

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

Jul 16, 2025 • 19min
2236 - Enhancing Efficiency in State Trial Court Litigation with Trellis Law's Alon Shwartz
Unlocking the Power of Legal Analytics with Alon Shwartz of Trellis LawOn this episode of The Thoughtful Entrepreneur, host Josh Elledge speaks with Alon Shwartz, Co-Founder and COO of Trellis Law, a cutting-edge legal tech platform reshaping how attorneys navigate state trial court litigation. Alon shares how Trellis leverages data analytics and AI to streamline legal research, improve strategy, and increase efficiency for legal professionals. If you’re in the legal field and want to work smarter—not harder—this episode is packed with insight.Bringing Legal Intelligence to State Trial CourtsAlon Shwartz’s entrepreneurial journey is driven by resilience and optimization—two traits he honed through his long-term commitment to CrossFit. He draws a parallel between physical training and business leadership, emphasizing how mental grit and consistency are vital to pushing through complexity, both in the gym and in scaling a tech startup.That mindset helped shape Trellis Law’s mission: to demystify and organize fragmented state trial court data. Traditional legal databases often overlook state-level courts, but that’s where the majority of litigation actually happens. Trellis bridges this gap by aggregating data from over 3,000 courts across 46 states and delivering intuitive, actionable insights for litigators.Trellis isn’t just a data aggregator—it’s a strategic platform. With features like judicial analytics, generative AI drafting tools, and judge-specific behavior patterns, Trellis enables attorneys to prepare smarter motions, manage client expectations, and make data-informed decisions with confidence. The result? Less guesswork and more wins.About Alon ShwartzAlon Shwartz is the Co-Founder and COO of Trellis Law. With a background in entrepreneurship and a passion for solving complex data challenges, Alon leads the company’s operations and innovation strategy. His insights into legal tech, AI, and product development make him a standout thought leader in the legal analytics space.About Trellis LawTrellis Law is a legal intelligence platform that provides state trial court analytics and litigation insights. The platform helps litigators, law firms, insurance companies, and legal departments streamline case preparation and make data-informed decisions. Trellis is transforming how legal professionals access and apply state court data.Links Mentioned in this Episode:Trellis Law WebsiteAlon Shwartz on LinkedInEpisode Highlights:Why state trial court data is a largely untapped resource in legal techHow Trellis empowers lawyers to strategize using real judicial dataThe connection between athletic discipline and startup successHow Trellis is leveling the playing field with accessible legal intelligenceThe AI tools that are changing how legal research gets doneConclusionTrellis Law is paving the way for a smarter, more strategic approach to litigation—especially at the state level. As Alon Shwartz shares, success in the legal field is no longer just about intuition; it’s about leveraging the right tools to make better decisions, faster. If you’re looking to modernize your practice, Trellis offers a compelling first step.Apply to be a Guest on The Thoughtful Entrepreneur: https://go.upmyinfluence.com/podcast-guestMore from UpMyInfluence:We are actively booking guests for our The Thoughtful Entrepreneur. Schedule HERE.Are you a 6-figure consultant? I’ve got high-level intros for you. Learn more here.What is your #1 Lead Generation BLOCKER? Take my free quiz here.Want to learn more about all the podcasts managed by UpMyInfluence? Opt in here.Don’t forget to subscribe to The Thoughtful Entrepreneur and thank you for listening. Tune in next time!

