

The Thoughtful Entrepreneur
Josh Elledge · UpMyInfluence.com & PodVerified.com
The Thoughtful Entrepreneur features candid, commercial-free conversations with the founders, CEOs, and B2B leaders building the companies and ideas shaping their industries.
Each episode runs 15-25 minutes, built for busy professionals who want substance without the filler. Guests include agency owners, consultants, coaches, and executives with real stories, hard-won lessons, and specific insight for business leaders focused on growth.
Host Josh Elledge has conducted 3,000+ interviews, helped launch 300+ podcasts, and has been directly involved in generating $40M+ in client results through relationship-driven media. He knows what makes a guest worth featuring and what makes an appearance actually worth the guest's time.
Want to be featured?
Guests are selected through PodVerified, the platform built by podcast hosts to restore trust and quality to podcast guesting. If you're a serious B2B expert with a clear message and a story worth sharing, apply here:
👉 https://PodVerified.com/podcast
Each episode runs 15-25 minutes, built for busy professionals who want substance without the filler. Guests include agency owners, consultants, coaches, and executives with real stories, hard-won lessons, and specific insight for business leaders focused on growth.
Host Josh Elledge has conducted 3,000+ interviews, helped launch 300+ podcasts, and has been directly involved in generating $40M+ in client results through relationship-driven media. He knows what makes a guest worth featuring and what makes an appearance actually worth the guest's time.
Want to be featured?
Guests are selected through PodVerified, the platform built by podcast hosts to restore trust and quality to podcast guesting. If you're a serious B2B expert with a clear message and a story worth sharing, apply here:
👉 https://PodVerified.com/podcast
Episodes
Mentioned books

Aug 8, 2025 • 17min
2253 - Six Principles to Help Entrepreneurs Step Back and Thrive with Ral West: Livin’ The Dream's Ral West
How to Break Free from Founder-Led Operations: Ral West’s Six Principles for Entrepreneurial FreedomIn this episode of The Thoughtful Entrepreneur, host Josh Elledge interviews Ral West, founder of Ral West: Livin’ The Dream, a business coach and serial entrepreneur who helps six- and seven-figure founders step out of the day-to-day grind. Ral shares how she and her husband went from being tied to every task in their business to building systems that gave them true freedom. She breaks down her six principles for entrepreneurial freedom and explains how founders can delegate with confidence, build teams that thrive, and create businesses that support the life they actually want.Ral West’s Six Core Principles for Scaling Without BurnoutRal West knows firsthand how easy it is for entrepreneurs to become the bottleneck in their business. Her six principles offer a practical, proven roadmap to shift from overwhelmed operator to empowered owner.The journey starts with building robust systems. Ral emphasizes that without clear, repeatable processes, founders stay stuck handling every detail. She recommends documenting even the smallest tasks and investing in tools like SOPs, automation platforms, and video training. Next, she encourages founders to measure and track data relentlessly—what gets measured gets managed. Setting up dashboards and reviewing KPIs regularly keeps the business on track and reveals areas for improvement.One of the biggest mindset shifts comes through leveraging your time through delegation. Ral explains that true growth comes when founders stop doing everything themselves and start empowering others. She outlines how to delegate with structure, train your team effectively, and release the fear of imperfection. From there, it’s critical to intentionally shape your company culture, develop your team, and deliver exceptional customer service. When these principles are in place, the founder becomes the visionary—not the workhorse.About Ral WestRal West is a serial entrepreneur, business coach, and founder of Ral West: Livin’ The Dream. With decades of experience building and exiting multiple businesses, she now helps high-earning entrepreneurs reclaim their time, build systems, and scale their companies sustainably.About Livin’ The DreamRal West: Livin’ The Dream is a coaching and mastermind brand that equips entrepreneurs with tools to scale their businesses without burnout. Through small-group programs, personalized mentorship, and practical business systems, Ral helps founders design businesses that serve their lifestyle—not the other way around.Links Mentioned in this Episode:Ral West on LinkedInRal West: Livin’ The DreamEpisode Highlights:The six principles for escaping founder-dependency and reclaiming your timeHow to build systems that let your business run without youWhy delegation is the key to sustainable growth (and how to do it right)Ral’s advice on letting go of sales and building a strong teamA roadmap for founders ready to trade burnout for freedomConclusionRal West’s story is a powerful reminder that you don’t have to be everything in your business to make it succeed. By building systems, empowering your team, and intentionally designing your operations, you can create a business that gives you both profit and freedom. Whether you're buried in sales calls or wearing every hat in your company, this episode gives you a clear path forward—one that leads to entrepreneurial freedom on your own terms.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!

