The Thoughtful Entrepreneur

How Comedy Builds Trust, Connection, and Stronger Leadership Teams with Elizabeth WalkerIn this episode, host Josh Elledge speaks with Elizabeth Walker, host of the Dear Business Coach Podcast and a workplace communication expert who helps leaders use humor as a tool for connection and trust. Their conversation explores how comedy—when used intentionally—can break down barriers, improve communication, and create psychologically safe environments where teams thrive. This blog captures the most impactful insights from their discussion, offering leaders a fresh perspective on how humor can elevate leadership effectiveness and workplace culture.Using Humor as a Strategic Leadership SkillElizabeth Walker reframes comedy as a leadership skill rather than entertainment, explaining that humor helps leaders communicate more effectively by making messages memorable and human. When leaders use light, intentional humor—especially through storytelling—they signal approachability and authenticity, making it easier for teams to engage, share ideas, and collaborate. Rather than relying on jokes, Elizabeth emphasizes humor rooted in shared experiences, everyday challenges, and honest reflection.A major focus of the conversation is self-effacing humor, which Elizabeth describes as a powerful way to build trust without undermining authority. By sharing moments of failure, awkwardness, or learning, leaders show they are human—inviting connection instead of hierarchy. Elizabeth cautions against self-disrespect, noting that effective self-effacing humor should create common ground rather than diminish confidence, helping teams feel safe enough to contribute openly.Elizabeth also shares how she teaches humor through workshops and exercises that guide participants to uncover their own “underdog stories.” These storytelling practices help individuals tap into authenticity, vulnerability, and relatability—key ingredients for strong leadership presence. By modeling openness and encouraging laughter rooted in empathy, leaders can foster cultures where trust grows, pressure eases, and teams become more resilient and engaged.About Elizabeth WalkerElizabeth Walker is a leadership communication coach, workshop facilitator, and host of the Dear Business Coach Podcast. She helps leaders, coaches, and teams use humor, storytelling, and authenticity to improve communication, build trust, and strengthen workplace culture. Connect with Elizabeth on LinkedIn or explore her work through the Dear Business Coach Podcast.About the Dear Business Coach PodcastThe Dear Business Coach Podcast features conversations with coaches, leaders, and industry experts on practical strategies for professional growth, leadership development, and effective communication. The show focuses on real-world insights—covering everything from workplace dynamics to personal development tools leaders can apply immediately. Learn more at dearbusinesscoachpodcast.com.Links Mentioned in This EpisodeElizabeth Walker on LinkedInDear Business Coach PodcastKey Episode HighlightsComedy is a leadership tool—not entertainmentHumor improves communication and message retentionSelf-effacing humor builds trust without diminishing authorityStorytelling creates psychological safety and team connectionLeaders set the tone for vulnerability and opennessLaughter reduces tension and strengthens collaborationAuthentic humor outperforms forced or scripted jokesConclusionElizabeth Walker’s insights show that humor isn’t a distraction in leadership—it’s a strategic advantage. By using storytelling, self-awareness, and intentional comedy, leaders can build trust, improve communication, and create environments where people feel safe to contribute and grow. When leaders are willing to laugh at themselves, teams are more willing to lean in, speak up, and work together more effectively.🎧 More from The Thoughtful Entrepreneur🎙️ Want to be featured on The Thoughtful Entrepreneur? Get your voice in front of 50K+ listeners.👉 Schedule your guest spot here »🤝 Consultant doing 6+ figures? Let’s introduce you to your next big client, partner, or referral source.👉 See how here »📡 Thinking of launching your own podcast? We’ve built over 250 shows for leaders who land dream guests weekly.👉 See the system here »🚨 What’s Your PodVerified Score? Find out how you rank as a podcast guest — and get matched with hosts who actually want you.👉 View the platform »📬 Subscribe to The Thoughtful EntrepreneurNew episodes daily to fuel your impact, visibility, and influence. Thanks for listening — now go build something extraordinary!

