The Thoughtful Entrepreneur

Josh Elledge of UpMyInfluence.com

You’re gonna love this DAILY, commercial-free entrepreneur spotlight show. We feature CEOs and founders of 6-9 figure B2B companies. Agencies, coaches, consultants, and other leaders share not only their success stories - but their advice for business leaders focused on business growth. You’re going to hear real stories from real people all in 15-25 minutes time - perfect for your commute. On this podcast, your host, Josh Elledge encourages entrepreneurs to share not only their expertise but their stories and their hearts. We believe that every person has a unique message which can positively impact the world. Even YOU! If you’d like to be featured on The Thoughtful Entrepreneur, apply here: https://UpMyInfluence.com/guest/

  1. HACE 6 H

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

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 Deepti explains that AI is only as strong as the data it consumes, and fragmented or outdated data can lead to poor outcomes.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

    15 min
  2. HACE 3 DÍAS

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

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

    21 min
  3. HACE 5 DÍAS

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

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

    21 min
  4. 22 SEP

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

    The Art of Authentic Speaking: Lessons from Marianne HickmanIn a world increasingly dominated by automation and AI, genuine human connection is more valuable than ever. In this episode of The Thoughtful Entrepreneur, host Josh Elledge sits down with Marianne Hickman—speaker coach, top 1% podcaster, and advocate for authentic expression. They explore the power of vulnerability, the nuances of public speaking, and how leading with authenticity can create lasting impact. Rediscovering Authenticity in SpeakingMarianne emphasizes that in a digital world filled with AI-generated content, audiences crave realness. She encourages speakers to show their humanity, share personal passions, and let their creative process shine. Transparency and effort create trust that technology can never replicate. She also addresses the common pitfall of overconfidence, highlighting the Dunning-Kruger effect in the speaking industry. Marianne advises aspiring speakers to seek honest feedback, embrace humility, and focus on substance over style. By prioritizing growth over ego, speakers can steadily develop true expertise. Finally, Marianne underscores the importance of connecting with one person at a time. Real influence comes from seeing your audience as individuals, inviting feedback, and serving others rather than chasing viral moments. This relationship-focused approach is the foundation for a sustainable speaking career. About Marianne HickmanMarianne Hickman is a speaker coach, podcaster, and passionate advocate for authentic communication. She guides aspiring speakers and leaders to find their unique voice, connect with audiences meaningfully, and grow their influence without sacrificing their humanity. About Marianne’s CompanyThrough her coaching and resources, Marianne Hickman helps speakers and professionals cultivate authenticity, confidence, and resilience. She empowers individuals to lead with purpose and build influence that is both impactful and sustainable. Learn more at mariannehickman.com. Links Mentioned in This EpisodeMarianne Hickman Website: mariannehickman.comInstagram: @mariannehickman Key Episode HighlightsThe value of authenticity in a digital, AI-driven world.Recognizing and overcoming the Dunning-Kruger effect in speaking.How vulnerability builds trust and deep connection with audiences.Practical strategies for coaching and guiding others side by side.Actionable steps for aspiring speakers to grow with integrity and impact. ConclusionBecoming a powerful speaker isn’t about chasing followers or viral fame—it’s about authenticity, humility, and serving others. Marianne Hickman demonstrates that leading with your real voice, walking alongside your audience, and investing in relationships creates influence that lasts. 🎧 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)...

