21st Century Entrepreneurship

Jeremy Jenson is the founder and CEO of Encore Search Partners, a direct hire recruiting firm, and we spoke about the journey of scaling his business while maintaining balance and purpose. Jeremy openly shares the challenges he faced as an entrepreneur, from struggling to grow without sacrificing family life to navigating economic shifts that tested his leadership and strategy.One of Jeremy's turning points came in 2017 when he implemented the Entrepreneurial Operating System (EOS) and brought in an integrator. "I had to get out of my own way," he admits, acknowledging the impact of relinquishing control to drive growth. With EOS, his business achieved 10x growth by establishing clear mission, vision, and core values, which helped align his team and attract top talent.We explore the mindset shifts required to thrive during economic downturns, where Jeremy emphasizes the importance of hiring A players who can self-generate business. He shares, "If we capitalize on a slow and depressed economic market... that's going to allow us to steal a tremendous amount of market share." Jeremy also discusses his approach to 'top-grading' his team, seeking professionals who bring fresh ideas and can evolve the company’s culture and capabilities.Key takeaways from this episode include:Scaling with EOS: How implementing EOS and hiring an integrator transformed Jeremy’s business, allowing him to work less while increasing revenue.Top-Grading Talent: Jeremy explains why entrepreneurs should constantly bring in new talent with "a fresh set of ideas, right? New processes, new skills," and not rely solely on existing employees for growth.Building a Performance Culture: By fostering a sports-team mindset, Jeremy ensures his team stays competitive and avoids complacency. "If you've been on the team for five years and you're not focused on growth... some new guy is going to come in and steal your starting spot."Navigating Down Markets: Jeremy's strategy for turning economic slowdowns into opportunities by hiring top talent from competitors, preparing for the next market upswing with a stronger team.Leading with Authenticity: The value of vulnerability and transparency in leadership. Jeremy discloses challenges, such as financial downturns or difficult decisions, to his team, which he says builds "tremendous trust and rapport with our high performers."Jeremy’s insights offer a roadmap for entrepreneurs looking to not only grow their businesses but also foster a resilient and high-performing team. This episode is packed with actionable advice for leaders aiming to scale without sacrificing their values or personal lives.

Cary Sparrow, Founder, CEO at WageScape, is an experienced leader who saw a major problem in the business world: a lack of transparent, real-time labor market data. We spoke about his journey from engineering and corporate IT to founding Wagescape, with a mission to bridge the gap in hiring, pay, and talent retention. Cary explained, “Companies live and die by their access to high-quality talent,” highlighting the need for businesses to understand current market trends to attract and keep top talent.The episode covers how real-time data is revolutionizing recruitment, enabling businesses to move beyond outdated or broad-stroke pay information. Cary pointed out that typical data is “18 months prior to when you need it” and therefore irrelevant in today’s fast-moving market. His solution? A dynamic approach that allows companies to see “who’s hiring, what they’re hiring for, and what they’re paying,” giving a competitive edge in workforce strategy.Cary also addresses how organizations can use this intelligence strategically: “Imagine a situation where you can see everything about the hiring practices of your competitors.” From adjusting pay in real-time to proactively managing talent retention, this level of transparency allows businesses to anticipate, not just react.Key takeaways from our conversation include:The Power of Real-Time Data: How real-time insights reveal crucial trends in hiring, pay, and talent availability.Strategic Advantage: The ability to see granular, location-specific pay data and adjust hiring and retention strategies based on precise market movements.Beyond AI Hype: Cary discusses AI’s role in the labor market, emphasizing that while AI assists in efficiency, the real focus should be on reliable, locally sourced data as the basis for any decisions.For leaders wanting to understand how to adapt hiring strategies in today’s unpredictable labor landscape, this conversation offers valuable insights and actionable takeaways. Listen in to learn how Cary’s approach to labor market transparency could redefine your talent management strategy.