The Power of Peer-to-Peer Advisory Groups: How Jerry Brazie Helps Entrepreneurs Avoid Costly MistakesIn this episode, host Josh Elledge interviews Jerry Brazie, founder of The Kronos Group, to explore why entrepreneurship doesn’t have to be a lonely journey. Jerry shares how peer-to-peer advisory groups provide business owners with trusted insight, accountability, and real-world problem-solving that goes far beyond motivation or surface-level advice. Drawing from decades of experience building and advising companies, Jerry explains why consistent peer engagement can be the difference between costly mistakes and sustained growth.Why Peer-to-Peer Advisory Groups Create Stronger, Smarter LeadersJerry Brazie compares entrepreneurship to mastering a skill like pool—progress doesn’t come from occasional participation, but from consistent, focused practice. In business, that consistency shows up through regularly meeting with peers who understand the pressure of leadership and growth. Advisory groups create an environment where business owners can openly discuss challenges, test ideas, and learn from others who have faced similar decisions, often preventing expensive missteps before they happen.A key distinction Jerry emphasizes is the difference between peer-to-peer advisory groups and traditional mastermind groups. While masterminds often focus on inspiration or high-level ideas, advisory groups are intentionally small and structured to deliver individualized feedback. Each member receives dedicated time to present real problems, receive candid input, and leave with clear next steps—turning discussion into execution rather than motivation without follow-through.Jerry also highlights the personal dimension of advisory groups, noting that leadership challenges rarely stop at the office door. Conversations often extend beyond operations and strategy into personal well-being, relationships, and balance. By addressing both business and life challenges, advisory groups help entrepreneurs make better decisions, stay grounded, and lead more sustainably over the long term.About Jerry BrazieJerry Brazie is the founder of The Kronos Group, a peer-to-peer advisory organization serving business owners with revenues between $1M and $25M. With decades of experience building, scaling, and advising companies, Jerry is passionate about helping entrepreneurs avoid costly mistakes through accountability, candid feedback, and structured peer support. Connect with Jerry on LinkedIn.About The Kronos GroupThe Kronos Group (thekronosgroup.org) provides peer-to-peer advisory groups designed for growth-minded entrepreneurs. Through curated group experiences, monthly meetings, and one-on-one guidance, Kronos helps business owners gain clarity, improve decision-making, and accelerate growth while maintaining balance and perspective.Links Mentioned in This EpisodeThe Kronos Group WebsiteJerry Brazie on LinkedInKey Episode HighlightsWhy entrepreneurship is often isolating—and how advisory groups solve thatThe difference between peer-to-peer advisory groups and mastermind groupsHow consistent participation drives better business decisionsWhy accountability prevents costly mistakes as businesses scaleThe value of addressing personal and professional challenges togetherHow advisory groups function as a real-world board of directorsWhat to look for when joining the right advisory groupConclusionJerry Brazie’s insights reveal that no entrepreneur succeeds alone—and trying to do so can be expensive. Peer-to-peer advisory groups provide business owners with perspective, accountability, and trusted counsel at the moments it matters most. By surrounding yourself with experienced peers who challenge assumptions and support growth, you dramatically increase your chances of building a stronger business and a more sustainable life as a leader.🎧 More from The Thoughtful Entrepreneur🎙️ Want to be featured on The Thoughtful Entrepreneur? Get your voice in front of 50K+ listeners.👉 Schedule your guest spot here »🤝 Consultant doing 6+ figures? Let’s introduce you to your next big client, partner, or referral source.👉 See how here »📡 Thinking of launching your own podcast? We’ve built over 250 shows for leaders who now land dream guests weekly.👉 See the system here »🚨 What’s Your PodVerified Score? Find out how you rank as a podcast guest — and get matched with hosts who actually want you.👉 View the platform »📬 Subscribe to The Thoughtful EntrepreneurNew episodes daily to fuel your impact, visibility, and influence. Thanks for listening — now go build something extraordinary!