Jul 15, 2025 • 19min
2235 - Navigating the Cybersecurity Maze: Essential Insights from Aethon Security's Derek Kernus
Cybersecurity Insights for Business Leaders: Expert Advice from Derek Kernus of Aethon SecurityIn today’s rapidly evolving digital world, cybersecurity is no longer just a concern for large enterprises—it's a critical part of every organization’s strategy. In this recent episode of The Thoughtful Entrepreneur, host Josh Elledge sat down with Derek Kernus, CEO of Aethon Security, to discuss how business leaders can protect their organizations from the growing wave of cyber threats. The conversation dives deep into the importance of cybersecurity, compliance, and practical steps that leaders can take to stay ahead of the curve in an increasingly complex landscape.Understanding Cybersecurity and Compliance in Today's Business WorldDerek Kernus opens the conversation by highlighting the current cybersecurity threats faced by businesses today. Nation-state actors from China and Russia are increasingly targeting U.S. government networks and contractors, aiming to steal sensitive information or disrupt critical infrastructures like energy grids, water systems, and healthcare. As businesses digitize more of their operations, the number of potential attack points expands, making it essential for leaders to treat cybersecurity as a core business risk.Derek emphasizes the importance of compliance, particularly for government contractors who must meet cybersecurity standards like the Cybersecurity Maturity Model Certification (CMMC). Failure to comply with these requirements can result in lost contracts, legal penalties, and reputational damage. Even in the private sector, companies are increasingly expected to adopt rigorous cybersecurity measures. By understanding and implementing these frameworks, businesses can ensure that they are protected and ready to meet both governmental and industry-specific standards.The episode also addresses real-world cyber threats, including the Colonial Pipeline attack and attempts to disrupt municipal water systems, underscoring the need for proactive security measures. Derek offers actionable cybersecurity tips for business leaders to improve their organizational defenses and protect sensitive data.Actionable Cybersecurity Tips for Business LeadersDerek shares several practical, actionable cybersecurity steps that leaders can implement immediately to enhance their company’s security posture. One of the most essential steps is implementing Multi-Factor Authentication (MFA) across all critical accounts. MFA significantly reduces the risk of unauthorized access, even if passwords are compromised. Derek advises prioritizing MFA for administrative and remote access accounts and training employees on how to use it.Another key recommendation is to conduct regular vulnerability scans. These scans help identify system weaknesses before they can be exploited. Derek stresses the importance of automating these scans, prioritizing high-risk vulnerabilities, and keeping records of the scans and remediation efforts for compliance purposes. Additionally, keeping software and systems up to date is crucial. Outdated software often serves as a gateway for cybercriminals, so applying patches and updates promptly can close those security gaps.Finally, Derek encourages business leaders to leverage federal cybersecurity frameworks like NIST and CMMC to better manage risks and ensure compliance. These frameworks offer structured, proven guidelines to assess and improve cybersecurity defenses, making them invaluable tools for organizations of all sizes. Derek advises that even non-government contractors benefit from adopting these best practices.About Derek KernusDerek Kernus is the CEO of Aethon Security, a cybersecurity consulting firm that helps organizations navigate complex compliance requirements and protect their data from cyber threats. Derek brings years of experience working with both government contractors and private businesses to create tailored cybersecurity solutions that align with their unique needs.About Aethon SecurityAethon Security is a cybersecurity services provider focused on helping organizations, particularly federal contractors, strengthen their security posture and achieve compliance with regulatory frameworks like CMMC and NIST. Aethon Security offers gap assessments, tailored recommendations, and continuous support to ensure organizations are protected from evolving cyber threats.Links Mentioned in this EpisodeAethon Security WebsiteDerek Kernus on LinkedInEpisode HighlightsThe growing cybersecurity threat landscape, including nation-state actors targeting U.S. organizationsWhy compliance is essential for government contractors and private businesses alikeKey steps for implementing multi-factor authentication (MFA) to reduce cyber risksThe importance of vulnerability scans and regular software updates in cybersecurity defenseHow to leverage federal cybersecurity frameworks like NIST and CMMC to improve securityConclusionThis conversation with Derek Kernus emphasizes the importance of proactive cybersecurity for businesses of all sizes. As cyber threats continue to evolve, business leaders must take steps to safeguard their organizations, comply with necessary standards, and invest in ongoing security measures. By implementing these best practices, organizations can better protect themselves from costly cyberattacks and ensure business continuity in an increasingly complex digital environment.Apply to be a Guest on The Thoughtful Entrepreneur: https://go.upmyinfluence.com/podcast-guestMore from UpMyInfluence:We are actively booking guests for our The Thoughtful Entrepreneur. Schedule HERE.Are you a 6-figure consultant? I’ve got high-level intros for you. Learn more here.What is your #1 Lead Generation BLOCKER? Take my free quiz here.Want to learn more about all the podcasts managed by UpMyInfluence? Opt in here.Don’t forget to subscribe to The Thoughtful Entrepreneur and thank you for listening. Tune in next time!

