Scaling With People

Scaling With People

Download on the App Store

Scaling With People episodes

  • The Entrepreneur's Guide to Financial KPIs and Business Growth with Kyle Smith

    Send us Fan Mail

    What's the real difference between profit and cash flow? For many founders without finance backgrounds, this distinction remains frustratingly opaque—yet understanding it could mean the difference between securing crucial funding or watching growth opportunities slip away.

    Kyle Smith, a former professional poker player who pivoted to become a CPA and co-founder of Strata Cloud Accountants, breaks down this financial conundrum with remarkable clarity on our latest episode. His journey from poker tables to spreadsheets taught him a profound lesson: unlike the zero-sum nature of gambling, business finance offers the opportunity to create genuine value for others.

    When Kyle and his co-founders launched their company three months into the pandemic, they faced extraordinary uncertainty. Yet this crisis presented a rare opportunity they knew wouldn't come around again. Their leap of faith offers powerful lessons about recognizing pivotal moments amid chaos and having the courage to act despite imperfect conditions.

    The heart of our conversation explores the most critical financial metrics business owners should track. Kyle shares a fascinating case study of a client repeatedly denied bank loans despite having consistent cash in their accounts. The culprit? A ballooning accounts payable balance that created a dangerous disconnect between their profit statements and cash position. This real-world example illustrates why founders must regularly compare net income against net cash flow and investigate any significant discrepancies.

    We also dive into practical KPIs that directly impact profitability—from revenue tracking that revealed a $40K monthly shortfall for one service-based business to the delicate balance between operational expenses and revenue growth during scaling phases. Kyle offers actionable advice on auditing recurring expenses (those sneaky subscription services add up fast!) and emphasizes that financial literacy isn't just for "numbers people"—it's an essential language every entrepreneur can and should learn.

    The episode concludes with Kyle's powerful reminder that resonates regardless of your business stage: "Don't let perfection be the enemy of progress." Ready to gain financial clarity and make more confident scaling decisions? Listen now and transform how you view your business numbers.

    Support the show

    24 min
  • Human Connection Wins When AI Content Floods the Market with Tye DeGrange

    Send us Fan Mail

    Trust has become the scarcest resource in the digital marketplace. As consumer skepticism grows and advertising costs skyrocket, brands are discovering that third-party validation isn't just nice to have—it's essential for survival and growth.

    Digital growth strategist Tye DeGrange pulls back the curtain on how affiliate marketing has evolved from a misunderstood, often maligned tactic into a sophisticated trust-building ecosystem. "Affiliate is probably the most misunderstood and the most underrated part of performance marketing," he explains, detailing how his agency Roundbarn Labs has helped technology companies like Nextdoor, MetaQuest, and Grammarly build authentic performance marketing programs that deliver measurable results.

    The conversation takes a fascinating turn when exploring the intersection of AI and affiliate marketing. Brands are now seeking partnerships not just to reach consumers directly but to secure citations in AI systems like ChatGPT and Google's various LLMs. With AI-generated influencers gaining millions of followers (sometimes without disclosure), the premium on genuine human connection continues to grow. DeGrange predicts platforms facilitating authentic communication—particularly YouTube—will dominate by 2025 precisely because they're difficult for AI to replicate convincingly.

    For founders and marketing leaders, DeGrange offers practical guidance on when to implement affiliate strategies (typically after achieving product-market fit, around the $5M revenue mark) and how to approach matchmaking between brands and potential partners. The key? Authentic alignment that audiences can feel. As he puts it, "Kim Kardashian might be great for skincare, but maybe not for a tire company." This thoughtful approach to partnerships creates the foundation of trust that makes modern affiliate marketing effective.

    Ready to transform your marketing strategy from chasing clicks to building authentic trust? Listen now to discover how performance marketing can scale both your reach and your credibility in an increasingly skeptical digital landscape.

    Support the show

    21 min
  • From Founder to CEO: The Messy Journey of Scaling Leadership with Aviva Leebow

    Send us Fan Mail

    Ever wonder what happens when your startup outgrows its scrappy beginnings? The transition from founder to CEO isn't just about a new title – it's a fundamental shift in how you lead, who you hire, and sometimes, the painful decisions about who stays on the journey.