How AI and Digital Transformation Are Reshaping Heavy Equipment Dealerships with Vikram SavkarIn this episode, host Josh Elledge speaks with Vikram Savkar, CEO of VitalEdge Technologies, about how AI, ERP systems, and digital transformation are redefining heavy equipment dealerships across agriculture, construction, forestry, mining, and material handling. Vikram shares how industry-specific ERP platforms create operational leverage in a margin-sensitive environment and explains why incremental efficiency gains often produce the greatest competitive advantage. This blog captures the most important insights from their conversation, offering a clear roadmap for dealership leaders navigating modernization and AI adoption.Why Industry-Specific ERP and AI Matter in Heavy Equipment DealershipsVikram explains that heavy equipment dealerships operate in a uniquely complex environment, where individual assets can cost hundreds of thousands—or even millions—of dollars and where service, inventory, finance, and field operations must function in perfect coordination. Generic ERP platforms often fall short because they are not built to handle equipment lifecycles, parts logistics, mobile technicians, or industry-specific workflows. Purpose-built ERP systems allow dealerships to gain visibility across operations, reduce inefficiencies, and make better decisions faster.Digital transformation, Vikram notes, is not about sweeping disruption but about stacking small operational improvements that compound over time. Faster service response, tighter inventory management, and improved procurement workflows can significantly impact cash flow and customer satisfaction. In industries where margins are tight, these “game-of-inches” improvements often determine long-term success.AI further accelerates this transformation by enabling predictive maintenance, smarter inventory forecasting, and deeper customer insights. Through VitalEdge AI Labs, Vikram and his team collaborate directly with dealers to prototype AI solutions that integrate seamlessly into real-world workflows. Rather than deploying AI for novelty, the focus remains on measurable outcomes—reduced downtime, improved uptime, and data-driven decision-making that scales with the business.About Vikram SavkarVikram Savkar is the CEO of VitalEdge Technologies, where he leads innovation in ERP and AI solutions purpose-built for heavy equipment dealerships. With deep expertise in enterprise software and industry-specific transformation, Vikram focuses on helping dealers improve operational efficiency, embrace digital modernization, and gain sustainable competitive advantage. Connect with Vikram on LinkedIn.About VitalEdge TechnologiesVitalEdge Technologies provides industry-specific ERP solutions designed exclusively for heavy equipment dealerships across agriculture, construction, forestry, mining, and material handling. The platform integrates finance, inventory, service, CRM, mobile field operations, business intelligence, and AI-driven insights into a unified system. Learn more at vitaledge.com.Links Mentioned in This EpisodeVitalEdge Technologies WebsiteVikram Savkar on LinkedInKey Episode HighlightsWhy heavy equipment dealerships require industry-specific ERP systemsHow small efficiency gains compound into competitive advantageThe role of AI in predictive maintenance and inventory optimizationWhy digital transformation is about integration, not disruptionHow VitalEdge AI Labs co-innovates with dealersBest practices for partnering with technology providersUsing data and automation to improve cash flow and customer satisfactionConclusionVikram Savkar’s insights highlight why digital transformation in heavy equipment dealerships is no longer optional—it is essential for survival and growth. By combining industry-specific ERP systems with practical, outcome-driven AI, dealerships can modernize operations without unnecessary complexity. Leaders who focus on integration, data visibility, and incremental improvement will be best positioned to compete in an increasingly digital future.🎧 More from The Thoughtful Entrepreneur🎙️ Want to be featured on The Thoughtful Entrepreneur? Get your voice in front of 50K+ listeners.👉 Schedule your guest spot here »🤝 Consultant doing 6+ figures? Let’s introduce you to your next big client, partner, or referral source.👉 See how here »📡 Thinking of launching your own podcast? We’ve built over 250 shows for leaders who land dream guests weekly.👉 See the system here »🚨 What’s Your PodVerified Score? Find out how you rank as a podcast guest — and get matched with hosts who actually want you.👉 View the platform »📬 Subscribe to The Thoughtful EntrepreneurNew episodes daily to fuel your impact, visibility, and influence.

From Burnout to Alignment: How Leaders Can Thrive with Human-Centered Marketing and the Working Genius FrameworkIn this episode, host Josh Elledge speaks with Allie Jones, Founder of Allie Jones Consulting, to explore her journey from burnout as a third-grade teacher to becoming a marketing strategist and business alignment coach. Allie shares why human-centered marketing matters more than ever in an AI-driven world and explains how leaders can reclaim clarity, joy, and effectiveness by aligning their work with their natural strengths. Their conversation highlights the transformative power of the Working Genius framework and offers actionable steps for reducing overwhelm, improving team dynamics, and leading with intention.How Human Connection and Working Genius Create Aligned, Effective LeadershipAllie explains that as AI-generated content floods the marketplace, authenticity has become a leader’s greatest competitive advantage. She emphasizes that marketing built on real stories, genuine connection, and thoughtful communication consistently outperforms generic, automated messaging. Networking, podcasting, and relationship-building remain essential because people still make decisions based on trust—not templates.The conversation then shifts to intentional alignment, a core theme in Allie’s work with leaders and entrepreneurs. She notes that many high-level professionals feel stretched thin, overwhelmed, or disconnected from their purpose because they’re saying “yes” to too many misaligned commitments. By identifying personal values, clarifying strengths, and practicing strategic boundaries, leaders