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The Thoughtful Entrepreneur

Business & Economics Podcasts

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/

Location:

United States

Description:

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/

Twitter:

@JoysOfMercy

Language:

English

Contact:

8593610595


Episodes
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2179 - What Works in Small Business Marketing with Ninety Five Media's Emma Tessler

5/11/2025
Unlocking the Secrets of Social Media Marketing: Insights from Emma Tessler of Ninety Five Media In this episode of The Thoughtful Entrepreneur, host Josh Elledge chats with Emma Tessler, the Founder and CEO of Ninety Five Media. Emma shares her journey from solopreneur to agency leader, offering insight into how small businesses can scale through intentional content marketing. She also discusses the balance between creativity and data, the evolving role of social platforms, and why longer-form video is the future of digital engagement. Finding Balance in a Digital World Emma began the conversation by opening up about her personal growth journey—specifically how she’s cultivated balance in a world driven by digital noise. After spending years pouring everything into her business, she realized the importance of unplugging and finding a creative outlet. For Emma, that outlet is needlepoint. It’s a meditative activity that brings joy, social connection, and a refreshing break from screen time. Transitioning into her business, Emma introduced Ninety Five Media, a digital marketing agency that serves small businesses looking to grow their audience and convert followers into paying customers. The agency provides a full suite of services including strategy, content creation, community engagement, and performance tracking—so founders can stay focused on running their business without the overwhelm of managing their online presence. Emma also shared her outlook on social media trends. While many users feel disenchanted by algorithm shifts and platform saturation, she believes there's opportunity for brands that deliver meaningful, educational, and story-driven content. Longer-form video, especially on platforms like TikTok and Instagram, is outperforming short clips by increasing audience retention and deepening brand connection. About Emma Tessler Emma Tessler is the Founder and CEO of Ninety Five Media and host of the podcast Stop Scrolling, Start Scaling. With nearly a decade of experience in the digital marketing space, Emma leads a powerhouse team that helps small businesses create content that drives real growth. Her mission is to empower founders with strategies that convert and build community-driven brands. About Ninety Five Media Ninety Five Media is a full-service digital marketing agency helping entrepreneurs grow through strategic content creation and social media engagement. From content calendars to analytics, the agency specializes in delivering results without locking clients into long-term contracts. Their motto: create content that converts and builds lasting community. Links Mentioned in this Episode Ninety Five Media WebsiteEmma Tessler on LinkedInStop Scrolling, Start Scaling Podcast Key Episode Highlights Conclusion Emma Tessler reminds us that...

Duration:00:19:29

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2178 - Connecting Consumers with Exceptional Service and Discovering Daisy's with Hagan Kappler

5/10/2025
Unlocking the Future of Smart Home Technology: Insights from Hagan Kappler, CEO of Daisy In this episode of The Thoughtful Entrepreneur, host Josh Elledge welcomes Hagan Kappler, the founder and CEO of Daisy, a company on a mission to redefine smart home and small business technology services. Hagan shares how Daisy is creating a national brand in an otherwise fragmented industry—one that offers not just installation, but also consistent, long-term support. Whether you're a consumer seeking a better smart home experience or an entrepreneur interested in franchise ownership, this conversation uncovers the technology trends, business models, and growth opportunities shaping the future of connected living. Redefining Smart Home Services Through Standardization and Support As the smart home market continues to expand—now exceeding $30 billion in the U.S. alone—it still faces serious fragmentation. Many technology contractors are small, local operators with deep product knowledge but limited business infrastructure. Hagan Kappler launched Daisy to solve this problem by offering a platform where talented installers can operate under one cohesive, national brand with the support they need to scale. Daisy provides solutions ranging from home audio and visual systems to smart lighting, security, motorized shades, and fully integrated control panels. But what truly sets Daisy apart is their ongoing commitment to service. Unlike typical one-off installations, Daisy ensures homeowners, builders, and property managers receive continual updates, maintenance, and training—maximizing the longevity and effectiveness of their smart systems. For small business owners, Daisy’s franchise model opens doors. Entrepreneurs can either start a new operation, convert an existing business, or acquire a company, all while receiving centralized support in operations, marketing, customer service, and technology. It’s a win-win: customers enjoy trusted expertise, and franchisees get to grow under a brand backed by national reach. About Hagan Kappler Hagan Kappler is the founder and CEO of Daisy, the first national brand in smart space installation and services. Previously, she served as CEO of Threshold Brands, leading nine service businesses across 550+ locations. Hagan has held leadership roles with ServiceMaster Clean, Merry Maids, and Ingersoll Rand/Trane, and began her career at McKinsey & Company and Goldman Sachs. She also helped launch Starbucks Blonde Roast. Hagan holds a bachelor’s in history from Williams College and an MBA from the University of Virginia’s Darden School. She lives in Newport Beach, CA with her four children. About Daisy Daisy is redefining smart home and business technology with a comprehensive, customer-first approach. By combining expert installation with long-term service, Daisy offers audio-visual, lighting, security, and automation solutions tailored to every client. Franchise partners benefit from marketing, HR, customer support, and operational tools that make running a tech business easier and more profitable. Learn more at joindaisy.com. Links Mentioned in this Episode Visit Daisy's WebsiteConnect with Hagan Kappler on LinkedIn Key Episode Highlights