Jul 14, 2025 • 21min
2234 - Mastering Leadership by Balancing Flexibility with Core Values in Uncertain Times with Kevin Eikenberry
Leading with Flexibility in Uncertain Times with Kevin EikenberryIn this episode of The Thoughtful Entrepreneur, host Josh Elledge speaks with Kevin Eikenberry, Chief Potential Officer of The Kevin Eikenberry Group and author of Flexible Leadership: Navigate Uncertainty and Lead with Confidence. Kevin shares timely insights on how today’s leaders can thrive amid volatility by staying grounded in their values while adapting their strategies. From navigating change to investing in leadership development, this episode offers a practical roadmap for leaders who want to lead with confidence and clarity—even when the future is unclear.How to Lead with Confidence in a Volatile WorldKevin emphasizes that modern leadership isn’t about always having the answers—it’s about being agile, values-driven, and committed to continuous learning. Drawing on decades of coaching leaders, he shares how embracing flexibility doesn’t mean abandoning structure. Instead, it means having deep roots (your values) and being able to bend (your strategy) when the winds of change blow. Leaders must separate their identity from their roles and build adaptive thinking into their teams. He also introduces the metaphor of a tree: stable at the roots, flexible in the branches—a model that resilient leaders should follow.Through candid conversation, Kevin and Josh explore how uncertainty can actually be a catalyst for growth. Leaders who acknowledge unpredictability, model transparency, and focus on what they can control are more likely to build trust and drive results. Kevin also warns against falling into the “leadership trap”—confusing your job title with your personal identity. Real leadership, he explains, comes from consistent values-based action, not positional authority.Finally, Kevin shares actionable strategies for building leadership capacity. He encourages leaders to invest in training, conduct value clarification exercises, and remain open to feedback. With tools like his free masterclass and The Remarkable Leadership Podcast, Kevin equips leaders to become more effective in both mindset and behavior. His ultimate message: Great leadership is less about control and more about creating clarity and consistency in how you show up for your team—even when everything around you is changing.About Kevin EikenberryKevin Eikenberry is the Chief Potential Officer of The Kevin Eikenberry Group and a globally recognized leadership expert, speaker, and author. His work focuses on developing remarkable leaders and equipping them to navigate change, uncertainty, and growth with confidence.About The Kevin Eikenberry GroupThe Kevin Eikenberry Group is a leadership and learning consulting company helping individuals and organizations unleash their potential. Through workshops, coaching, books, and digital resources, the firm provides tools that help leaders build influence, flexibility, and success.Links Mentioned in this EpisodeKevin Eikenberry’s WebsiteKevin Eikenberry on LinkedInFree Leadership MasterclassFlexible Leadership: Navigate Uncertainty and Lead with Confidence (Book)The Remarkable Leadership PodcastEpisode HighlightsWhy flexible leadership is essential in today’s uncertain business climateHow to lead with strong values while remaining adaptableKevin’s “tree metaphor” for resilient, values-rooted leadershipAvoiding the leadership trap of tying your identity to your titleActionable strategies for growing leadership skills in any organizationConclusionKevin Eikenberry’s conversation with Josh Elledge shines a light on what it really takes to lead effectively in turbulent times. By anchoring in values and remaining open to change, leaders can inspire trust, build resilience, and drive meaningful results. Whether you’re managing a small team or leading an entire organization, Kevin’s insights offer a clear path toward becoming a more thoughtful, flexible, and effective leader.Apply to be a Guest on The Thoughtful Entrepreneur: https://go.upmyinfluence.com/podcast-guestMore from UpMyInfluence:We are actively booking guests for our The Thoughtful Entrepreneur. Schedule HERE.Are you a 6-figure consultant? I’ve got high-level intros for you. Learn more here.What is your #1 Lead Generation BLOCKER? Take my free quiz here.Want to learn more about all the podcasts managed by UpMyInfluence? Opt in here.Don’t forget to subscribe to The Thoughtful Entrepreneur and thank you for listening. Tune in next time!