can design workdays that create momentum rather than drain energy.Allie also breaks down the Working Genius framework, describing it as “20% personality test and 80% productivity tool.” When leaders understand which types of work energize them and which consistently frustrate them, they can restructure tasks, delegate effectively, and build teams that complement their genius zones. The result is less burnout, better collaboration, and more joyful, sustainable productivity.About Allie JonesAllie Jones is a marketing strategist, alignment coach, and founder of Allie Jones Consulting. She specializes in helping leaders and businesses embrace human-centered marketing, clarify their brand, and design work that reflects their strengths. Allie is also a certified Working Genius facilitator and offers workshops, consulting programs, and leadership resources. Connect with her on LinkedIn.About Allie Jones ConsultingAllie Jones Consulting provides strategic marketing, leadership alignment coaching, and Working Genius facilitation for entrepreneurs and organizations. Through a blend of clarity-focused strategy and human-centered communication, Allie helps clients build thriving, aligned businesses rooted in authenticity. Learn more at alliejonesconsulting.com.Links Mentioned in This EpisodeAllie Jones Consulting WebsiteAllie Jones on LinkedIn ProfileKey Episode HighlightsHuman-centered marketing is more impactful than AI-generated, generic contentLeaders are overwhelmed because they lack alignment, not capabilityThe Working Genius framework helps identify energizing vs. draining workSaying “no” strategically protects energy and clarifies prioritiesAuthentic communication builds trust in a crowded digital worldDelegation based on genius zones improves team performanceAlignment leads to more joyful, sustainable leadershipConclusionAllie Jones’s insights remind leaders that success isn’t about doing more—it’s about doing more of what aligns with your strengths. By embracing human-centered marketing, setting intentional boundaries, and leveraging tools like Working Genius, entrepreneurs and executives can build careers filled with clarity, purpose, and momentum. When your work matches your genius, both productivity and joy naturally rise.🎧 More from The Thoughtful Entrepreneur🎙️ Want to be featured on The Thoughtful Entrepreneur? Get your voice in front of 50K+ listeners.👉 Schedule your guest spot here »🤝 Consultant doing 6+ figures? Let’s introduce you to your next big client, partner, or referral source.👉 See how here »📡 Thinking of launching your own podcast? We’ve built over 250 shows for leaders who land dream guests weekly.👉 See the system here »🚨 What’s Your PodVerified Score? Find out how you rank as a podcast guest — and get matched with hosts who actually want you.👉 View the platform »📬 Subscribe to The Thoughtful EntrepreneurNew episodes daily to fuel your impact, visibility, and influence. Thanks for listening — now go build something extraordinary!

Branding as a Verb: Actionable Insights from Emily BrackettIn this episode, host Josh Elledge speaks with Emily Brackett, Founder of Visible Logic, Inc. and the creator of Branding Compass, to explore why branding is far more than a logo or color palette. Emily explains how branding is an active, ongoing process that shapes how people perceive your business—through both tangible design elements and intangible emotional connections. Their conversation breaks down the common mistakes founders make, the rising role of AI in branding, and the foundational strategic work that separates memorable brands from mediocre ones.Why Branding Is an Ongoing, Strategic DisciplineEmily emphasizes that branding is a verb—an active, continual effort to shape how your business shows up in the world. Rather than treating branding as a one-time design task, she encourages founders to think of it as ongoing brand management: regularly reviewing messaging, auditing visuals, and ensuring every touchpoint aligns with the identity you want to project. This mindset shift helps companies avoid stagnation and ensures their brand evolves alongside their business goals and audience needs.She also highlights a major pitfall among startups: jumping straight into logo design or website building without first defining brand strategy. Emily explains that foundational clarity—your brand traits, ideal client, differentiators, and emotional tone—provides the direction needed for compelling visuals and effective marketing. Without this groundwork, companies end up with generic identities that fail to resonate, leading to wasted money and lackluster market response.Finally, Emily discusses the growing influence of AI in branding. While AI can accelerate content creation and ideation, she warns that it cannot replace strategic thinking. When businesses skip foundational brand work and rely solely on AI tools, they simply produce generic content faster. Instead, Emily recommends using AI as a supplement—leveraging it for brainstorming, inspiration, and iteration, but grounding all outputs in a clearly defined brand strategy.About Emily BrackettEmily Brackett is the Founder of Visible Logic, Inc., a branding and design agency specializing in helping businesses clarify their identity and communicate it consistently across all marketing materials. She is also the creator of Branding Compass, a DIY branding tool that guides entrepreneurs through foundational brand strategy. Connect with her on LinkedIn.About Visible Logic, Inc.Visible Logic helps startups, tech-enabled companies, and growing businesses build strong, strategic brands through design, messaging, and brand clarity tools. From visual identity development to website design and brand architecture, Visible Logic ensures companies present themselves with confidence and cohesion. Learn more at Visible Logic.Links Mentioned in This EpisodeEmily Brackett on LinkedInVisible Logic, Inc. WebsiteKey Episode HighlightsBranding is an active, ongoing process—not a one-time design projectFoundational strategy prevents generic, forgettable brand identitiesAI accelerates content creation but cannot replace brand clarityStrong brand architecture becomes essential as companies growWeekly brand-building exercises help fine-tune messaging and visualsDIY tools like Branding Compass empower startups lacking big budgetsConfidence in marketing begins with confidence in your brandConclusionEmily Brackett’s insights offer a powerful reminder that effective branding is rooted in clarity, intentionality, and consistency—not in chasing trends or relying on automation alone. By treating branding as an active discipline, founders can ensure their messaging resonates, their visuals align, and their audience clearly understands the value they deliver. Whether you’re refreshing an outdated brand or building one from scratch, Emily’s strategies provide a roadmap for developing a brand identity you can confidently promote.