    18 min
  5. 19 SEP

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

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

    19 min
  6. 15 SEP

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

    Unlocking Leadership and Decision-Making: Insights from Rick WilliamsIn this episode, Josh Elledge sits down with Rick Williams—keynote speaker, author of Create the Future: Powerful Decision Making Tools for Your Company and Yourself, and experienced board member—to explore actionable strategies for leaders. Rick shares how diverse experiences, effective board governance, and structured decision-making can accelerate organizational success and personal leadership growth. Leadership Lessons and Decision-Making FrameworksRick emphasizes that leadership is a blend of strategy, personal growth, and practical execution. Drawing lessons from sailing and photography, he explains how diverse interests can sharpen decision-making, improve adaptability, and foster creative problem-solving. Leadership skills are not confined to the office; they develop through varied experiences that challenge perspective and enhance judgment. He also highlights the strategic value of a well-structured board of directors. Beyond governance, boards provide accountability, offer new perspectives, and serve as a catalyst for organizational growth. Rick shares best practices for selecting board members, defining clear roles, and maintaining open communication to ensure boards function as true strategic partners. Finally, Rick walks listeners through his five-step decision-making framework: understand the opportunity, define success, explore creative options, assess risks, and make choices aligned with organizational goals and values. By following this structured approach, leaders can navigate complex decisions confidently while aligning their teams and resources toward meaningful outcomes. About Rick WilliamsRick Williams is a physicist-turned-entrepreneur, author, and seasoned board member. His career spans roles in consulting, real estate, and technology leadership, giving him a unique perspective on organizational strategy and decision-making. Rick is passionate about helping leaders create high-impact results through structured processes, personal growth, and strategic board governance. About Rick Williams LeadershipRick Williams Leadership provides insights, tools, and resources for executives and board members to improve decision-making, enhance governance, and accelerate organizational performance. The platform offers thought leadership content, training, and coaching that equips leaders to navigate complex challenges with confidence and clarity. Links Mentioned in this EpisodeRick Williams LeadershipRick Williams LinkedIn Key Episode HighlightsDiverse hobbies like sailing and photography can strengthen leadership and decision-making skills.Career evolution shows how different experiences contribute to effective leadership.Boards are strategic assets that add value beyond daily operations.Rick’s five-step decision-making framework helps leaders tackle high-stakes choices.CEOs succeed by orchestrating strategy, delegating tasks, and empowering their teams. ConclusionRick Williams’ insights provide a practical roadmap for leaders who want to make better decisions, leverage boards effectively, and grow personally and professionally. His approach shows that leadership is not just about executing tasks but about cultivating perspective, strategic thinking, and organizational impact. 🎧 More from UpMyInfluence:🎙️ Want to be featured on The Thoughtful Entrepreneur? Get your voice in front of 50K+ listeners. Schedule your guest spot here » a...

    21 min
  7. 12 SEP

    2268 - Proven Strategies for Entrepreneurs to Write a Transformative Book with Tandem Services Inc's Jennifer Crosswhite

    Why Writing a Book in 2025 Is a Game-Changer for Entrepreneurs: Expert Insights from Book Coach Jennifer CrosswhiteIn today’s fast-moving business world, standing out as a thought leader requires more than just expertise—it requires authority. In this episode of The Thoughtful Entrepreneur, host Josh Elledge sits down with Jennifer Crosswhite, seasoned book coach, editor, and CEO and Owner of Tandem Services Inc., to discuss why writing a book in 2025 is one of the most powerful moves an entrepreneur, coach, or CEO can make. Jennifer shares her experience navigating both traditional and self-publishing, revealing actionable strategies for turning your ideas into a book that builds credibility, influence, and lasting impact. Why a Book is Your Ultimate Authority ToolWriting a book in 2025 is not just about putting words on a page—it’s about creating a strategic asset that can transform your business and personal brand. Jennifer emphasizes that a book functions as a tangible symbol of authority, often called a “$10 business card,” and provides a global platform for your message. Beyond credibility, books open doors to speaking engagements, media appearances, consulting opportunities, and strategic partnerships that would otherwise be out of reach. Another important point Jennifer makes is that publishing today is democratized. With self-publishing, hybrid models, and AI tools, entrepreneurs now have unprecedented access to producing high-quality content while directly connecting with their audience. AI can help with research, outlining, and drafting—but the unique voice and expertise of the author remain irreplaceable. Finally, a book is not about filling pages—it’s about transformation. Jennifer stresses the importance of curating ideas, reverse-engineering your content for impact, and keeping your audience’s journey front and center. When done strategically, a book becomes a tool to guide, inspire, and educate readers, creating measurable business growth and influence. About Jennifer CrosswhiteJennifer Crosswhite is a seasoned book coach, editor, and CEO and Owner of Tandem Services Inc., with extensive experience in traditional publishing, self-publishing, and coaching first-time authors. She helps entrepreneurs, thought leaders, and business owners craft books that establish authority, attract opportunities, and create lasting impact for readers and their businesses. About Tandem Services Inc.Tandem Services Inc. is a full-service coaching and publishing company dedicated to guiding authors from concept to published work. From strategic planning and outlining to editing and coaching, Tandem Services empowers business leaders to write books that not only position them as experts but also open doors to new opportunities, audiences, and revenue streams. Links Mentioned in this EpisodeTandem Services Inc. WebsiteJennifer Crosswhite on LinkedIn Key Episode HighlightsWhy writing a book is the ultimate authority and credibility builder in 2025.How self-publishing and AI tools are changing the modern publishing landscape.Common misconceptions about book writing: it’s not about page count, it’s about transformation.Jennifer’s two-step brainstorming process: brain dump and organization for maximum impact.The benefits of working with a book coach: accountability, expert feedback, and positioning your book for success. ConclusionWriting a book in 2025 is more than a creative project—it’s a strategic business move that can set you apart, build authority, and expand your reach globally. Jennifer Crosswhite’s...

