured sales training, create a clear sales process, and treat sales with the same importance as product development or finance. This shift in mindset is crucial for scaling a business beyond the founder's efforts.Finally, Benjamin discusses the common pitfalls businesses face when hiring salespeople. He warns against hiring based on charisma alone and stresses the need to look for candidates who demonstrate solid sales processes and results. Without a clear and documented sales approach, businesses will continue to struggle with underperforming teams. He advises on setting clear metrics and ensuring new hires are onboarded with proper training to drive predictable and repeatable sales success.About Benjamin DennehyBenjamin Dennehy is the Founder of Sales Matrix Courses, a platform offering comprehensive training and coaching for sales professionals. Known for his blunt, no-nonsense approach, Benjamin helps businesses confront uncomfortable truths about sales, break through mediocrity, and achieve repeatable success.About Sales Matrix CoursesSales Matrix Courses is a sales training platform created by Benjamin Dennehy. The courses are designed to help professionals and businesses develop stronger sales foundations, overcome common challenges, and create repeatable, predictable sales outcomes.Links Mentioned in This Episode:Sales Matrix Courses WebsiteBenjamin Dennehy on LinkedInEpisode Highlights:Why most salespeople fall into the profession without passion or preparationThe “founder-led sales trap” and how to avoid itThe importance of treating sales as a craft and investing in ongoing trainingWhy hiring the right salesperson requires more than just charismaHow big companies fail at sales training and what small businesses can do differentlyConclusionBenjamin Dennehy’s direct approach to sales offers a wake-up call for anyone stuck in mediocrity or struggling to scale their business. His message is clear: sales is a craft that demands discipline, self-awareness, and continuous improvement. Whether you’re a founder, an experienced salesperson, or new to the field, the key to success begins with confronting uncomfortable truths and committing to mastering the craft.Ready to take your sales skills to the next level?Start by reflecting on your own motivations, invest in real training, and don’t be afraid to seek help from those who’ve walked the path before you.Apply to be a Guest on The Thoughtful Entrepreneur: https://go.upmyinfluence.com/podcast-guestMore from UpMyInfluence:We are actively booking guests for our The Thoughtful Entrepreneur. Schedule HERE.Are you a 6-figure consultant? I’ve got high-level intros for you. Learn more here.What is your #1 Lead Generation BLOCKER? Take my free quiz here.Want to learn more about all the podcasts managed by UpMyInfluence? Opt in here.Don’t forget to subscribe to The Thoughtful Entrepreneur and thank you for listening. Tune in next time!

How to Build a Fundable, Scalable Business: Expert Insights from Nicholas Spezio of Exbo GroupIn the world of startups and high-growth companies, raising capital is often seen as a major milestone. But what happens after the money hits your account? In this episode of The Thoughtful Entrepreneur, Nicholas Spezio, Managing Director at Exbo Group, shares his expertise on how founders can build a scalable business, manage finances effectively, and position themselves for growth or a successful exit. Drawing from his experience advising venture-backed and private equity-backed companies, Nicholas outlines the key steps for building a solid financial foundation, attracting investment, and preparing for long-term success.Building a Strong Financial Foundation for Scalable GrowthNicholas emphasizes the importance of establishing strong financial controls and infrastructure early in the business lifecycle. While many founders focus on product development and growth, overlooking the financial aspect can be a costly mistake when it’s time to raise more capital or pursue an exit strategy. Implementing proper bookkeeping, creating financial models for forecasting, and maintaining internal controls will give you a clear picture of your business’s health, ensuring that you can confidently manage your operations, attract investment, and avoid potential financial pitfalls.In addition to financial controls, customer retention is critical to long-term success. Nicholas explains that retaining existing customers is more cost-effective than constantly acquiring new ones, making customer loyalty a key focus for investors. He also advises diversifying revenue streams and customer bases to reduce reliance on a single source of income or a few major clients. By doing so, business owners can enhance resilience, improve profitability, and make their business more attractive to potential investors or acquirers.Lastly, Nicholas underscores the importance of preparing for due diligence well in advance. Thinking like an investor and addressing potential issues before they arise can significantly increase the value of your company. By focusing on financial transparency, operational efficiency, and diversifying your revenue streams, you will be in a stronger position for future growth and to attract investment or an exit strategy when the time comes.About Nicholas SpezioNicholas Spezio is the Managing Director at Exbo Group, a financial advisory firm specializing in helping startups and growth companies build strong financial infrastructures, scale effectively, and prepare for investment or acquisition. With extensive experience advising venture-backed and private equity-backed companies, Nicholas