🎧 More from The Thoughtful Entrepreneur🎙️ Want to be featured on The Thoughtful Entrepreneur? Get your voice in front of 50K+ listeners.👉 Schedule your guest spot here »🤝 Consultant doing 6+ figures? Let’s introduce you to your next big client, partner, or referral source.👉 See how here »📡 Thinking of launching your own podcast? We’ve built over 250 shows for leaders who land dream guests weekly.👉 See the system here »🚨 What’s Your PodVerified Score? Find out how you rank as a podcast guest — and get matched with hosts who actually want you.👉 View the platform »📬 Subscribe to The Thoughtful EntrepreneurNew episodes daily to fuel your impact, visibility, and influence. Thanks for listening — now go build something extraordinary!

Harnessing the Hypomanic Advantage: Leadership Insights from Todd HagopianIn this episode, host Josh Elledge speaks with Todd Hagopian, Executive Director of the Stagnation Intelligence Agency and author of The Unfair Advantage: Weaponizing the Hypomanic Toolbox. Todd shares his remarkable journey—from spending 15 years undiagnosed with bipolar disorder to engineering a systematic way to harness the productive power of hypomania without the chaos. This conversation explores how neurodiverse traits can be transformed into high-performance leadership tools, offering powerful strategies for productivity, innovation, prioritization, and sustainable success.How Neurodiverse Leadership Becomes a Strategic SuperpowerTodd Hagopian explains how the high energy, creativity, and intensity associated with hypomania can be intentionally structured into repeatable systems. Instead of treating hypomanic tendencies as weaknesses, he shows how leaders can channel them into strengths through tools such as grandiose goal-setting, which pushes individuals and teams to stretch beyond conventional limits. He emphasizes that ambition—when properly focused—creates momentum, inspires others, and unlocks levels of performance that incremental planning simply cannot achieve.Another major insight Todd shares is the 80/20 Matrix, a ruthless prioritization method that identifies the 4% of activities generating 64% of results. By doubling down on the most profitable customer-product combinations and eliminating or outsourcing low-value work, leaders remove complexity—the biggest enemy of profitability. This same philosophy underpins the Carolyn Method, where results are amplified not through more activity, but through sharper focus on the vital few actions that truly move the needle.Todd also discusses orthodoxy smashing, the practice of systematically challenging industry assumptions to uncover breakthrough opportunities. Paired with essential personal practices such as sleep discipline, medication management (when relevant), and eliminating alcohol, Todd shows that sustainable leadership requires both innovation and self-care. His message is clear: anyone—neurodiverse or not—can apply these systems to multiply productivity, improve decision-making, and build resilient success.About Todd HagopianTodd Hagopian is the Executive Director of the Stagnation Intelligence Agency, a leadership strategist, and the author of The Unfair Advantage: Weaponizing the Hypomanic Toolbox. He helps leaders harness structured productivity systems to maximize performance, prioritize effectively, and innovate with intention. Connect with Todd on LinkedIn or explore his work at Stagnation Assassin.About Stagnation AssassinStagnation Assassin (toddhagopian.com) provides leadership development frameworks based on Todd’s hypomanic toolbox methodology. Through consulting, training, and productivity systems, Todd helps organizations simplify operations, enhance strategic focus, and unlock breakthrough innovation. His programs support neurodiverse and neurotypical leaders alike in building sustainable, high-performance habits.Links Mentioned in This EpisodeTodd Hagopian LinkedIn ProfileStagnation Assassin WebsiteKey Episode HighlightsHow hypomanic traits can be transformed into leadership strengthsThe power of grandiose goal-setting to unlock extraordinary resultsThe 80/20 Matrix for eliminating complexity and maximizing profitThe Carolyn Method: multiplying results through focus, not activityOrthodoxy smashing as a method for breakthrough innovationThe importance of sleep, medication management, and boundariesHow neurodiverse leaders can systematize their strengthsWhy sustainable performance requires intentional self-careConclusionTodd Hagopian’s approach reframes neurodiversity as a strategic advantage, offering leaders a structured way to channel intensity, ambition, and creativity into sustainable high performance. His tools—rooted in clarity, prioritization, focus, and innovation—show that extraordinary productivity comes not from doing more, but from doing the right things with intention. Whether you are neurodiverse or neurotypical, Todd’s insights provide a powerful roadmap for leading boldly, simplifying your path to success, and achieving more than you ever thought possible.🎧 More from The Thoughtful Entrepreneur🎙️ Want to be featured on The Thoughtful Entrepreneur? Get your voice in front of 50K+ listeners.👉 Schedule your guest spot here »🤝 Consultant doing 6+ figures? Let’s introduce you to your next big client, partner, or referral source.👉 See how here »📡 Thinking of launching your own podcast? We’ve built over 250 shows for leaders who land dream guests weekly.👉 See the system here »🚨 What’s Your PodVerified Score? Find out how you rank as a podcast guest — and get matched with hosts who actually want you.👉 View the platform »📬 Subscribe to The Thoughtful EntrepreneurNew episodes daily to fuel your impact, visibility, and influence. Thanks for listening — now go build something extraordinary!