Duration:00:21:31

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2177 - Discovering Authentic Learning Experiences from Luma Brighter Learning's Gina Anderson

5/9/2025
Embracing the Power of Learning: Insights from Gina Anderson In this episode of The Thoughtful Entrepreneur, host Josh Elledge sits down with Gina Anderson, CEO and co-founder of Luma Brighter Learning, to discuss how learning can drive personal transformation, support resilience, and inspire innovation in an AI-powered world. Gina—also an accomplished author and learning scientist—shares her insights on why hard tasks can unlock personal breakthroughs, how to maintain creativity in an automated world, and the future of authentic learning experiences. Why Embracing Discomfort Fuels Growth Gina begins by reflecting on her own relationship with discomfort, particularly through her routine of running—not because she loves it, but because it challenges her. She pairs this tough activity with joyful elements like scavenger hunts for colorful shells, turning a mental hurdle into an opportunity for mindfulness and reward. This playful mindset parallels how we should approach personal development: by pairing tough goals with incentives that make the journey sustainable. This theme connects to her core belief that learning, like running, requires repetition and resilience. Gina underscores that discomfort is not a sign of failure—it's evidence that growth is happening. When learners push past their comfort zones, they open the door to confidence, creativity, and capability. She offers practical tips like breaking big goals into small milestones and celebrating small wins to build momentum. For those struggling with change or burnout, Gina recommends re-evaluating how you engage with challenges. Are you avoiding them—or are you learning from them? Her advice is clear: lean into discomfort, but bring a little joy with you. About Gina Anderson Dr. Gina Anderson is the co-founder and CEO of Luma Brighter Learning, a learning design and technology company specializing in training solutions for transportation and logistics companies. She is the author of Thrive: How Learning Can Ignite a New Way Forward and co-author of Perspectives on Invisible Illnesses. A former educator, administrator, and e-learning innovator, Gina is passionate about the intersection of emotional wellness and applied learning science. Her work has helped thousands of learners across industries adopt lasting behavior change through authentic, engaging educational experiences. About Luma Brighter Learning Luma Brighter Learning is a trailblazer in custom learning solutions for frontline industries. With a focus on transportation, logistics, and safety-critical roles, Luma combines the power of learning science, technology, and human connection to deliver behavior-changing educational programs. The company’s 5-Mode Learning approach ensures deeper engagement through learner-to-learner, learner-to-coach, learner-to-self, learner-to-content, and learner-to-technology interactions. Links Mentioned in this Episode Luma Brighter LearningLearningWithGina.com Episode Highlights

Duration:00:22:44

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2176 - Why Accurate Content Matters in Legal Marketing with Optimize My Firm's Lindsey Busfield

5/8/2025
Mastering SEO for Law Firms: Insights from Lindsey Busfield of Optimize My Firm 🎧 Listen to this episode On this episode of The Thoughtful Entrepreneur, host Josh Elledge speaks with Lindsey Busfield, Vice President, Chief Operating Officer, and partner at Optimize My Firm, a disruptive leader in legal SEO. Lindsey shares the strategies her team uses to help law firms dominate search engine rankings through human-written content, niche targeting, and a client-first approach that forgoes long-term contracts. Whether you’re a solo attorney or part of a large legal team, this conversation offers powerful SEO insights tailored to the legal profession. The Critical Edge of SEO in Legal Marketing Lindsey opens the episode by reminding listeners that when people need legal help, they go straight to Google. If your law firm isn’t showing up on the first page—especially in the coveted Google local 3-pack—you’re missing a massive number of potential clients. That’s where Optimize My Firm steps in, helping attorneys build a content and SEO strategy grounded in trust, authority, and user experience. But what makes Lindsey’s approach unique is her stance on AI. While AI tools can assist with drafting, she warns against relying on them in legal marketing. Inaccurate legal content can have serious consequences, both reputationally and legally. Her firm ensures all content is created and reviewed by humans—so it’s not only optimized for Google, but also for accuracy, tone, and trust. She even shares a cautionary tale of a personal injury firm that published AI-generated case information, only to learn it was completely fabricated—putting their brand at risk. Optimize My Firm also stands out with its no-contract model. Lindsey explains that attorneys love this approach—it builds trust, keeps her team accountable, and allows for mutually beneficial, results-based relationships. This client-first mindset, paired with deep SEO expertise, has helped her firm become one of the most respected players in legal marketing today. About Lindsey Busfield Lindsey Busfield is one of the nation’s leading experts in legal SEO and content marketing. As the Vice President, COO, and partner at Optimize My Firm, she’s behind some of the most powerful law firm websites in the U.S. Lindsey is also the host of the award-winning Personal Injury Marketing Minute podcast, named one of the Best Legal Podcasts of 2024 by Attorney At Law Magazine. Her client-first, no-contract model has reshaped how law firms approach digital marketing. A seasoned entrepreneur from a family of trailblazers—her relatives founded Handsome Brook Farms, the largest organic pasture-raised egg provider in the U.S.—Lindsey brings innovation and authenticity to everything she does. Outside of work, she’s an avid pickleball player and proud mom of two young daughters. About Optimize My Firm Optimize My Firm is a boutique SEO agency that works exclusively with law firms. Their focus: helping attorneys generate more qualified leads by increasing online visibility and authority. With a no-contract policy, personalized service, and deep industry expertise, they’re redefining what SEO partnerships look like in the legal space. Links Mentioned in this Episode Optimize My Firm WebsitePersonal Injury Marketing Minute Podcast