    Gwendolyn R. Curry sits down with Aviva Leebow, a Vistage Chair who coaches ambitious CEOs, to explore the leadership evolution necessary for sustainable growth. Their conversation dives into the uncomfortable truth that the people who helped build your company from nothing might not be the right ones to take it to the next level. They share strategies for having these difficult conversations while preserving relationships and respecting the contributions of early team members.

    The discussion highlights a critical mistake most growing companies make: promoting skilled individual contributors without providing management training. "We do not train and coach people to become good managers," Curry notes, pointing out that leadership development remains the most overlooked investment in scaling organizations. Lebo emphasizes the importance of peer groups and external resources to help leaders grow beyond their current capabilities.

    Perhaps most compelling is their exploration of founder self-awareness. Knowing when you've reached your leadership capacity – and being willing to surround yourself with experienced executives or even step aside – can be the difference between stagnation and continued growth. As Lebo shares through powerful examples, sometimes the greatest act of leadership is recognizing when someone else can better realize your vision.

    Ready to evolve your leadership approach as your company scales? Listen now to gain insights that will help you navigate the messy, inspiring journey of growing with your business rather than just alongside it.

    Support the show

    25 min
  • Culture as Your Competitive Edge with Lilith Christiansen

    Send us Fan Mail

    Ever wonder why some startups scale smoothly while others struggle despite having great products and funding? The secret weapon might be hiding in plain sight: organizational culture.

    When you're racing to build your product and secure your next funding round, culture can feel like a luxury you'll address "someday." But as our conversation with Lilith Christiansen, founder of Human Genuity, reveals, this mindset could be costing you far more than you realize.

    Culture isn't just about fancy values painted on your office walls. It's the invisible operating system determining how decisions get made when you're not in the room. It's how feedback flows, problems get solved, and ultimately, how your company functions at its core. Even with just five team members, you already have a culture—the question is whether you've shaped it intentionally.

    The stakes are surprisingly high. Christensen shares compelling stories of culture gone wrong, including a multicultural team where different feedback styles led to six months of misalignment and frustration. On the flip side, she highlights how one founder's commitment to work-life balance—demonstrated through delayed email delivery—created authentic alignment between values and actions that employees could trust.

    Perhaps most practical is Christensen's advice on recruiting: communicate "the way it is today versus the aspirational." Too many founders oversell their current reality during interviews, leading to disappointed new hires who expected something different. Being transparent about your challenges not only attracts the right candidates but helps you identify people with the skills to solve your specific problems.

    Whether you're hiring your first employee or your fiftieth, this episode offers actionable insights for building a culture that becomes your competitive advantage. Because in the end, your culture will either accelerate your growth or become the invisible barrier holding you back.

    Support the show

    30 min
  • The Business Blueprint: From Struggling to Scaling Successfully with James Brown

    Send us Fan Mail

    What truly separates struggling businesses from thriving ones? Is it just about having a great product or brilliant marketing? According to James Brown, retired attorney and business growth expert who scaled his law firm to $8 million annually with offices in four states, success comes down to mastering seven essential components found in every successful business.

    This eye-opening conversation reveals how these building blocks create a framework for sustainable growth regardless of industry or company size. Brown walks us through his profound realization that "every business has the same seven working parts—the only thing that's different is what we sell." From defining clear personal income goals that inform your entire business plan to making data-driven decisions that prevent costly mistakes, this framework provides a comprehensive roadmap for scaling profitably.

    Brown shares compelling stories from his experience working with over 450 businesses, including nearly hiring an unnecessary $75,000 attorney based on an emotional reaction rather than reviewing the actual data. He explains why maintaining proper financial ratios (like the "rule of thirds") is critical for profitability and how differentiating your marketing prevents the race-to-the-bottom price competition that kills margins. His example of the divorce attorney whose ad asked "Is he sleeping with her right now?" perfectly illustrates how breaking convention can dramatically improve results.

    Whether you're just starting out or looking to take your established business to new heights, Brown's practical advice on escaping "the weeds" of day-to-day operations, avoiding emotional decision-making, and thinking bigger will transform your approach to business building. Ready for consistent 35-40% annual growth while maintaining profitability? The answers are waiting in this must-listen episode. Get James's free book "Top 10 Mistakes That Will Destroy Your Business" and schedule a complimentary 30-minute discovery call at businessacceleratorinstitute.com/scalingpeople.