How Strategic Thinking Transforms Leadership: Insights from Charlie CursonIn this episode, host Josh Elledge speaks with Charlie Curson, strategist, leadership coach, author, and Founder & Director of Mandarin Associates. Their conversation explores the deeper meaning of strategic thinking—beyond planning—and reveals how leaders can elevate their impact through self-awareness, open-mindedness, creativity, and influence. This blog distills Charlie’s most valuable insights, showing professionals how to approach leadership with greater clarity, adaptability, and long-term strategic focus.Building a Stronger Strategic Mindset for Modern LeadershipCharlie Curson explains that strategy is fundamentally different from planning—planning is about predictability and control, while strategy is about making courageous, future-focused choices. He emphasizes that real strategy begins with self-awareness, helping leaders understand their own biases, beliefs, and behaviors so they can make decisions from a place of clarity rather than fear or habit. Without this foundation, even the smartest plans fail to address the real levers that drive performance and growth within organizations.Charlie also shares how open-mindedness and critical thinking shape effective strategy. Leaders must actively challenge assumptions, invite diverse perspectives, and create environments where constructive disagreement can surface the best ideas. Creativity plays an equally vital role—too often, “strategy” becomes a recycled version of last year’s plan, but true strategic thinking requires imagining new possibilities, exploring different futures, and generating innovative pathways to achieve meaningful outcomes.Finally, Charlie highlights the importance of communication and influence in scaling the impact of strategy. Even the strongest strategic insights collapse without team alignment and buy-in. By co-creating strategy with their teams, communicating with clarity, and fostering open dialogue, leaders can translate ideas into action. He encourages leaders to embrace uncertainty, experiment early, and treat every new initiative as a learning opportunity—allowing strategy to evolve dynamically as the business landscape shifts.About Charlie CursonCharlie Curson is a strategist, leadership coach, speaker, and author of Be More Strategic: 12 Essential Practices to Build the Life and Career You Want. He is the Founder and Director of Mandarin Associates, where he helps organizations develop strategic thinking capabilities, improve leadership effectiveness, and foster high-performing cultures. Connect with Charlie on LinkedIn.About Mandarin AssociatesMandarin Associates provides strategic consulting, coaching, leadership development, and facilitation services for global organizations. Their work centers on helping teams think more strategically, improve communication, and create purposeful, aligned results across all levels of leadership.Links Mentioned in This EpisodeCharlie Curson on LinkedIn ProfileMandarin Associates WebsiteKey Episode HighlightsStrategy is about choices, not control or comfortSelf-awareness is the foundation of strategic leadershipOpen-mindedness and diverse perspectives improve decision-makingCreativity enables leaders to imagine new futures and opportunitiesCommunication and influence determine whether strategy activates or stallsLeaders must become comfortable navigating uncertaintyEffective strategy requires experimentation, iteration, and continuous learningConclusionCharlie Curson’s approach reframes strategic thinking as a human capability—one grounded in awareness, curiosity, courage, and thoughtful action. By understanding the difference between planning and strategy, embracing diverse perspectives, and learning to manage uncertainty, leaders can unlock transformative growth for themselves and their teams. The path to becoming more strategic begins with intentional reflection, meaningful conversation, and the willingness to act on what truly matters.🎧 More from The Thoughtful Entrepreneur🎙️ Want to be featured on The Thoughtful Entrepreneur? Get your voice in front of 50K+ listeners.👉 Schedule your guest spot here »🤝 Consultant doing 6+ figures? Let’s introduce you to your next big client, partner, or referral source.👉 See how here »📡 Thinking of launching your own podcast? We’ve built over 250 shows for leaders who land dream guests weekly.👉 See the system here »🚨 What’s Your PodVerified Score? Find out how you rank as a podcast guest — and get matched with hosts who actually want you.👉 View the platform »📬 Subscribe to The Thoughtful EntrepreneurNew episodes daily to fuel your impact, visibility, and influence. Thanks for listening — now go build something extraordinary!