Duration:00:20:15

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2175 - Navigating Leadership Challenges in a Tech-Centric Era with Apex Consulting Partners' Mike Peterson

5/7/2025
Navigating Leadership in the Age of Digital Disruption: Insights from Mike Peterson 🎧 Listen to this episode In this episode of The Thoughtful Entrepreneur, host Josh Elledge speaks with Mike Peterson, founder and managing partner of Apex Consulting Partners and author of Leading in the Age of Digital Disruption. Mike brings decades of experience to this insightful conversation about the evolving demands of leadership in a technology-first world. He unpacks how leaders can stay grounded in human connection while embracing rapid change—and why these skills are critical now more than ever. Building Trust and Accountability in a Digital World At the core of Mike’s leadership philosophy is the belief that trust, communication, and accountability form the backbone of high-performing teams—even more so in today’s hybrid and remote work environments. He emphasizes that while tools like Zoom and Slack have revolutionized collaboration, they don’t automatically create alignment. Leaders must be intentional about transparency, consistency, and empathy to foster a strong team culture across digital spaces. Mike explains that building trust begins with clear communication and follow-through. Leaders must ensure that distributed teams receive consistent messages and feel equally engaged, whether they’re working from HQ or their home office. In a digital context, trust also comes from creating predictable rhythms—like weekly updates or open office hours—that keep everyone connected and informed. These small acts of consistency build confidence across teams navigating ongoing disruption. Importantly, Mike doesn’t believe trust is built overnight or recovered easily after it's broken. He encourages leaders to model accountability themselves—owning mistakes, giving credit where it’s due, and making decisions that reflect shared values. Even without big budgets for retreats or offsites, leaders can create connection through creative virtual experiences and simple moments of recognition. It’s this blend of personal leadership and practical innovation that defines success in the digital age. About Mike Peterson Mike Peterson is a visionary executive coach, author, and founder of Apex Consulting Partners. He draws from over 25 years of corporate leadership experience in high-stakes environments, including senior roles in pharmaceutical, IT, and operations teams. Mike helps organizations elevate team performance, embrace digital tools, and lead with clarity in times of rapid change. Through Apex, he partners with executives and leadership teams to instill a culture of accountability, innovation, and resilience. About Apex Consulting Partners Apex Consulting Partners is a leadership development and consulting firm focused on helping organizations thrive in the digital age. Specializing in executive coaching, strategic alignment, and operational performance, Apex helps companies build high-performing teams that deliver results. Links Mentioned in this Episode: Mike Peterson on LinkedInApex Consulting Partners WebsiteGet the Book: Leading in the Age of Digital Disruption Key Episode Highlights: Building Trust Remotely

Duration:00:20:38

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2174 - Unlocking Simplicity in Startup Legalities with SeedLegals' Anthony Rose

5/6/2025
Transforming Startup Legal Processes with Anthony Rose, Co-Founder and CEO of SeedLegals 🎧 Listen to this episode In this episode of The Thoughtful Entrepreneur, host Josh Elledge sits down with Anthony Rose, Co-Founder and CEO of SeedLegals, the revolutionary platform simplifying startup legal documentation. Anthony, best known as the man behind BBC iPlayer, shares his journey from digital innovator to startup legal disruptor, and how SeedLegals is saving founders time, money, and headaches by making legal processes smarter, faster, and more accessible. Reinventing Startup Law Through Tech Innovation Anthony Rose has spent his career building and scaling startups—and now he’s helping others do the same by reimagining one of the most painful parts of entrepreneurship: legal work. With SeedLegals, Anthony and his team have turned traditionally expensive, slow legal processes into an intuitive platform that enables startups to raise capital, create equity agreements, and stay compliant with just a few clicks. In this conversation, Anthony shares how his own frustrations with outdated legal workflows inspired SeedLegals. Whether it’s generating a SAFE agreement, building a cap table, or managing stock options, SeedLegals equips founders with the tools they need—no law degree required. Josh and Anthony also dive into how artificial intelligence is influencing the legal tech space, and why startups must focus on being lean and investment-ready in today’s evolving fundraising climate. About Anthony Rose Anthony Rose is the Co-Founder and CEO of SeedLegals, the UK’s largest closer of startup funding rounds. A serial entrepreneur with a deep background in technology, Anthony built and sold several startups across sectors like 3D graphics, P2P music, internet video, and online communities. From 2007 to 2010, he led the launch of the BBC iPlayer, transforming it into one of the broadcaster’s biggest digital successes. The idea for SeedLegals was born after a chance meeting with investor Laurent Laffy, and together they set out to fix the inefficiencies of startup legal processes. Today, Anthony is a trusted mentor, frequent speaker, and innovator helping founders grow with less friction—and more speed. About SeedLegals SeedLegals is the leading platform for startup legals, enabling founders to raise investment, issue shares, build cap tables, and manage employment agreements all in one place. Serving thousands of startups across the UK and beyond, SeedLegals automates routine legal workflows with startup-specific templates, smart tools, and expert guidance. Whether you're closing your first round or preparing to scale, SeedLegals helps you stay compliant and investor-ready—without breaking the bank. Links Mentioned in this Episode: SeedLegals WebsiteAnthony Rose on LinkedInSeedLegals Blog & Resources Key Episode Highlights: The Birth of SeedLegalsLegal Tech Meets AIScaling Smart