Jul 11, 2025 • 16min
2233 - How to Stop Being Your Own Worst Enemy in Business Growth with Your Modern Legacy's Aaron Goodwin
How to Scale Your Business and Build Effective Teams: In-Depth Insights from Aaron Goodwin of Your Modern LegacyIn this episode of The Thoughtful Entrepreneur, host Josh Elledge sits down with Aaron Goodwin, Founder & CEO of Your Modern Legacy, to explore how business owners can strategically scale, hire, and build systems that free them to work on their business, not just in it.Scaling Strategy, Delegation, and MindsetAaron introduces a stage-based approach to scaling: $0–1M emphasizes sales and marketing, $1–3M prioritizes team building, and $3–8M requires systematization. He stresses that each stage brings its own challenges, and what brought you success at one level won’t necessarily work for the next. Clarity about your current business stage is essential for targeted growth.To unlock growth, Aaron recommends a practical four-step hiring framework—role definition, structured screening, skills assessments, and behavioral interviews—designed for consistency and long-term fit. He further urges business owners to perform a time audit, tracking their tasks to reveal where delegation is needed. Doing so helps free up the founder’s time for strategic priorities.Aaron also advocates for a “future-self” mindset: begin living in alignment with your vision of leadership today. Simple actions—outsourcing non-core tasks, documenting systems, and making hiring decisions aligned with your goals—signal to your brain and your team that you’re committed to elevating your business. That alignment, he explains, is what powers growth and leads to lasting freedom.About Aaron GoodwinAaron Goodwin is the Founder & CEO of Your Modern Legacy, a coaching and training firm helping entrepreneurs scale intentionally, build effective teams, and reclaim time for strategic growth.About Your Modern LegacyYour Modern Legacy offers free tools like the Four‑Step Interview Guide, monthly webinars, and customized coaching for CEOs aiming to build legacy-driven, team-powered businesses.Links Mentioned in This EpisodeAaron’s LinkedIn ProfileYour Modern LegacyKey Episode HighlightsRevenue Stage Strategy: Tailor systems and team-building to your growth stage.Structured Hiring: Four-step interview framework prevents costly mistakes.Time Audit Insight: Reveals tasks that hinder growth and freedom.Delegation by Design: Document processes before assigning to others.Future-Self Mindset: Act “as if” to align daily decisions with long-term goals.ConclusionScaling your business is a strategic journey shaped by vision, clarity, and discipline. Aaron Goodwin’s playbook—focused on stage-specific systems, structured hiring, time mastery, and future-oriented mindset—proves that sustainable growth and lasting legacy begin with intentional action.Apply to be a Guest on The Thoughtful Entrepreneur: https://go.upmyinfluence.com/podcast-guestMore from UpMyInfluence:We are actively booking guests for our The Thoughtful Entrepreneur. Schedule HERE.Are you a 6-figure consultant? I’ve got high-level intros for you. Learn more here.What is your #1 Lead Generation BLOCKER? Take my free quiz here.Want to learn more about all the podcasts managed by UpMyInfluence? Opt in here.Don’t forget to subscribe to The Thoughtful Entrepreneur and thank you for listening. Tune in next time!

Jul 10, 2025 • 20min
2232 - How Can Curiosity and Problem-Solving Transform Your Sales Skills with Sales Guru Global's Navid Momeni
Sales Mastery in the Modern Era with Navid MomeniIn this episode of The Thoughtful Entrepreneur, host Josh Elledge talks with Navid Momeni, Founder and CEO of Sales Guru Global and author of How to Become a Sales Master. Navid dives into what sets top-performing sales professionals apart in today’s market—emphasizing curiosity, empathy, and the relentless pursuit of growth. He shares how modern sales is about problem-finding over problem-solving, and why consistency, coachability, and a “growth mindset” are essential for success.Mastering Sales in Today’s Evolving LandscapeNavid emphasizes that modern sales professionals excel through curiosity, in-depth research, and empathetic listening. Instead of pushing products, they act as trusted advisors who uncover client challenges and tailor meaningful solutions. These skills transform sales conversations into opportunities for connection, clarity, and trust-building.He also explains the importance of daily habits like tracking activity, refining objection handling, and practicing consistent follow-up. The concept of “clobbering”—relentless repetition and feedback—helps salespeople build muscle memory and improve performance over time. Navid stresses that coachability and consistency are key markers of lasting success.Lastly, Navid highlights the human side of selling—resilience, adaptability, and giving back. He believes sales mastery includes a responsibility to uplift others, which is why 100% of proceeds from his book are donated to charity. His holistic view of growth as both personal and professional sets a powerful standard for sales leaders today.About Navid Momeni:Navid Momeni is the Founder and CEO of Sales Guru Global and the author of How to Become a Sales Master. He brings over a decade of experience coaching sales teams and individuals to elevate their performance and mindset. Navid’s training emphasizes skill development, resilience, and continuous learning.About Sales Guru Global:Sales Guru Global delivers customized sales training and consulting for startups, SMBs, and enterprise clients. The company offers go-to-market strategy support, sales team workshops, and 1:1 coaching programs to accelerate sales performance.Links Mentioned in this Episode:Navid Momeni on LinkedInSales Guru Global WebsiteKey Episode Highlights:Why curiosity and empathy are today’s most valuable sales traitsHow to develop resilience and coachability in your sales careerWhat “clobbering” means and why it drives masteryThe importance of continuous skill upgrades and self-reflectionHow Navid’s book contributes to global charitable causesConclusionJosh and Navid explore how mastering sales in today’s world requires both strategic thinking and emotional intelligence. From diagnosing hidden challenges to building lasting client trust, Navid’s approach equips listeners with actionable tactics and a mindset for growth.Apply to be a Guest on The Thoughtful Entrepreneur: https://go.upmyinfluence.com/podcast-guestMore from UpMyInfluence:We are actively booking guests for our The Thoughtful Entrepreneur. Schedule HERE.Are you a 6-figure consultant? I’ve got high-level intros for you. Learn more here.What is your #1 Lead Generation BLOCKER? Take my free quiz here.Want to learn more about all the podcasts managed by UpMyInfluence? Opt in here.Don’t forget to subscribe to The Thoughtful Entrepreneur and thank you for listening. Tune in next time!