Candice DeVille, CEO of AI Copilot, is a lifelong entrepreneur whose journey with innovation began as early as childhood, selling flowers from her neighbor’s garden. We spoke about her current mission—unlocking human potential through AI. Candice sees AI not just as a tool but as a gateway for both personal and professional transformation, saying, “I’m able to now augment my human experience to unlock so much more potential and see some of the achievements I wanted.”One of the key challenges Candice addresses is the misconception about AI’s role in business. Many entrepreneurs see it as another plug-and-play software solution, but she emphasizes it’s more complex and deeply tied to people’s emotions and futures. This episode sheds light on Candice’s unique approach to integrating AI into small and medium-sized businesses, focusing on three core principles: education, collaboration, and sustainable adoption. “It’s not just about technology; it’s people at the heart,” she notes, emphasizing the need to prepare teams emotionally and practically.Candice also discusses her own journey of using AI at home, creating a tailored learning experience for her daughter, who has ADHD and autism. By programming a personal AI tutor, she helped her daughter gain confidence and succeed academically, underscoring her belief that AI’s true potential lies in helping people discover their strengths.Key takeaways from this conversation include:Understanding AI’s Role: AI is not a magic solution but a strategic asset. Business leaders must learn the practical applications and limitations.Adoption Through Education: DeVille’s approach starts with educating business owners and teams to identify opportunities where AI can truly make a difference.Prioritizing People in Transformation: AI’s success in businesses depends on people feeling secure and valued in the process, not just on tech deployment.Listen in for a nuanced look at AI’s potential beyond the hype and gain insights into practical AI applications that can empower your business and team.

Jeff Ball is a seasoned entrepreneur and co-founder of Visio Lending, and we spoke about how real estate investors can achieve financial independence through owning single-family rental properties. Jeff shared insights on the creation of the DSCR loan—a pivotal financing tool that has empowered thousands of small investors to build and grow rental portfolios by focusing on property cash flow instead of traditional income qualifications. This innovative approach has simplified financing for many self-employed individuals and business owners, unlocking doors to rental property ownership that were previously hard to access.During our conversation, Jeff recounted his journey from investment banking to building a lending platform that bridges Wall Street's capital demands with the needs of Main Street investors. As he described, Visio Lending was born from the realization that “small investors that wanted to buy single-family rental properties” faced barriers that traditional lenders didn’t address. Through his finance expertise, Jeff recognized an opportunity to create a loan product that “looks like a commercial loan written on a residential property,” paving the way for real estate investors to more easily finance and scale their portfolios.Jeff also reflected on the critical lessons he's learned as an entrepreneur, particularly the importance of focus and surrounding oneself with the right people. He emphasized the value of staying dedicated to a single mission: “I try to define my sandbox…so I can thin slice. If something is outside of the sandbox, I can quickly say, no, that’s not for us.” His intentional approach to hiring also stood out, as he explained how taking the time to “slow the hiring process down” has helped build a culture of dedication and skill growth, even enabling team members to rise through the ranks into leadership positions.Key Takeaways:Unlocking DSCR Loan Benefits: Learn how the DSCR loan focuses on rental income instead of personal income, making financing more accessible for entrepreneurs.Focus-Driven Growth: Jeff’s “sandbox” method highlights the power of staying concentrated on core objectives, a lesson for entrepreneurs facing tempting distractions.Building a Skilled Team: Discover how Visio cultivates leaders by emphasizing culture fit and offering training opportunities from the ground up.Vision for Financial Independence: Explore how real estate investment can become a viable path for financial independence, especially in today’s expanding market for both short-term and long-term rentals.For those interested in how to grow a rental portfolio or gain a better understanding of DSCR financing, Jeff offers a wealth of resources and knowledge, advocating that “successful investors mean successful borrowers.”

Arielle Smith, Vice President of Growth at Event Cadence, brings a fresh perspective on what many organizations might not even realize they need—cohesiveness. We spoke with Arielle about her journey from aspiring physician to tech leader, her unique approach to solving organizational challenges, and why, after years of working with technology, pharmaceutical, and healthcare giants, she views cohesiveness as the ultimate driver of success.In Arielle’s words, “When you really boil it down, they're saying we need help talking to each other.” Her experience highlights that, while each organization’s needs may appear unique, they often share the same underlying challenge: breaking down silos to foster open communication and alignment. Arielle explains how her platform streamlines operations for large pharmaceutical companies at industry conferences, giving attendees everything they need in one place—from schedules to key contacts and resources—all aimed at boosting ROI.She also shares how the "Does your platform listen?" approach underpins her team’s success, emphasizing that empathy and active listening are the first steps to building trust and driving adoption. “First the trust, then the adoption,” she says, explaining that customer success isn't just about efficient technology—it’s about authentic human connection.Some key takeaways include:The True Power of Cohesiveness: Discover how aligning departments and improving communication can change organizational dynamics and improve bottom lines.Building Trust Before Technology: Learn why trust and empathy are essential in adopting new processes, especially in long-established industries.Maximizing Conference ROI: Get insights into how thoughtful engagement with key thought leaders and streamlined logistics can optimize conference investments.Arielle’s approach offers valuable lessons on creating cohesion and value within any organization. To hear more insights from Arielle, check out the episode!