Duration:00:21:54

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2173 - Christine Blosdale

5/4/2025
2173 - Christine Blosdale

Duration:00:20:30

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2172 - Terence Chatmon

5/3/2025
2172 - Terence Chatmon

Duration:00:19:48

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2171 - Joseph Lee

5/2/2025
2171 - Joseph Lee

Duration:00:18:45

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2170 - How Emotions Shape Your Reality and the Law of Attraction with The Third Element's Randy Lyman

5/1/2025
Unlocking the Power of Emotions in Business and Life: Insights from Randy Lyman 🎧 Link to this episode In this episode of The Thoughtful Entrepreneur, host Josh Elledge welcomes Randy Lyman, a physicist, mechanical engineer, entrepreneur, and author of The Third Element: The Missing Key to Activating the Law of Attraction. Randy blends decades of scientific expertise with a deep commitment to personal development, offering a compelling take on how our emotional landscape shapes success. Together, Josh and Randy explore the intersections of emotional healing, personal growth, and the misunderstood mechanics of the law of attraction. Emotions: The Overlooked Driver of Personal and Business Transformation Randy Lyman’s journey spans the analytical and the intuitive. With a successful track record of building multiple eight-figure businesses and a background in physics and engineering, he spent years seeking fulfillment beyond financial success. That pursuit led him to explore the emotional and spiritual aspects of life. What he discovered was transformative—not just for his life, but for those he now helps. In this conversation, Randy emphasizes a critical shift: our results aren’t solely shaped by thoughts or actions, but by unprocessed emotions. The law of attraction, often reduced to “think it and it will happen,” is incomplete without emotional work. Randy introduces “The Third Element”—our emotional state—as the missing piece that determines whether we attract clarity or chaos. He shares practical tools and emotional exercises that business leaders and entrepreneurs can use to develop self-awareness, regulate emotional responses, and process past wounds. Whether it’s journaling, deep breathing, or EFT tapping, Randy equips listeners with strategies to move from emotional suppression to intentional alignment. About Randy Lyman Randy Lyman is a physicist, mechanical engineer, entrepreneur, and emotional wellness coach. He is the founder of multiple successful companies in the natural wellness space and the author of The Third Element: The Missing Key to Activating the Law of Attraction. His work bridges science and spirituality, guiding individuals to uncover emotional patterns that hold them back from success and fulfillment. Today, Randy offers coaching, courses, and consulting for those seeking emotional healing and clarity in both personal and professional life. About The Third Element In his book, The Third Element, Randy Lyman introduces a groundbreaking framework that adds emotions as a critical third component to the traditional equation of thought and action. Through logical explanations, real-life examples, and practical exercises, Randy helps readers understand how emotional energy influences outcomes—and how mastering this energy can lead to lasting transformation. Links Mentioned in this Episode: Randy Lyman’s WebsiteThe Third Element – BookCoaching & Consulting ServicesRecommended Resources Key Episode Highlights: Emotions as the Missing Link

Duration:00:18:48

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2169 - Breaking Through the Illusion of Success for Six-Figure Entrepreneurs with Jason Moss

4/30/2025
Scaling Smarter: Jason Moss on Breaking Free from Six-Figure Plateaus 🎧 Listen to this episode In this episode of The Thoughtful Entrepreneur, host Josh Elledge sits down with business coach Jason Moss, an expert in helping entrepreneurs scale beyond the six-figure ceiling. Jason shares insights from his own entrepreneurial journey and highlights the key mindset and operational shifts business owners must make to achieve freedom, reduce overwhelm, and build scalable systems that support sustainable growth. From Operator to Owner: The Mindset Shift That Changes Everything Jason Moss knows firsthand how easy it is for ambitious entrepreneurs to build themselves into a corner. Early success often comes from hustle and wearing multiple hats—but as Jason explains, what gets you to six figures won’t get you to seven. Most of his clients come to him exhausted, buried in the day-to-day, and desperate for more freedom. The root issue? They’re stuck in the operator mindset. An operator is focused on doing—micromanaging tasks, chasing perfection, and struggling to delegate. It’s a pattern that leads to burnout. Transitioning to an owner mindset, on the other hand, is about building a business that works without your constant input. Owners create systems, trust their team, and focus their time on high-leverage strategy rather than low-value tasks. Jason challenges his clients to shift how they view delegation: if someone can do the job 80% as well as you, that’s a win. It frees up your bandwidth to focus on scaling. Jason’s personal story reflects this transformation. After launching his first tech product at age 13, he developed a deep passion for entrepreneurship and marketing. But even with early wins, he experienced the same frustrations his clients face. It wasn’t until he embraced the owner mindset—and learned to let go—that his business truly scaled. Today, he coaches business owners who want that same transformation: from overwhelmed operator to empowered CEO. About Jason Moss Jason Moss is a business coach and entrepreneur who helps six-figure business owners scale to the next level without sacrificing their freedom. With a career that began in his teens developing software and launching online ventures, Jason has spent decades helping entrepreneurs simplify operations, delegate effectively, and build scalable systems. His coaching style blends strategic clarity with personal accountability, helping his clients create sustainable growth and rediscover the joy of entrepreneurship. About Jason Moss Coaching Jason Moss Coaching provides personalized business coaching for established entrepreneurs who want to scale without the chaos. Focused on shifting mindset, building systems, and simplifying success, Jason’s coaching programs are designed to help business owners escape the “grind” and grow with intention. Through one-on-one support and customized strategies, clients learn to lead, delegate, and scale their businesses sustainably. Links Mentioned in this Episode: Jason Moss Coaching WebsiteJason Moss on LinkedIn Key Episode Highlights: The Operator vs. Owner MindsetFreedom Through Delegation