    Support the show

    24 min
  • Your Board Can Make or Break Your Company's Growth with Keith Dorsey

    Send us Fan Mail

    Boards have the power to transform your company's trajectory, but founders often struggle to leverage them effectively. Dr. Keith Dorsey, author of "The Boardroom Journey" and boardroom expert with experience spanning military service, corporate leadership, and academic research, joins Gwyneth Beaver-Crary to decode what truly makes a high-functioning board.

    Drawing from his experience serving on five different boards and his doctorate research on corporate governance, Dr. Dorsey dismantles the common founder mindset that views boards as obstacles rather than assets. He outlines the three critical functions boards should serve: management support, advisory service, and governance oversight. The most effective boards operate with a "noses in, fingers out" philosophy—asking thought-provoking questions without micromanaging operations.

    Beyond structure and function, this conversation tackles the often-overlooked importance of board composition. Traditional approaches focused on filling seats with familiar faces and fellow CEOs create dangerous echo chambers. Instead, Dr. Dorsey advocates for cognitive diversity and strategic alignment, explaining how to assess both visible skills (the 10% above the iceberg) and underlying competencies (the 90% below). His practical advice on conducting board assessments and facilitating difficult transitions offers founders a roadmap for building boards that evolve alongside their companies.

    Perhaps most valuable is Dr. Dorsey's guidance on vulnerability in board interactions. By sharing "the good, bad, and ugly" rather than carefully orchestrating presentations, founders can transform board meetings from obligatory check-ins to powerful strategic sessions that genuinely accelerate growth. Ready to stop dreading your board meetings and start leveraging them as true assets? This episode provides the blueprint you need.

    Looking to strengthen your board or find your place in the boardroom? Connect with Dr. Dorsey at boardroomjourney.com or check out his book to continue your boardroom journey.

    Support the show

    24 min
  • The Membership Model: Growth Strategies and Pitfalls with Dominique Waples

    Send us Fan Mail

    What happens when businesses truly prioritize people over profits? Is it sustainable? Or just idealistic thinking? Dominique Waples, CEO of Restore Medical Spa, dispels the myth that successful scaling requires putting revenue before relationships.

    "Customers are people, employees are people, vendors are people. If you don't understand people, you don't understand business." This guiding philosophy has helped Dominique build a thriving multi-location medical spa over 13 years, but not without significant challenges along the way.

    The conversation delves into the reality that scaling with a people-first approach is "the long game" – requiring patience, persistence, and significant upfront investment. We explore the post-pandemic reality where employees bring their whole selves to work, and how leaders must balance genuine empathy with business requirements.

    Dominique vulnerably shares a cautionary tale about how her wildly popular membership program nearly bankrupted her business due to a critical pricing mistake. Despite an incredible 85% conversion rate, they were losing money on every transaction by restricting benefits to their least profitable service. This led to a powerful realization: "Memberships aren't speedboats; they're cruise ships – seemingly small adjustments can have massive impacts."

    For entrepreneurs considering membership models, Dominique offers invaluable guidance on proper pricing (hint: whatever you think you should charge, add 20%), simplifying options (no more than three tiers), and the benefits of creating a negative cash flow cycle where customers fund operations. She also reveals how personality assessment tools transformed her ability to place team members in roles they naturally excel in and enjoy.

    Have you considered how a people-first approach might transform your business growth? Share your experiences or questions in the comments and subscribe for more insights on sustainable scaling strategies!

    Support the show

    25 min
  • Your business is either a star or it's struggling - learn why with Perry Marshall

    Send us Fan Mail

    Want to build a business moat so powerful competitors can't touch you—without the headache of chasing VC funding? Perry Marshall reveals a game-changing approach to market dominance that's hiding in plain sight.

    Marshall, author of "80-20 Sales and Marketing," introduces us to what he calls "Network Effect for Mere Mortals"—the overlooked feedback loops that transform ordinary businesses into unstoppable forces. Through the story of a roofing company that systematically cultivated review velocity, Marshall demonstrates how simple flywheels create compounding advantages that make your competition irrelevant. 

    The conversation takes a fascinating turn when Marshall unpacks the AI opportunity most entrepreneurs are missing. Forget using AI as a fancy search engine—the real goldmine lies in creating proprietary knowledge systems that continuously improve. The companies already building these systems aren't just more efficient; they're establishing moats that will become increasingly impenetrable as time goes on.