    21 min
  8. 10 SEP

    2267 - How Remote Teams Transform Lives and Drive Global Impact with ZimWorX's JW Oliver JR

    Transforming Lives and Businesses: The Power of Remote Teams with ZimWorXIn a world where remote work is reshaping the way companies operate, ZimWorX is leading the charge by combining operational excellence with social impact. In a recent episode of The Thoughtful Entrepreneur, host Josh Elledge spoke with JW Oliver, CEO and Co-founder of ZimWorX, about how the company is transforming lives in regions with high unemployment while delivering top-tier remote workforce solutions. This post highlights actionable insights and strategies from their conversation for leaders looking to grow their business and make a meaningful impact. The Mission and Impact of ZimWorXZimWorX operates with a clear mission: “Transforming lives to make a global impact.” JW Oliver shared how the company focuses on creating employment opportunities in countries like Zimbabwe, Zambia, and Costa Rica, where unemployment rates are high and economic opportunity is limited. By giving 51% of profits back to ministries and causes worldwide, ZimWorX has embedded social impact directly into its business model, creating a triple win for team members, clients, and global causes. Remote teams with ZimWorX offer unique advantages that go beyond cost savings. Team members are highly educated, proficient in English, and motivated to excel, ensuring high performance and low attrition. Their time zones align closely with U.S. clients, making collaboration smooth, and their strong work ethic guarantees reliability and dedication. JW emphasizes that the right people in the right roles can transform both business operations and the lives of employees. For companies considering remote teams, ZimWorX provides a straightforward process: discovery calls, interviews with pre-vetted candidates, direct hires, and ongoing support, including HR and workplace wellness programs. By treating team members as integral parts of the organization, businesses can leverage remote teams not only for efficiency but also for sustained growth and positive impact on communities abroad. About JW OliverJW Oliver is the CEO and Co-founder of ZimWorX, a global remote workforce solutions company. With extensive experience in leadership, operational management, and purpose-driven business, JW combines his professional expertise with a personal mission to create jobs, empower individuals, and drive global impact. About ZimWorXZimWorX is a remote workforce solutions provider that specializes in staffing highly skilled professionals in countries such as Zimbabwe, Zambia, and Costa Rica. The company focuses on delivering exceptional talent for industries like healthcare, accounting, executive support, and dental services while prioritizing employee well-being, cultural training, and social impact. Links Mentioned in This EpisodeZimWorXJW Oliver LinkedIn Key Episode HighlightsThe ZimWorX mission: profit with purpose and creating jobs in high-unemployment regionsAdvantages of hiring remote teams in Zimbabwe, Zambia, and Costa RicaRoles and industries where remote teams excel, including healthcare, accounting, and executive supportAddressing common concerns: security, time zones, and contract flexibilityStep-by-step onboarding process for remote teamsWorkplace wellness programs that boost engagement and retentionLeadership insights from JW Oliver: adaptability, purpose-driven leadership, and storytelling ConclusionJW Oliver’s conversation with Josh Elledge showcases how a business can balance profit, purpose, and people to create meaningful impact. ZimWorX proves that remote teams can do more...

    20 min
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You’re gonna love this DAILY, commercial-free entrepreneur spotlight show. We feature CEOs and founders of 6-9 figure B2B companies. Agencies, coaches, consultants, and other leaders share not only their success stories - but their advice for business leaders focused on business growth. You’re going to hear real stories from real people all in 15-25 minutes time - perfect for your commute. On this podcast, your host, Josh Elledge encourages entrepreneurs to share not only their expertise but their stories and their hearts. We believe that every person has a unique message which can positively impact the world. Even YOU! If you’d like to be featured on The Thoughtful Entrepreneur, apply here: https://UpMyInfluence.com/guest/