Jul 9, 2025 • 20min
2231 - From Basement to Business: Transforming Dreams into Reality with Supliful's Martins Lasmanis
How Supliful is Empowering the Next Generation of E-Commerce Entrepreneurs with Martins LasmanisIn this episode of The Thoughtful Entrepreneur, host Josh Elledge speaks with Martins Lasmanis, Co-founder and CEO of Supliful. Martins shares how his innovative platform is transforming the way small and mid-sized businesses launch and scale fast-moving consumer goods (FMCG) brands. From his love for binge-worthy shows and mystery novels to his deep e-commerce insights, Martins offers a compelling look at how Supliful removes the barriers for modern entrepreneurs.How Supliful Streamlines Success for E-Commerce BrandsMartins built Supliful with a clear mission: make it easier for entrepreneurs to launch product-based businesses. Supliful offers a robust white-label catalog of over 250 items—from skincare and supplements to specialty coffee and pet care—all without requiring upfront inventory costs. Supliful handles fulfillment and shipping, allowing business owners to focus on branding and growth. By sourcing locally within the U.S., the company also shields clients from global supply chain disruptions while ensuring fast delivery.In a landscape where margins are thin and consumers expect transparency and speed, Supliful provides a game-changing solution. Martins advises staying calm and adaptive, using tools like Supliful to test products quickly, optimize operations, and meet rising customer expectations. With real-time analytics and educational resources, entrepreneurs can refine their strategies and scale faster with minimal risk.Actionable Strategies and the Future of E-CommerceMartins shares tactical tips that any e-commerce leader can use. To increase average order value, he suggests bundling complementary products—like pairing skincare serums with cleansers—at checkout. Brands using this strategy have seen up to a 30% lift in AOV. Martins also recommends leveraging Supliful’s analytics to make informed decisions, encouraging entrepreneurs to iterate based on customer feedback.The future of e-commerce, according to Martins, lies in the rise of solo founders, niche micro-brands, and consumer demand for transparency. Supliful empowers lean teams to build powerful brands without logistical headaches. Entrepreneurs can browse products, customize branding, and launch online in days, not months. One inspiring user started from a parent’s basement and grew into a seven-figure brand with Supliful’s support.About Martins Lasmanis:Martins Lasmanis is the Co-founder and CEO of Supliful, a platform that enables entrepreneurs to build white-label FMCG brands with no upfront inventory. He brings passion, curiosity, and a deep understanding of e-commerce to his leadership, helping thousands of founders launch and grow their businesses with ease.About Supliful:Supliful is a white-label e-commerce platform that allows users to sell over 250 curated products without managing inventory or fulfillment. By focusing on U.S.-based manufacturing and rapid go-to-market capabilities, Supliful helps entrepreneurs minimize risk and scale faster.Links Mentioned in this Episode:Martins Lasmanis on LinkedInSupliful WebsiteEpisode Highlights:Why Supliful is a game-changer for launching FMCG brandsHow to raise average order value using complementary productsStrategies for navigating e-commerce challenges in 2024The rise of solo founders and micro-brandsReal success stories and Supliful’s vision for the futureConclusionJosh and Martins explore how Supliful is creating a more accessible e-commerce ecosystem for entrepreneurs of all experience levels. From reducing startup risk to accelerating brand growth, Martins outlines how Supliful is paving the way for success in an increasingly competitive market.Apply to be a Guest on The Thoughtful Entrepreneur: https://go.upmyinfluence.com/podcast-guestMore from UpMyInfluence:We are actively booking guests for our The Thoughtful Entrepreneur. Schedule HERE.Are you a 6-figure consultant? I’ve got high-level intros for you. Learn more here.What is your #1 Lead Generation BLOCKER? Take my free quiz here.Want to learn more about all the podcasts managed by UpMyInfluence? Opt in here.Don’t forget to subscribe to The Thoughtful Entrepreneur and thank you for listening. Tune in next time!