Duration:00:20:26

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2168 - The Bold New Approach to Public Relations with Don’t Be a Little Pitch's Bryce North

4/29/2025
Mastering Public Relations and Personal Branding: Insights from Bryce North 🎧 Listen to this episode In this episode of The Thoughtful Entrepreneur, host Josh Elledge sits down with Bryce North, CEO and founder of Don't Be a Little Pitch. Bryce shares his dynamic approach to public relations, his passion for storytelling, and his mission to help businesses craft memorable brands. The conversation offers actionable insights for entrepreneurs who want to amplify their voice, establish credibility, and build lasting trust through authentic communication. Blending Passion and Authenticity in Communication Bryce opens the conversation by sharing a glimpse into his personal life—his enthusiasm for bachata dancing and his experience living in Mexico. Dance, he explains, is a powerful form of non-verbal communication, teaching valuable lessons about trust, body language, and connection that translate directly into professional and public interactions. In Latin American cultures, where physical closeness is common, Bryce observes that communication is often more intuitive and human-centered—a lesson he believes is critical for businesses aiming to build real relationships. This deep understanding of connection and authenticity directly informs Bryce’s approach to PR. Through Don't Be a Little Pitch, Bryce challenges businesses to be bold, vulnerable, and unapologetically real. Drawing from his venture capital background, he recognized early on that trust—not just metrics—is the currency that drives business success. His firm’s philosophy is simple: create fans and evangelists through genuine storytelling rather than transactional pitches. In today’s crowded digital world, Bryce believes brands must be willing to share their struggles, show their human side, and forge emotional bonds with their audience. When it comes to building a media presence, Bryce stresses that patience and long-term strategy are key. He advises starting with niche publications before pursuing major outlets, leveraging storytelling to humanize brands and highlight transformational journeys. His unique framework emphasizes alignment between personal and corporate branding, understanding that while a personal brand can create initial momentum, a strong business brand must also stand on its own as the company scales. About Bryce North Bryce North is a serial entrepreneur with extensive experience building, scaling, and running startups. Recognized for his achievements in entrepreneurship, Bryce has won numerous awards and developed a strong reputation for his ability to create and grow successful ventures. A master storyteller with a background in venture and angel capital, Bryce has been featured on Canada's Dragons' Den and has built companies that have scaled to over 40 countries. Today, through Don't Be a Little Pitch, he helps entrepreneurs and businesses own the media space, elevate their brand visibility, and secure speaking and media opportunities worldwide. About Don't Be a Little Pitch Don't Be a Little Pitch is a PR agency that specializes in helping entrepreneurs, executives, and brands create impactful media presences through bold storytelling, strategic visibility, and long-term trust building. By focusing on authentic connections and memorable branding, the agency empowers clients to break through the noise, humanize their brand narratives, and open new opportunities for growth and influence. Links Mentioned in this Episode:

Duration:00:21:20

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2167 - Reconnecting with the Physical World in a Digital Age with Boomi's Steve Lucas