helps founders navigate complex financial decisions and strategically plan for long-term success.About Exbo GroupExbo Group is a financial advisory firm that partners with high-growth startups to establish solid financial foundations, streamline operations, and prepare for funding or acquisition. The firm specializes in guiding companies through financial strategy, operational optimization, and due diligence preparation, enabling them to scale with confidence and attract investment.Links Mentioned in This Episode:Exbo Group WebsiteNicholas Spezio on LinkedInEpisode Highlights:Why early investment in financial systems and controls is essential for business successThe importance of customer retention and how to reduce churnStrategies for diversifying revenue streams and customer basesHow to prepare for due diligence and think like an investorThe role of technology in scaling operations efficientlyConclusionBuilding a scalable, fundable business requires a solid financial foundation, a focus on customer retention, and a diversified revenue model. Nicholas Spezio’s insights at Exbo Group demonstrate how strategic financial planning and operational optimization can position a business for long-term growth and successful investment opportunities. By taking the right steps today, founders can pave the way for a profitable and sustainable future.Apply to be a Guest on The Thoughtful Entrepreneur: https://go.upmyinfluence.com/podcast-guestMore from UpMyInfluence:We are actively booking guests for our The Thoughtful Entrepreneur. Schedule HERE.Are you a 6-figure consultant? I’ve got high-level intros for you. Learn more here.What is your #1 Lead Generation BLOCKER? Take my free quiz here.Want to learn more about all the podcasts managed by UpMyInfluence? Opt in here.Don’t forget to subscribe to The Thoughtful Entrepreneur and thank you for listening. Tune in next time!

Relationship-Driven Growth with Jon Ferrara of NimbleOn this episode of The Thoughtful Entrepreneur, host Josh Elledge speaks with Jon Ferrara, CEO and Founder of Nimble, about the deeper value of authentic relationship management in business. As the creator of both GoldMine and Nimble, Jon has pioneered the CRM space for decades—and continues to champion people-first strategies that go beyond sales. He shares how his passions, personal journey, and entrepreneurial experience all reinforce a simple truth: building strong relationships is the foundation for long-term success.Why Human Connection Still Wins in a Tech-Driven WorldJon Ferrara believes business is personal. From inviting clients into his kitchen to weaving shared passions into conversation, Jon makes the case that authenticity builds trust—and trust drives growth. He explains how Nimble was designed as a CRM for the entire company, not just sales, pulling in contact data from email, LinkedIn, and other platforms to give teams a full picture of their relationships.Throughout the conversation, Jon explores why traditional CRMs often fail due to low adoption and poor data, and how Nimble overcomes these hurdles with automation and smart enrichment. Whether you’re in sales, marketing, customer success, or partnerships, Nimble helps you stay top of mind and build meaningful, lasting connections. Jon also shares actionable tips—from leading with service to leveraging podcasting as a relationship tool—that any entrepreneur can use to grow their influence and network.Ultimately, Jon reminds us that success in business (and life) comes from being present, offering value, and consistently showing up for the people around you. Technology can enhance relationships—but it’s the human touch that makes them matter.About Jon FerraraJon Ferrara is the CEO and Founder of Nimble. A pioneer in the CRM space, Jon previously founded GoldMine and now leads Nimble with a mission to simplify relationship management across the entire organization. He’s passionate about helping professionals build authentic connections that drive both business growth and personal fulfillment.About NimbleNimble is a relationship-focused CRM designed for small businesses and teams. It unifies contact data from email, social platforms, and business apps—making it easy to track, manage, and nurture key relationships across sales, marketing, partnerships, and customer success.Links Mentioned in this Episode:Nimble WebsiteJon Ferrara on LinkedInEpisode Highlights:Why relationships—not just transactions—drive long-term successThe evolution of CRM from GoldMine to NimbleHow Nimble integrates with daily workflows to reduce frictionThe common pitfalls of CRM adoption and how to avoid themActionable tips for building meaningful business connectionsConclusionJon Ferrara’s relationship-first mindset is a timely reminder in a world of automation and AI: genuine human connection is still your strongest competitive advantage. With the right tools—and the right intention—your network can become your greatest asset. If you're ready to lead with empathy, service, and strategy, Nimble offers a powerful way to grow your relationships and your business.Apply to be a Guest on The Thoughtful Entrepreneur: https://go.upmyinfluence.com/podcast-guestMore from UpMyInfluence:We are actively booking guests for our The Thoughtful Entrepreneur. Schedule HERE.Are you a 6-figure consultant? I’ve got high-level intros for you. Learn more here.What is your #1 Lead Generation BLOCKER? Take my free quiz here.Want to learn more about all the podcasts managed by UpMyInfluence? Opt in here.Don’t forget to subscribe to The Thoughtful Entrepreneur and thank you for listening. Tune in next time!