Overcoming Insecurity in Midlife with Jaemin FrazerIn this episode of The Thoughtful Entrepreneur, host Josh Elledge interviews Jaemin Frazer—Founder of The Insecurity Project, author of Unhindered, and host of the Unhindered Podcast. Jaemin shares why insecurity often peaks in midlife, how early childhood beliefs silently shape adult behavior, and what ambitious professionals can do to break free from self-doubt. His insights offer a practical and compassionate roadmap for anyone ready to confront insecurity and step into a more confident, purposeful version of themselves.How Insecurity Shapes Midlife and How to Overcome ItJaemin explains that insecurity is universal, rooted in beliefs formed before age seven, and often goes unnoticed until midlife when energy diminishes and the “push through it” strategy stops working. In this season of life, many high achievers discover that the same insecurity that once fueled their ambition is now causing anxiety, exhaustion, strained relationships, and a sense of emotional unraveling. He emphasizes that insecurity is not a flaw, but a solvable problem—one that requires awareness, objectivity, and a structured process for dismantling limiting beliefs.He describes insecurity as “rocket fuel”: powerful enough to drive early success, but ultimately toxic if relied on for too long. Through Jaemin’s seven-practice framework, individuals learn to deconstruct these beliefs, examine the stories they tell themselves, and replace insecurity-driven motivation with clarity and intrinsic purpose. This transformation allows midlifers to shift from proving themselves to actually becoming themselves—living with more peace, energy, and authenticity.Jaemin also highlights the importance of vulnerability and finding the right support. Not all helpers are equipped to guide someone through insecurity, and he stresses the value of working with a coach or therapist who provides objectivity, structure, and accountability. He invites listeners to access his book Unhindered, his long-running podcast, and his one-on-one coaching programs to continue their journey toward becoming truly “unhindered.”About Jaemin FrazerJaemin Frazer is the Founder of The Insecurity Project, an internationally recognized coach, author, and speaker known for his expertise in helping high performers overcome insecurity. Through his book Unhindered, his 300+ episode podcast, and his structured coaching methodology, Jaemin guides individuals through deep personal transformation and lasting emotional freedom. Connect with him on LinkedIn: Jaemin FrazerAbout The Insecurity ProjectThe Insecurity Project (jaeminfrazer.com) provides coaching, tools, and educational resources designed to help individuals overcome insecurity and live with greater confidence, purpose, and emotional clarity. Through books, podcasts, speaking engagements, and immersive coaching programs, Jaemin helps midlifers break free from long-standing limiting beliefs and step into their highest potential.Links Mentioned in This EpisodeJaemin Frazer LinkedIn ProfileThe Insecurity Project WebsiteKey Episode HighlightsWhy insecurity is universal and rooted in early childhoodHow insecurity becomes more visible and disruptive in midlifeThe concept of insecurity as “rocket fuel” for high achieversJaemin’s structured seven-practice framework for overcoming insecurityThe importance of objectivity in coaching and personal developmentWhy vulnerability accelerates growth and emotional clarityTools and resources for living “unhindered”ConclusionJaemin Frazer offers a refreshing and hopeful perspective on insecurity, reframing it as a solvable human challenge rather than a lifelong burden. His insights empower midlifers to recognize the beliefs holding them back, engage in a systematic process of emotional deconstruction, and step confidently into a life aligned with authenticity and purpose. With the right support and a willingness to confront long-standing patterns, anyone can experience meaningful transformation and begin living “unhindered.”🎧 More from The Thoughtful Entrepreneur🎙️ Want to be featured on The Thoughtful Entrepreneur? Get your voice in front of 50K+ listeners.👉 Schedule your guest spot here »🤝 Consultant doing 6+ figures? Let’s introduce you to your next big client, partner, or referral source.👉 See how here »📡 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 »🚨 What’s Your PodVerified Score?🎯 Find out how you rank as a podcast guest — and get matched with hosts who actually want you.✅ 2 free podcast matches✅ Dashboard with warm-up plans✅ Media badges to showcase your guest authority✅ Priority access to Founders Club (limited to 100)👉 View the platform »📬 Subscribe to The Thoughtful EntrepreneurNew episodes daily to fuel your impact, visibility, and influence. Thanks for listening — now go build something extraordinary!