4/28/2025
Digital Impact and the Human Element of AI-Driven Transformation: Insights from Steve Lucas 🎧 Listen to this episode In this episode of The Thoughtful Entrepreneur, host Josh Elledge sits down with Steve Lucas, CEO of Boomi and author of Digital Impact: The Human Element of AI-Driven Transformation. Steve shares his deep insights into the intersection of technology and humanity, emphasizing how leaders can navigate AI-driven transformation while keeping the human element at the center. This conversation offers practical guidance for business leaders who want to embrace AI, simplify complexity, and create meaningful change in a rapidly evolving digital landscape. Reconnecting with the Human Element in a Technology-Driven World The conversation opens on a personal note as Steve describes his love for cars, particularly his project of restoring a 2001 Acura Integra with his son. This hands-on project, alongside his passion for gardening, illustrates Steve’s belief in reconnecting with tangible, real-world experiences—especially in a time when technology can sometimes feel overwhelming. For Steve, working on cars or nurturing a garden isn’t just a hobby; it's a way to stay grounded, strengthen family bonds, and maintain mental health amid the nonstop pace of digital life. This theme of balancing technology with humanity is central to Steve’s new book, Digital Impact. He stresses that digital transformation should simplify life, not make it more complicated. Too often, the promise of productivity from new tools leads to frustration instead. Organizations must address digital fragmentation—where too many disconnected apps and systems make it harder to work effectively. Steve advocates for a human-first approach, where technology genuinely serves people, not the other way around. Steve also shares real-world examples that reinforce this idea, from the Australian Red Cross scaling critical services during a crisis, to connected technologies improving diabetes care. These stories illustrate how thoughtful integration and responsible use of AI can produce transformative, life-saving outcomes. Leaders who invest in robust infrastructure and prioritize the human experience in AI adoption will not only future-proof their organizations but also create lasting, positive impact in their communities. About Steve Lucas Steve Lucas is a seasoned executive with nearly 30 years of experience in enterprise software leadership. As the CEO of Boomi, he drives the company’s mission to connect the world through innovative technology. Prior to Boomi, Steve served as CEO of Marketo and iCIMS, and held senior executive roles at Adobe, SAP, Salesforce, and BusinessObjects. His leadership experience spans sales, marketing, and product innovation. Beyond his professional achievements, Steve is a passionate advocate for Type 1 diabetes research and serves on the boards of the American Diabetes Association and the Children’s Diabetes Foundation. He holds a bachelor’s degree in business from the University of Colorado and is a published author. About Digital Impact: The Human Element of AI-Driven Transformation Published by Wiley, Digital Impact provides a clear, actionable roadmap for business...

Duration:00:22:45

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2166 - Reclaim Your Time, Reclaim Your Life Finding Happiness Again with Michelle Gruening

4/27/2025
Unlocking Personal Growth: Insights from Michelle Gruening on Coaching, Success, and "Stop Doomscrolling" 🎧 Listen to this episode In this episode of The Thoughtful Entrepreneur, host Josh Elledge welcomes Michelle Gruening, personal growth coach, keynote speaker, and author of Stop Doomscrolling. Michelle shares her inspiring journey—from working with Walt Disney World to climbing Mount Kilimanjaro—and how she now helps entrepreneurs break through limitations and achieve radical clarity. Together, Josh and Michelle dive into the importance of defining success on your own terms, combating imposter syndrome, and taking intentional action for personal and professional fulfillment. Redefining Success and Creating Radical Clarity Michelle Gruening’s mission through MG Coaching is to help first-time entrepreneurs and driven professionals realize that professional success doesn’t always equal personal fulfillment. Having spent over 20 years in leadership and customer service roles across industries—from Disney’s FairyTale Weddings to international art museums to building global customer success teams—Michelle learned firsthand how societal expectations can lead people away from their true passions. Today, she empowers her clients to define success for themselves and encourages them to create goals that align with their authentic desires, not someone else's definition of achievement. One powerful theme Michelle shares in this episode is the concept of breaking free from “comfort zone paralysis.” She encourages individuals to identify the red flags in their life and business—especially when those red flags are internal. By fostering a growth mindset, Michelle teaches clients how to move past fear, perfectionism, and limiting beliefs. Her approach combines tough love coaching with the encouragement needed to take bold steps toward transformation. As she explains, whether it’s climbing literal mountains like Kilimanjaro or metaphorical ones like launching a new business, success requires commitment, self-awareness, and radical ownership of your choices. Michelle’s recent passion project, Stop Doomscrolling, perfectly complements her coaching philosophy. The activity book is designed to help people curb the unhealthy habit of endless social media scrolling and instead engage in activities that foster real-world joy and connection. Through mindfulness exercises, journaling prompts, puzzles, and creative outlets, Michelle provides tools that encourage readers to be more present, more intentional, and more fulfilled. About Michelle Gruening Michelle Gruening is a personal growth coach, keynote speaker, and author dedicated to helping first-time entrepreneurs and professionals achieve radical clarity in life and business. After two decades in customer service and leadership at companies like Walt Disney World and international art institutions, Michelle left behind the status quo to pursue a life defined by purpose. Within a year, she summited Mount Kilimanjaro, authored Stop Doomscrolling, and launched MG Coaching. Michelle inspires audiences and clients alike to rewrite their own stories—one bold step at a time—by embracing a growth mindset, making intentional choices, and letting go of toxic environments. About MG Coaching MG Coaching helps first-time entrepreneurs and ambitious professionals create radical clarity in life and business. Through tough love coaching, mastermind groups, and personal growth resources like Stop Doomscrolling, Michelle Gruening provides the tools and support needed to break free from comfort zones, identify self-imposed...

Duration:00:18:00

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2165 - Sarah Rowan

4/27/2025
2165 - Sarah Rowan

Duration:00:20:17

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2164 - How Physical Activity Sparks Creative Expression with Sarah Rowan