Jul 8, 2025 • 20min
2230 - Designing Your Disaster Plan: A Strategic Roadmap to Organizational Recovery with 22nd Century Management's Kenneth Edmonds
Mastering Disaster Preparedness and Business Continuity: Expert Insights from Kenneth EdmondsIn this episode of The Thoughtful Entrepreneur, host Josh Elledge sits down with Kenneth Edmonds, CEO & Founder of 22nd Century Management, to explore the critical importance of disaster preparedness and business continuity. Kenneth shares his extensive experience helping companies safeguard operations, prevent catastrophic losses, and create actionable strategies for resilience. From cybersecurity threats to natural disasters, this conversation is a powerful wake-up call for any business owner who wants to protect their people, profits, and reputation.Why Disaster Planning Is Non-NegotiableKenneth emphasizes that proactive disaster planning is not just a safety net—it’s a business imperative. With 40% of businesses never reopening after a major disaster, the stakes couldn’t be higher. He illustrates this with the story of a limousine company that survived 9/11 thanks to a well-executed plan, gaining a competitive advantage while others faltered. Kenneth urges leaders to treat disaster planning as an ongoing process that builds organizational readiness and agility.He breaks down how companies can identify critical functions, assess vulnerabilities, and use tools like AI to inform risk assessments. Kenneth also highlights often-overlooked areas, such as untested data backups and vague communication protocols, that can make or break recovery efforts. His advice: test, revise, and engage your team regularly to ensure your plan is both comprehensive and executable.From creating incident command structures to running simulation drills, Kenneth lays out a roadmap that transforms disaster planning from a dusty binder into a dynamic, life-saving strategy. His expert insights help leaders prepare for the worst while empowering their teams to act with clarity and confidence when crises hit.About Kenneth Edmonds:Kenneth Edmonds is the CEO & Founder of 22nd Century Management and a seasoned disaster preparedness expert. With decades of experience, Kenneth has helped businesses develop comprehensive continuity plans, mitigate risk, and navigate crises with confidence. His work integrates AI-driven assessments, team training, and best-in-class frameworks to help organizations stay resilient in the face of any disruption.About 22nd Century Management:22nd Century Management specializes in disaster preparedness, business continuity planning, and risk mitigation for businesses of all sizes. With a hands-on, customized approach, the firm helps clients protect their operations, empower their teams, and stay competitive even in times of crisis.Links Mentioned in this Episode:Kenneth Edmonds on LinkedIn22nd Century Management WebsiteEpisode Highlights:40% of businesses never reopen after a major disasterKey elements of a comprehensive disaster planReal-world case study: A limo company’s survival post-9/11Why cybersecurity insurance and tested backups are crucialBuilding incident command structures and running simulationsConclusionKenneth Edmonds delivers a compelling message: disaster planning isn’t optional, it’s essential. His strategies help businesses not only survive the unexpected but emerge stronger and more competitive. This episode is a must-listen for leaders ready to safeguard their future with clarity, confidence, and action.Apply to be a Guest on The Thoughtful Entrepreneur: https://go.upmyinfluence.com/podcast-guestMore from UpMyInfluence:We are actively booking guests for our The Thoughtful Entrepreneur. Schedule HERE.Are you a 6-figure consultant? I’ve got high-level intros for you. Learn more here.What is your #1 Lead Generation BLOCKER? Take my free quiz here.Want to learn more about all the podcasts managed by UpMyInfluence? Opt in here.Don’t forget to subscribe to The Thoughtful Entrepreneur and thank you for listening. Tune in next time!