Steve Cadigan is a global thought leader in workplace dynamics and a trusted advisor for companies navigating the unprecedented shifts in today’s work environment. We spoke about the unraveling of traditional career paths, the rise of career fluidity, and how leaders can reframe high employee turnover as an opportunity rather than a challenge.Steve explains how traditional companies are struggling to adapt to a workforce that increasingly values flexibility and growth over long-term loyalty. For instance, Spotify has implemented a policy where employees must switch roles every two years to foster knowledge sharing. “If Susan leaves, but Roberto did Susan’s job last year, then Roberto can help us until we replace Susan,” he says, emphasizing the importance of building resilience into the team structure.Companies like Chick-fil-A and Chipotle also exemplify a new approach, acknowledging that they may be stepping stones rather than lifelong employers. “We know we’re not your destination… we want to be the best part of your journey,” says Steve, illustrating how companies can embrace career fluidity and still provide meaningful experiences for their employees.Beyond individual companies, Steve dives into macro trends that are reshaping the workplace, such as the impact of remote work on productivity and employee well-being. Reflecting on post-pandemic insights, he notes, “My life is more productive when I work from home,” capturing the new expectations workers have for work-life integration.Key takeaways from this episode:Career fluidity over loyalty: The modern workforce values learning and development above long-term tenure.Embrace change: Companies can benefit from a “culture of experimentation,” as illustrated by Walmart’s approach to integrating AI tools across its workforce.Redefining job satisfaction: Success isn't just about revenue—it’s about creating a workplace where people genuinely want to be.Listen to learn how your organization can adapt to this “Workquake” and gain insights into building resilient, flexible workplace cultures that attract and retain top talent.

Roy Snarr, founder of AnnuityProducers.com, shares his incredible journey from a financially struggling teenager to a successful entrepreneur. He reflects on the pivotal moments that ignited his drive, including his family's financial collapse. Roy emphasizes the significance of mindset shifts and personal branding, stating, 'People don’t buy products, they buy people.' He discusses the gritty realities of door-knocking for leads and the importance of creating authentic business relationships. Insights on perseverance and focused action shine throughout this inspiring conversation.

Wayne Stanley is a storytelling expert, as well as the owner and Chief Inspiration Officer of Bowe Digital, with a passion for helping small businesses craft messages that resonate. We spoke about the essential art of creating impactful stories that not only grab attention in today’s fast-paced world but also convey authenticity. With years of experience in marketing, Wayne shares his insights on how listening is the first, critical step in building a story that stands out.A lot of small businesses, Wayne notes, “struggle with how to really differentiate what makes them different than someone else.” His approach centers on meaningful listening—engaging in real conversations, not just online surveys—to understand what customers value most. This focus helps businesses uncover stories that reflect true customer experiences rather than imposing a brand-driven narrative. “If you don’t take the time to really listen,” Wayne explains, “then you can’t create the best story possible.”Wayne also emphasizes the internal culture that supports storytelling, sharing how a motivated team can bring these stories to life. He recounts a touching moment with a client of 30 years who, after working with Bowe Digital, told him, “I have a new fire in my belly… I feel like I can go and sell this and make my living.”Key TakeawaysListening is the Foundation: Effective storytelling starts with listening—to customers and team members alike.Escalator Pitching: Wayne shares a unique twist on the classic elevator pitch, highlighting the need for quick, powerful messaging in today’s fast-paced environment.Beyond AI Tools: While AI can help jumpstart ideas, Wayne believes it can’t replace the emotional depth and connection humans bring to crafting stories.Work-Life Integration: Wayne’s philosophy of “ultimate freedom with ultimate responsibility” has earned Bowe Digital accolades as one of Indiana’s best places to work, with a remote team culture built on respect and flexibility.Wayne’s perspective reminds us that impactful storytelling isn’t just for big brands—it’s accessible to anyone willing to listen closely and speak authentically. Tune in to discover how to create stories that not only stick but also inspire.