4/26/2025
Embracing Technology in the Trades Industry: Insights from Jenny Benbrook 🎧 Listen to this episode In this episode of The Thoughtful Entrepreneur, host Josh Elledge sits down with Jenny Benbrook, founder and CEO of Powerhouse Consulting Group. Jenny brings her expertise in software consulting for the trades industry to the conversation, highlighting how contractors can embrace technology to streamline operations and stay competitive. She also shares her journey of balancing family life and entrepreneurship, and offers insights on empowering women in traditionally male-dominated industries. The Role of Technology in Transforming the Trades Industry Jenny explains that while industries like HVAC, plumbing, electrical work, and exterior services such as roofing and siding have historically been slower to adopt digital technologies, the last decade has seen major shifts. Contractors today are increasingly recognizing the benefits of field service management (FSM) software, which consolidates functions like scheduling, inventory management, financial tracking, and dispatching into one cohesive system. Jenny emphasizes that adopting FSM software is no longer optional but essential for businesses that want to thrive in a competitive market. At Powerhouse Consulting Group, Jenny and her team act as third-party intermediaries to guide businesses through the technology adoption process. They help contractors understand the intricacies of software implementation, identify potential roadblocks, and ensure the selected solutions align with the business’s unique needs. Having external experts manage this process relieves much of the burden for contractors and ensures that digital transformation efforts actually lead to improved efficiency and profitability. Beyond technology, Jenny also touches on the growing number of women stepping into leadership roles within the trades industry. Trade organizations are offering programs that support women’s professional growth, helping them develop confidence and technical expertise. Jenny believes that women bring a unique combination of emotional intelligence and strategic thinking that strengthens businesses across the sector, and she encourages more women to claim their seat at the table. About Jenny Benbrook Jenny Benbrook is the founder and CEO of Powerhouse Consulting Group, a firm specializing in software consulting services for the trades industry. With a strong background in helping contractors modernize their operations, Jenny’s mission is to empower businesses to navigate the complexities of digital transformation successfully. She is also passionate about promoting leadership opportunities for women in the trades and balancing her career with raising her family. About Powerhouse Consulting Group Powerhouse Consulting Group provides software consulting services tailored to the needs of home and exterior service contractors. The firm specializes in guiding companies through the adoption of field service management technology, offering ongoing support to ensure successful implementation. Their team bridges the gap between software providers and businesses, delivering customized strategies that drive operational efficiency and sustainable growth. Links Mentioned in this Episode: Powerhouse Consulting Group Website

Duration:00:19:05

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2163 - Pete Neubig

4/26/2025
2163 - Pete Neubig

Duration:00:23:39

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2162 - Transforming Your Expertise into High-Ticket Services with Level Up Creators' Amanda Northcutt

4/25/2025
Building Recurring Revenue Businesses: Insights from Amanda Northcutt 🎧 Listen to this episode In this episode of The Thoughtful Entrepreneur, host Josh Elledge engages in a dynamic conversation with Amanda Northcutt, founder and CEO of Level Up Creators. Amanda shares her expertise in helping coaches, consultants, and creators build businesses with stable, recurring revenue streams. This episode provides invaluable insights for anyone looking to establish a sustainable income model and grow their business in a way that doesn’t burn them out. Level Up Creators: Helping Experts Build Sustainable Businesses Amanda Northcutt is deeply passionate about helping subject matter experts—especially those in coaching, consulting, and the creator space—build businesses that rely on predictable, recurring revenue. Through her company, Level Up Creators, Amanda works with experienced coaches and consultants to help them scale by focusing on long-term client relationships and high-ticket services, rather than one-off engagements. This approach to business ensures entrepreneurs can focus on sustainability and stability instead of constantly chasing the next client. At the core of Level Up Creators' methodology is the MRA (Monthly Recurring Revenue) Method, which helps clients generate a steady income stream through high-value, high-touch offerings. Additionally, Amanda’s MRA Accelerator program is designed to help clients achieve multi-five-figure monthly recurring revenue within just seven months. These programs emphasize building long-term relationships with clients, providing continuous value, and setting up systems that allow for predictable business growth. Amanda's focus on long-term client relationships instead of short-term profits helps business owners reduce the stress associated with inconsistent income and promotes growth that lasts. This approach is not only about financial stability but also about creating a more fulfilling and sustainable business model. About Amanda Northcutt Amanda Northcutt is a seasoned entrepreneur and the founder of Level Up Creators, where she helps coaches, consultants, and creators build businesses with recurring revenue streams. With 22 years of experience in consulting, start-ups, and marketing strategy, Amanda is a key figure in teaching others how to achieve sustainable wealth and business success. She also co-hosts The Level Up Creators Podcast, where she shares insights on business strategies and growth. About Level Up Creators Level Up Creators is committed to empowering coaches, consultants, and creators to build long-term, recurring revenue. Their services include the Level Up Creator School, MRA Accelerator, and personalized coaching to help entrepreneurs scale their businesses while maintaining high-touch engagement with their clients. Their mission is to make recurring revenue accessible to creators and experts at all stages of business development. Links Mentioned in this Episode: Level Up Creators WebsiteAmanda Northcutt’s LinkedIn ProfileLevel Up Creator School...