Aug 7, 2025 • 18min
2252 - Embracing the Future: How to Make AI Your Business Ally with Lardi & Partner Consulting's Kamales Lardi
Harnessing AI for Human-Centered Digital Transformation with Kamales Lardi of Lardi & Partner ConsultingIn this episode of The Thoughtful Entrepreneur, host Josh Elledge interviews Kamales Lardi, CEO of Lardi & Partner Consulting and author of Artificial Intelligence for Business: Harness AI for Value, Growth, and Innovation. Kamales shares how businesses can embrace digital transformation through AI while keeping the human element at the center. With decades of experience advising Fortune 500s, startups, and mid-sized companies, Kamales offers practical frameworks and expert guidance for business leaders navigating the complexities of tech disruption, virtual workforces, and sustainable innovation.Blending AI with Empathy: How Businesses Can Lead the FutureKamales makes it clear: AI is not a trend—it’s a business imperative that’s redefining customer engagement, operations, and innovation. But she cautions that leaders must avoid the “AI-first, people-second” trap. To truly transform, businesses must invest in AI adoption strategies that empower employees, support collaboration between humans and machines, and foster a culture of continuous learning.Leadership in the AI age requires a mindset shift. Kamales emphasizes the importance of evolving from traditional management to leading hybrid teams of humans and intelligent systems. This involves developing empathy, building trust, and helping employees adapt to changing roles while embracing technology as a tool—not a threat. Organizations that thrive will be those that pair technological innovation with human values and intentional culture-building.Through her work at Lardi & Partner Consulting, Kamales helps clients move from tactical technology adoption to long-term capability development. From defining clear transformation roadmaps to ensuring knowledge transfer, her approach empowers companies to build resilience and agility internally—so they’re not reliant on consultants. Her advice to leaders: act with strategic clarity, communicate transparently, and align AI investments with a greater purpose that benefits both business and society.About Kamales LardiKamales Lardi is a digital transformation strategist, author, and CEO of Lardi & Partner Consulting. She helps global organizations leverage emerging technologies—like AI and blockchain—while keeping people and purpose at the heart of business innovation.About Lardi & Partner ConsultingLardi & Partner is a boutique consulting firm that guides companies through complex digital transformation. Their approach blends strategic planning with human-centered implementation, enabling clients to embrace innovation while building sustainable internal capabilities.Links Mentioned in this Episode:Lardi & Partner ConsultingKamales Lardi on LinkedInEpisode Highlights:Why AI is transforming every aspect of business—and how to lead that changeThe importance of empathy, trust, and human judgment in AI implementationHow to manage hybrid teams of humans and machinesBest practices for adopting AI while empowering employeesKamales’s approach to sustainable digital transformation and internal capability-buildingConclusionKamales Lardi offers a compelling vision for leaders: transformation fueled by technology, grounded in humanity. By adopting abundance thinking, focusing on collaboration, and building leadership skills for a hybrid workforce, organizations can create long-term value. AI is here to stay—but it’s the people behind it who will shape the 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!