Tony Ulwick is an innovation strategist whose journey began with a tough lesson at IBM, developing the PC Junior—a product that was anticipated to change home computing but was labeled a failure in the Wall Street Journal almost immediately. Reflecting on this experience, Tony began asking a critical question: "How could we know what makes a product succeed or fail before launching it?" In this episode, we discuss how this question shaped his career and led him to create Outcome-Driven Innovation (ODI), a framework that helps companies systematically uncover and meet their customers’ true needs.We explore Tony’s transition from a manufacturing engineer at IBM to founding Stratagen and developing the ODI method. This unique framework enabled Tony to define success based on what customers aim to achieve—not just what companies want to sell. "People don’t want a quarter-inch drill; they want a quarter-inch hole," Tony explains, capturing the essence of ODI. By mapping out the “jobs” people are trying to get done and measuring success through customer-defined outcomes, Tony reveals a clear process for minimizing market failure and optimizing innovation.Tony also delves into a case study with Cordis Corporation, where he applied ODI to help them break through in the medical devices field. He worked closely with interventional cardiologists to understand their true objectives, discovering that "minimizing the likelihood of restenosis" (the recurrence of blockage) was a top unmet need. Through this insight, Cordis developed the heart stent—a revolutionary device that grew their market share from 1% to over 20% and drove their stock price from $16 to $108, eventually leading to their acquisition by Johnson & Johnson.Key Takeaways:Focus on Outcomes, Not Features: Tony emphasizes how crucial it is to define needs as measurable customer outcomes, saying, "What are the chances your product will address the top unmet needs if you don’t know what they are? Pretty much zero."Map the Customer’s Job: By using ODI’s “job map,” companies can gain a structured view of how their customers achieve their goals and identify what matters most. As Tony explains, "Once I have the job map, I can figure out how people measure success along each step of the way…they want to minimize defects and maximize predictability."Rethink Market Segmentation: Rather than traditional demographics or psychographics, ODI segments customers by unmet needs, which Tony argues is more effective: "Most companies can’t segment around needs because they don’t agree on what a need is or which ones are unmet."This episode is packed with insights for innovators and business leaders looking to take a methodical approach to product development and avoid the pitfalls that lead to market failures. Through Tony’s practical examples and powerful mindset shift, he demonstrates how focusing on what customers truly want to achieve, rather than the products themselves, can transform an entire market.

Robert Kennedy III is a storyteller, a leadership communication expert, and a "public speaking whisperer." We spoke about how to connect with diverse audiences, how storytelling can be a powerful tool for business, and why every entrepreneur should hone their communication skills. Drawing on his experiences—from teaching high school science to navigating business failures and eventual success in corporate training—Robert explains the importance of understanding who you’re speaking to, what they value, and how to “find your voice” to foster authentic connections.In this episode, Robert shares the fundamentals of his Ease Framework: Energy, Ask, Story, and Explain, guiding listeners on how to present with impact. He emphasizes, “Storytelling connects people through experiences,” highlighting how a well-placed narrative can be more memorable than data alone. Whether in sales presentations, client meetings, or company events, Robert illustrates how framing your message around relatable stories can help you build trust, influence, and ultimately drive growth.Key Takeaways:Understanding Your Audience: Knowing your audience’s values and preferences is the first step to connecting. “People don’t listen unless they feel related to or connected to,” Robert explains.The Power of Storytelling in Business: "People are 22 times more likely to remember a fact if it’s wrapped in a story," making storytelling essential for anyone looking to influence or inspire.Public Speaking as an Influencing Tool: Robert insists, “The better you are at mastering language... the easier it is for you to influence,” a vital skill for entrepreneurs.The Ease Framework for Effective Presentations: Robert’s Ease Framework offers a straightforward approach: decide on the key message, find a story, ask engaging questions, and use the right energy to connect with your audience.Join us as Robert reveals strategies to help you elevate your public speaking skills and leverage storytelling as a strategic advantage. Whether you're pitching to investors or inspiring your team, this episode offers actionable insights to help you communicate with clarity, confidence, and impact.