Duration:00:20:36

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2161 - The Joy Formula: 12 Steps to True Fulfillment with Keren Eldad

4/25/2025
Breaking Free from the Cage of Ambition: Insights from Keren Eldad 🎧 Listen to this episode In this episode of The Thoughtful Entrepreneur, host Josh Elledge sits down with Keren Eldad, an executive coach, professional speaker, and author of the book Gilded: Breaking Free from the Cage of Ambition, Perfectionism, and the Relentless Pursuit of More. Keren shares profound insights on the pressures faced by high achievers, societal expectations that often lead to feelings of entrapment, and the importance of prioritizing happiness and well-being over constant work and external success markers. The conversation serves as a roadmap for anyone looking to break free from the cycle of ambition and perfectionism to live a more fulfilling and joyful life. The Essence of Keren's Work: Helping High Achievers Find Fulfillment Keren Eldad, also known as "Coach Keren," has dedicated her career to helping high achievers break free from the cycles of ambition, perfectionism, and the relentless pursuit of "more." Her clients include Olympic athletes, politicians, Hollywood stars, supermodels, Special Forces operatives, and serial entrepreneurs. Additionally, global organizations like Estée Lauder, J.P. Morgan, and Nike trust her expertise. Her coaching approach focuses on identifying the self-imposed cages many high achievers find themselves in, where success is pursued relentlessly at the cost of happiness and fulfillment. Keren teaches that true success lies not in the relentless pursuit of more but in creating balance, realigning goals, and finding joy in the present. She emphasizes the importance of self-reflection, helping clients regularly assess their motivations and desires to determine whether they are aligned with their true selves or simply driven by societal pressures. Keren’s book Gilded presents a 12-step program inspired by Alcoholics Anonymous, designed to guide individuals toward a more fulfilling existence. The book challenges the notion that success must come at the expense of happiness, offering readers a structured approach to reclaim their well-being and live a life that honors their true values. About Keren Eldad Keren Eldad, known as "Coach Keren," is a renowned executive coach, speaker, and author of Gilded. Recognized as a Top Ten Executive Coach by the International Coaching Federation (ICF), Real Leaders Magazine, and Goop, Keren has made a significant impact on the coaching world. She works with high achievers globally, helping them overcome perfectionism and create more meaningful, balanced lives. Keren’s clients range from Hollywood celebrities and Olympic athletes to leaders in major corporations like Estée Lauder, J.P. Morgan, and Nike. As a former C-suite executive with experience in 17 countries across four continents, Keren coaches in English, Spanish, Hebrew, and French. She also reaches a global audience through her TEDx talks, which have garnered half a million views. Keren resides in Austin, Texas, with her husband, Ryan, and their many beloved pets. About Gilded *Keren Eldad’s book, Gilded: Breaking Free from the Cage of Ambition, Perfectionism, and the Relentless Pursuit of More, offers a transformative approach to helping individuals break free from the chains of relentless ambition and the pursuit of perfection. The 12-step program, inspired by the principles of Alcoholics Anonymous, guides readers toward achieving a balanced and fulfilling life by aligning their actions with their deeper, more authentic values. Gilded challenges the belief that success must be sacrificed at the cost of happiness and shows how true fulfillment comes from living authentically,...

Duration:00:21:00

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2160 - Mastering Economic Change and Leadership Insights with GrowthSource Coaching's Steve Smith

4/24/2025
Personal Growth and Leadership Insights with Steve Smith: A Comprehensive Guide 🎧 Listen to this episode In this episode of The Thoughtful Entrepreneur, host Josh Elledge sits down with Steve Smith, the founder and Business & Executive Coach of GrowthSource Coaching. Together, they dive into insightful discussions on personal growth, leadership, and how coaching can help entrepreneurs and business leaders thrive, especially in challenging times. Steve shares his expertise in leadership development and how it plays a pivotal role in achieving long-term success. Embracing Change and Lifelong Learning Steve Smith’s journey into coaching was marked by his willingness to embrace change and adapt. After spending 30 years in the consumer products industry, including stints with well-known companies like General Mills and Carter Wallace, Steve made a bold decision to transition into coaching. This shift wasn’t just a career move—it was a commitment to lifelong learning and personal growth. He shares that even with years of experience under his belt, he had to reframe his mindset to pursue something entirely new. His story is a powerful reminder that embracing new challenges can unlock new levels of potential, no matter where you are in your career. Steve speaks about the critical role persistence plays in personal development. Whether it’s learning a new skill or shifting your professional focus, staying committed to continuous growth is a theme Steve lives by. As he learned from his own experiences, pushing past the discomfort of change can lead to deeper fulfillment and success. Steve also reflects on the importance of coaching, explaining that business leaders often face challenges that can feel isolating. However, having the right guidance and support—whether from a coach or mentor—can significantly enhance clarity and performance. This rings especially true for entrepreneurs, who may be juggling multiple roles and responsibilities while trying to scale their businesses. About Steve Smith Steve Smith is a seasoned Business & Executive Coach and the founder of GrowthSource Coaching. With over 30 years of experience in consumer products manufacturing, including stints at top companies like General Mills and Carter Wallace, Steve transitioned into coaching in 2008 to help business owners, executives, and entrepreneurs realize their full potential. He has successfully worked with over 950 clients across various industries, helping them enhance their leadership and strategic thinking. About GrowthSource Coaching GrowthSource Coaching specializes in coaching business owners, executives, and leadership teams to unlock their potential and achieve long-term success. With a focus on personalized strategies, Steve and his team help clients navigate the challenges of leadership, business growth, and personal development. Links Mentioned in this Episode: GrowthSource Coaching WebsiteSteve Smith’s LinkedIn ProfileThe Business Wingmen Key Episode Highlights: Embrace...

Duration:00:26:24