    Perhaps most valuable is Marshall's explanation of the "Star Principle," a forgotten business framework from 1960 that explains why most businesses struggle despite good execution. His blunt assessment—"If your market is not growing and you're not number one, your life sucks"—cuts through the noise of conventional business advice. As markets shift from 80-20 to 90-10 distribution online, positioning yourself among the vital 10% becomes even more critical.

    Ready to stop exhausting yourself chasing marketing fads and build something with lasting power instead? Visit perrymarshall.com/podcast for special resources including his book that will transform how you see business fundamentals forever.

    Support the show

    24 min
  • The Human Cost of Building a Business with Elliot Kallen

    Send us Fan Mail

    If you've ever wondered what toll building a business takes on you as a human being, this eye-opening conversation with serial entrepreneur Elliot Kallen will hit home. After founding and selling multiple successful companies, including financial firms that managed over a billion dollars in assets, Elliot doesn't sugarcoat the profound personal impact of the entrepreneurial journey.

    "You cannot be a great CEO right now and be a great parent and a husband at this very minute," Elliot reveals, challenging the harmful "you can have it all" narrative that sets founders up for failure. He breaks down the entrepreneurial journey into three distinct phases—startup hustle, growth momentum, and mature decision-making—each bringing unique challenges to personal relationships and wellbeing.

    The conversation dives deep into the physical toll of founder life, from unhealthy eating habits to sleep deprivation, and explores how these patterns can lead to serious health consequences. As Elliot candidly shares, "having a heart attack at 52 is not a good example." His hard-earned wisdom includes practical advice about understanding your cash flow, knowing your strengths, and the importance of hiring for your weaknesses rather than trying to fix them yourself.

    Perhaps most powerful is Elliot's journey through personal tragedy. After losing his son to suicide, he channeled his entrepreneurial energy into creating A Brighter Day, a foundation providing mental health resources for teens and their families. This transformation of grief into purpose demonstrates how the skills we develop as entrepreneurs can create meaningful impact beyond business success.

    Whether you're just starting your entrepreneurial journey or leading an established company, this conversation offers invaluable perspective on maintaining your humanity while building something extraordinary. Subscribe now and join us for more authentic discussions about the real challenges of scaling with people.

    Support the show

    26 min
  • Uncovering Your Company's Unique Identity for Exponential Growth with Melissa Richards-Person

    Send us Fan Mail

    What makes your company truly different from every competitor in your market? Not just surface-level distinctions, but the fundamental DNA that shapes how you operate, what you value, and why customers are magnetically drawn to your brand.

    Melissa Richards-Person, founder of Third Arm Consulting and former marketing executive for Starbucks, KFC, and Papa John's, reveals the transformative power of uncovering and activating your brand's unique DNA. After decades helping major brands and startups achieve exponential growth, Melissa shares her proven methodology for mining the authentic characteristics that can fuel your company's expansion while maintaining its soul.

    This conversation takes us beyond tired corporate buzzwords and generic attributes. Melissa demonstrates how techniques like "forced association" and bringing together "outsider insiders" can reveal profound insights about what truly makes a company special. She challenges leaders to dig deeper than descriptors like "friendly" or "innovative" to discover the genuine emotional connections that drive customer loyalty and team alignment. 

    The discussion explores practical applications of brand DNA through the five Ps of marketing—product, place, price, promotion, and people—showing how companies can leverage their unique attributes to respond authentically to market challenges. Particularly fascinating is Melissa's perspective on "employer branding" as a misnomer, arguing that your brand is simply expressed to and through your employees rather than being a separate entity.

    Whether you're a founder struggling to articulate what makes your company special, a marketer seeking authentic differentiation, or a people operations leader trying to attract aligned talent, this episode provides a roadmap for turning your distinctive identity into measurable action and sustainable growth. By the end, you'll understand why beginning with your DNA is the surest path to scaling without losing what makes you special in the first place.

    Support the show

    25 min

About Scaling With People

From the publisher's feed

Tired of spinning your startup wheels but never gaining traction? Buckle up, founders and CEOs, because this podcast is your rocket fuel to profitability! Every week, we ignite explosive conversations…