Jul 7, 2025 • 19min
2229 - Innovative Approach to Affordable Legal Support for Entrepreneurs with Paralex's Stephen Candelmo
How Paralex is Revolutionizing Legal Services for Small Business Owners: Insights from the Podcast with Stephen CandelmoIn this episode of The Thoughtful Entrepreneur, host Josh Elledge interviews Stephen Candelmo, CEO of Paralex, about transforming how small businesses access legal services. Stephen shares how his passion for both law and technology led to founding Paralex, a platform that blends AI efficiency with human legal expertise. Listeners will also enjoy a unique personal twist—Stephen’s love for sourdough baking, which serves as a powerful metaphor for entrepreneurship.Legal Support, AI Innovation, and the Small Business AdvantageStephen opens the conversation by discussing his deep passion for cooking—particularly sourdough—and how its patience and care reflect the same mindset needed in running a business. This leads into a broader discussion about the common legal hurdles small business owners face, from high costs to confusing language and delayed service.Paralex addresses these challenges through a hybrid model. AI handles client intake and document preparation quickly and affordably, while licensed attorneys review and finalize every document to ensure legal integrity. This approach offers transparency, fixed pricing, and a human touch—making legal support accessible and reliable for entrepreneurs.Stephen walks listeners through the user journey on the Paralex platform, from submitting a request to receiving attorney-reviewed documents. He also offers valuable advice on what to look for in legal tech platforms and why having the right legal foundation early on is crucial for long-term success.About Stephen Candelmo:Stephen Candelmo is the Founder and CEO of Paralex and a seasoned corporate attorney with nearly three decades of experience. His mission is to democratize legal access for small businesses by merging cutting-edge technology with legal professionalism. Through Paralex, Stephen is making legal services faster, more affordable, and approachable for entrepreneurs.About Paralex:Paralex is an AI-powered legal platform designed to provide small business owners with quick, affordable, and attorney-reviewed legal documents. Combining automation and professional oversight, Paralex simplifies legal services without compromising quality.Links Mentioned in this Episode:Stephen Candelmo on LinkedInParalex WebsiteEpisode Highlights:How sourdough baking relates to business and legal careThe biggest legal hurdles for small business ownersHow AI and human expertise combine on the Paralex platformA step-by-step look at how Paralex worksTips for choosing and using legal tech as a small businessConclusionStephen Candelmo shares a compelling vision for the future of legal services—one where small businesses are no longer priced out or left confused by legal complexities. By combining advanced AI with expert legal review, Paralex sets a new standard for accessibility and quality in the legal tech space.Apply to be a Guest on The Thoughtful Entrepreneur: https://go.upmyinfluence.com/podcast-guestMore from UpMyInfluence:We are actively booking guests for our The Thoughtful Entrepreneur. Schedule HERE.Are you a 6-figure consultant? I’ve got high-level intros for you. Learn more here.What is your #1 Lead Generation BLOCKER? Take my free quiz here.Want to learn more about all the podcasts managed by UpMyInfluence? Opt in here.Don’t forget to subscribe to The Thoughtful Entrepreneur and thank you for listening. Tune in next time!

Jul 4, 2025 • 20min
2228 - Finding Fulfillment in the Second Half of Life with Made to Matter's Adam Landrum
Finding Purpose and Fulfillment in Midlife: Insights from Adam Landrum of "Made to Matter"In this episode of The Thoughtful Entrepreneur, host Josh Elledge speaks with Adam Landrum, Founder & Coach of Made to Matter. Adam opens up about his own midlife journey and how he now helps men redefine success, discover purpose, and create lives filled with meaning and adventure. Drawing from his coaching experience and his book, The Life That Matters Manifesto, Adam provides actionable steps for men ready to move beyond the midlife "crisis" into a season of personal transformation.Redefining Identity, Embracing Vulnerability, and Creating a Life That MattersAdam Landrum challenges the outdated notion that midlife signifies decline, sharing how selling his business triggered a personal identity shift that ultimately opened the door to deeper meaning. He invites men to explore their true desires and define success beyond titles and achievements. For Adam, midlife isn’t an ending—it’s a launchpad for reinvention.He emphasizes the growing cultural embrace of vulnerability and emotional openness among men. Through tools like journaling, coaching, and honest conversations, Adam encourages emotional literacy and connection. These elements are essential to navigating personal transformation with clarity and courage.Central to Adam’s message is his purpose-vision-mission framework featured in The Life That Matters Manifesto. He urges men to find alignment through meaningful work, personal adventure, and intentional action. Whether it’s launching a project or taking a trip, fulfillment starts with defining what truly matters and taking bold steps in that direction.About Adam Landrum:Adam Landrum is a seasoned executive coach with over 1,000 coaching hours. Since 2016, he has guided leaders ranging from Fortune 100 executives to entrepreneurs. With two executive coaching certifications, he specializes in helping men in their second half of life find more purpose, fulfillment, and the courage to pursue their vision. He is the author of The Life That Matters Manifesto: 11 Principles to Know and Commit to Live a Life That Matters, a guide to living with purpose and meaning. After selling his advertising agency in 2023, Adam dedicated himself fully to coaching, using his business background to help men boldly step into their next chapter.About Made to Matter:Made to Matter is a coaching and resource platform designed to help men in midlife rediscover purpose, meaning, and adventure. Through structured coaching, books, and workbooks, Adam Landrum equips clients with the tools to build lives filled with clarity and impact.Links Mentioned in this Episode:Adam Landrum on LinkedInMade to Matter WebsiteEpisode Highlights:Redefining identity after a career shift or retirementEmbracing vulnerability and emotional intelligence for growthDeveloping purpose, vision, and mission statementsThe role of adventure and meaningful work in midlifeAdam’s 13-week coaching program and personal transformation processConclusionJosh and Adam's conversation sheds light on the rich possibilities that midlife offers. From reclaiming identity to embracing personal growth and adventure, Adam’s coaching empowers men to live lives aligned with their core values and deeper desires. If you're ready to move beyond routine and reconnect with what really matters, this episode offers a path to purpose and fulfillment.Apply to be a Guest on The Thoughtful Entrepreneur: https://go.upmyinfluence.com/podcast-guestMore from UpMyInfluence:We are actively booking guests for our The Thoughtful Entrepreneur. Schedule HERE.Are you a 6-figure consultant? I’ve got high-level intros for you. Learn more here.What is your #1 Lead Generation BLOCKER? Take my free quiz here.Want to learn more about all the podcasts managed by UpMyInfluence? Opt in here.Don’t forget to subscribe to The Thoughtful Entrepreneur and thank you for listening. Tune in next time!