Aug 6, 2025 • 22min
2251 - From Stuck to Unstoppable: The Mindset Shift You Need with Premier Destiny's Paul Tembunde
Unlocking Identity, Mindset, and Service-Driven Growth with Paul Tembunde of Premier DestinyIn this episode of The Thoughtful Entrepreneur, host Josh Elledge talks with Paul Tembunde, Co-founder and CEO of Premier Destiny. Drawing on over two decades of experience in the home care industry and his journey as a transformational coach, Paul shares how shifting your identity, cultivating a growth mindset, and building a service-focused business can lead to true personal and professional fulfillment. If you're looking to rediscover your purpose and align your work with your calling, this episode offers real strategies to help unlock your highest potential.Identity Shifting and the Power of Knowing Who You ArePaul emphasizes that your identity is not your job title, your past, or your current situation—it’s the self-image you hold and the beliefs you carry about what’s truly possible. He encourages entrepreneurs and professionals alike to regularly self-reflect, ask meaningful questions, and challenge limiting definitions of success. This process of "identity auditing" is central to Paul’s coaching approach and helps uncover blind spots that often hold people back from stepping into their greatness.A strong growth mindset, according to Paul, means rejecting victimhood and embracing your power to create change. He recommends replacing limiting self-talk with empowering questions, surrounding yourself with growth-oriented people, and always staying curious. Paul also stresses the importance of identifying your "zone of genius"—the unique intersection of your passions, natural strengths, and ability to serve others. When work aligns with this zone, it becomes deeply fulfilling.As someone who built a thriving home care business with his wife, Paul shares how delegation was key to scaling. Letting go of tasks outside their core strengths allowed them to focus on strategy and growth. Today, Paul helps others enter and succeed in the booming home care industry, and continues coaching professionals through Premier Destiny. At the core of his message is this: fulfillment comes not from chasing profit, but from using your gifts in service of others.About Paul TembundePaul Tembunde is the Co-founder and CEO of Premier Destiny and a transformational coach with 23+ years in the home care industry. He helps entrepreneurs unlock their potential by guiding them through identity shifting, mindset development, and purpose-driven service.About Premier DestinyPremier Destiny is a coaching and consulting company that empowers individuals to discover their true identity, live with intention, and build purpose-driven businesses. Paul and his team specialize in transformational coaching, leadership development, and business strategy rooted in service.Links Mentioned in this Episode:Premier Destiny WebsitePaul Tembunde on LinkedInCoaching & ResourcesEpisode Highlights:Why identity shifting is the first step toward unlocking true potentialThe difference between victim and creator mindset in businessHow to find your zone of genius and align work with passionThe role of delegation in scaling a service-based businessWhy coachability and self-reflection are keys to long-term successConclusionPaul Tembunde’s journey proves that personal transformation starts with self-awareness and a commitment to growth. By intentionally shifting your identity, focusing on service, and staying coachable, you can build not just a successful business—but a deeply meaningful life. Whether you're a seasoned entrepreneur or at a crossroads in your career, this episode offers the clarity and encouragement you need to move forward with purpose.🎧 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!

Aug 5, 2025 • 19min
2250 - Essential Leadership Principles to Retain Top Talent and Inspire High-Performing Teams with Maxwell Leadership Institute's Chris Robinson
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!

Aug 4, 2025 • 20min
2249 - Top Strategies for Leveraging AI in Sales and Marketing with Ursula Inc's Ursula Mentjes
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!

Aug 1, 2025 • 18min
2248 - Mastering E-Commerce Through Effective Content, Ad Trends, and Scaling Strategies with Launch and Scale Agency's Mo Elhawary
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!

Jul 31, 2025 • 18min
2247 - Solving Modern HR Challenges with AI-Powered Leave Management with Aidora's Anant Agarwal
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!

Jul 30, 2025 • 23min
2246 - The DJ Who Empowers Men Through Beats and Life Lessons with GoBundance Mastermind's Mike McCarthy
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!

Jul 29, 2025 • 18min
2245 - How Self-Love and Confidence Empower Leaders to Inspire Action with Cynthia Rivard
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!

Jul 28, 2025 • 24min
2244 - Practical Strategies for Entrepreneurs and Salespeople from The UK's Most Hated Sales Trainer Benjamin Dennehy
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!