From Soccer to CFO Strategy with Stanislav Sukhinin of SorsoOn this episode of The Thoughtful Entrepreneur, host Josh Elledge speaks with Stanislav Sukhinin, Founder and CEO of Sorso, a fractional CFO firm helping outpatient healthcare clinics improve financial health, drive growth, and prepare for acquisition. Stanislav blends his background in team sports with deep financial expertise to show how leadership, strategy, and collaboration can transform a clinic’s trajectory. This episode delivers practical insights for healthcare founders who want to get out of the weeds and into sustainable, data-driven growth.Why Clinics Need More Than a Bookkeeper to GrowDrawing inspiration from soccer, Stanislav explains how successful clinics operate like high-functioning teams—where every department, from billing to operations, must work together toward a shared goal. He highlights the complex financial challenges clinics face, especially in dealing with delayed insurance reimbursements, unpredictable revenue, and cash flow gaps. These issues often leave owners with an unclear picture of their clinic’s true financial health, which can stall growth and undermine decision-making.That’s where a fractional CFO comes in. For clinics generating $3M or more in annual revenue, a strategic financial partner can help owners shift from reactive bookkeeping to proactive financial leadership. Stanislav shares how Sorso helps clinics implement systems, optimize revenue cycle management, and prepare for potential acquisition opportunities by standardizing operations and improving margins. He emphasizes that financial leadership is not just about compliance—it’s about aligning financial strategy with long-term business and personal goals.Whether you're optimizing reimbursements, opening new locations, or considering a sale in the next 3–5 years, this episode offers actionable advice on building financial systems that scale. From reviewing payer performance to tracking key metrics like gross margin and cash flow, Stanislav outlines how outpatient clinics can make smarter decisions—rooted in both teamwork and data.About Stanislav SukhininStanislav Sukhinin is the Founder and CEO of Sorso, a fractional CFO firm specializing in outpatient healthcare clinics. With a background in finance and a passion for systems thinking, Stanislav helps clinic owners build sustainable businesses through strategic planning, operational insight, and financial clarity.About SorsoSorso provides fractional CFO services tailored to the needs of outpatient healthcare clinics. From revenue cycle optimization to acquisition readiness, Sorso partners with clinic owners to turn complex financial data into clear, growth-focused decisions. The firm serves practices generating $3M+ in annual revenue and looking to scale with confidence.Links Mentioned in this Episode:Sorso WebsiteStanislav Sukhinin on LinkedInEpisode Highlights:How team sports taught Stanislav key lessons for business leadershipThe biggest financial pain points facing outpatient healthcare clinicsWhy bookkeeping alone isn’t enough for growth-focused practicesWhen to bring in a fractional CFO—and what criteria to considerActionable steps for improving clinic cash flow and preparing for acquisitionConclusionFinancial clarity and strong leadership are essential for clinics looking to grow beyond the founder-led phase. As Stanislav Sukhinin of Sorso explains, a strategic CFO doesn’t just manage the books—they unlock the insights that help founders make bold, confident moves. If you're ready to elevate your clinic's financial game, now is the time to build the systems and support that will take you there.Apply to be a Guest on The Thoughtful Entrepreneur: https://go.upmyinfluence.com/podcast-guestMore from UpMyInfluence:We are actively booking guests for our The Thoughtful Entrepreneur. Schedule HERE.Are you a 6-figure consultant? I’ve got high-level intros for you. Learn more here.What is your #1 Lead Generation BLOCKER? Take my free quiz here.Want to learn more about all the podcasts managed by UpMyInfluence? Opt in here.Don’t forget to subscribe to The Thoughtful Entrepreneur and thank you for listening. Tune in next time!