Jul 3, 2025 • 21min
2227 - Financial Tips and Community Support for Entrepreneurs with Women in Wealth's Michelle Taylor
Empowering Women in Wealth: Actionable Financial Strategies from Michelle TaylorIn this episode of The Thoughtful Entrepreneur, host Josh Elledge speaks with Michelle Taylor, Founder of Women in Wealth. Michelle shares practical, actionable strategies that help women business owners take control of their finances, maximize tax efficiency, and build long-term wealth. Her insights, grounded in real-world experience, highlight the importance of education, community, and redefining wealth on your own terms.Financial Clarity and Confidence for Women EntrepreneursMichelle Taylor opens the conversation by reflecting on her travels through Spain—an experience that underscored how true wealth isn’t just about numbers, but how we experience life. She describes immersing herself in authentic local culture and using that perspective to reframe how we define financial success. For Michelle, travel highlights the importance of aligning spending with personal values, a theme central to her approach in working with women entrepreneurs.This insight carries over into the mission of Women in Wealth, the financial advisory firm Michelle founded to empower women to take control of their finances with confidence. With a client base made up of 95% entrepreneurs, Michelle understands the nuanced challenges women face in balancing personal and business wealth. She emphasizes that business owners should view their enterprises not as separate from wealth-building—but as the foundation of it.Throughout the episode, Michelle breaks down complex financial concepts into actionable strategies, including how to structure investments, optimize tax savings, and use family involvement for long-term planning. She reinforces the importance of education and community in closing the financial confidence gap for women. By fostering a safe space where women can ask questions, share experiences, and connect with vetted professionals, Michelle provides a unique, holistic approach to personal and business finance.About Michelle Taylor:Michelle Taylor is the Founder of Women in Wealth, where she helps women business owners gain financial clarity, optimize their wealth strategies, and build a supportive community. She blends expert guidance with a human-first approach, helping clients align their financial decisions with their personal values and business goals.About Women in Wealth:Women in Wealth is a financial advisory and education firm dedicated to empowering women entrepreneurs. Through workshops, strategic planning, and a network of vetted professionals, Women in Wealth equips clients with the tools and confidence to take charge of their financial future.Links Mentioned in this Episode:Michelle Taylor on LinkedInWomen in Wealth WebsiteTalk Wealthy to Me PodcastEpisode Highlights:Travel as a metaphor for aligning spending with valuesThe mission behind Women in Wealth and its focus on women entrepreneursTax-smart strategies like the Augusta Rule and paying your childrenRedefining wealth through personal values and small luxuriesThe importance of financial community and continued educationConclusionJosh and Michelle’s conversation is a valuable roadmap for women entrepreneurs seeking to grow, protect, and redefine their wealth. By blending technical knowledge with emotional intelligence, Michelle equips listeners to make empowered, aligned financial decisions. Whether you’re just starting or scaling your business, this episode offers clear steps and inspiration to move forward with confidence.Apply to be a Guest on The Thoughtful Entrepreneur: https://go.upmyinfluence.com/podcast-guestMore from UpMyInfluence:We are actively booking guests for our The Thoughtful Entrepreneur. Schedule HERE.Are you a 6-figure consultant? I’ve got high-level intros for you. Learn more here.What is your #1 Lead Generation BLOCKER? Take my free quiz here.Want to learn more about all the podcasts managed by UpMyInfluence? Opt in here.Don’t forget to subscribe to The Thoughtful Entrepreneur and thank you for listening. Tune in next time!