Fathers Eve: Building Community and Connection for Dads EverywhereIn this episode, host Josh Elledge interviews John Francis, Founder of Fathers Eve, to explore how a small garage gathering grew into a nationwide movement supporting dads through connection, camaraderie, and community. John shares how Fathers Eve began organically in Minnesota and has since expanded into a global celebration held the night before Father’s Day. He discusses the challenges many men face around social isolation and why intentional, judgment-free gatherings can have such a powerful impact on mental health, family life, and community strength.How Fathers Eve Helps Dads Build Meaningful ConnectionsJohn explains that many men lose touch with friendships as they get older, take on more responsibilities, or struggle to maintain social habits after the pandemic. Fathers Eve combats this by creating relaxed, pressure-free environments—ranging from backyard get-togethers to bar meetups to virtual countdown celebrations—where dads can show up as themselves without expectations. The simplicity is intentional: no speakers, no programming, just space for men to talk, laugh, share experiences, and realize they’re not alone in their challenges.He also highlights the signature tradition that unites Fathers Eve events worldwide: the 8 p.m. local-time countdown toast, streamed across time zones, creating a shared moment of celebration and solidarity. Activities like cornhole, small trophies, and optional charity drives add fun, community impact, and meaningful purpose to gatherings. For hosts, Fathers Eve provides guidance, personal support from John, and the flexibility to design events that fit their community’s needs.Finally, John emphasizes the broader ripple effect these events create—from forming new friendships to strengthening families to contributing to local charities through diaper drives and fundraising efforts. Fathers Eve's open, inclusive format allows dads to build deeper social bonds, improving mental well-being and fostering long-term connection. Whether attending or hosting, dads walk away feeling celebrated, supported, and part of something bigger.About John FrancisJohn Francis is the Founder of Fathers Eve, a global movement focused on creating connection, support, and community for dads everywhere. Known as “Johnny Franchise,” John is also a consultant, speaker, and advocate for fatherhood, leadership, and community-building. About Fathers EveFathers Eve (fatherseve.com) is a growing worldwide gathering held the night before Father’s Day, uniting dads in cities across the U.S. and around the world. Through local events, virtual celebrations, and charitable initiatives, Fathers Eve helps men build meaningful relationships and strengthen their communities.Links Mentioned in This EpisodeFathers Eve WebsiteJohn Francis LinkedIn ProfileKey Episode HighlightsThe accidental founding of Fathers Eve and its grassroots growthWhy many men struggle with social connection—and how Fathers Eve addresses itThe signature 8 p.m. countdown toast bringing dads together worldwideTips for hosting successful Fathers Eve events of any sizeHow charity involvement strengthens community impactThe importance of simplicity, inclusivity, and authenticity in building male communitiesConclusionJohn Francis shows that Fathers Eve is far more than a social gathering—it’s a movement designed to strengthen dads, families, and communities. By offering simple, supportive environments where men can connect without pressure, Fathers Eve helps break the cycle of isolation and creates ripple effects of positivity and belonging. Whether you're looking to attend an event, host your own, or simply learn how to foster stronger male friendships, Fathers Eve provides tools, traditions, and inspiration to help men show up for themselves and one another.🎧 More from The Thoughtful Entrepreneur🎙️ Want to be featured on The Thoughtful Entrepreneur? Get your voice in front of 50K+ listeners.👉 Schedule your guest spot here »🤝 Consultant doing 6+ figures? Let’s introduce you to your next big client, partner, or referral source. See how here »📡 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 »🚨 What’s Your PodVerified Score? 🎯 Get matched with hosts looking for guests like you.👉 View the platform »📬 Subscribe to The Thoughtful Entrepreneur — new episodes daily to fuel your impact, visibility, and influence.

Join venture capitalist Jane Kubryak from Social Discovery Group as she explores the rapidly evolving world of digital connections and AI companions. With a rich background in scouting high-potential founders, Jane shares insights on the polarized VC landscape where traction matters more than hype. She advises early-stage entrepreneurs to embrace strategic storytelling and community engagement. Jane highlights the significant opportunities in AI beyond dating, touching on mental health and productivity—reminding us that innovation paired with empathy is key to success.