The Tyler Dickerhoof Show

What actually causes founders to fail? In this episode, Tyler talks with Rich Hagberg, leadership consultant, CEO advisor, and author of Founders Keepers, about the leadership patterns that separate successful founders from unsuccessful ones. Drawing on research from 122 founders, Rich explains why adaptability is the single greatest differentiator in founder success. Together, he and Tyler unpack what happens when founders stop listening, become reactive, hold too tightly to control, or fail to adjust as their business grows. This conversation goes beyond surface-level leadership advice. Tyler and Rich talk about what scaling really demands from a leader, including self-awareness, emotional regulation, reflection, humility, and the willingness to let go of what worked in an earlier season. They also explore the internal side of founder leadership, including insecurity, fear of failure, bottlenecks, micromanagement, burnout, and why some leaders never make the shift from visionary to healthy, scalable leadership. If you are building something, leading people, or trying to grow without becoming the thing that holds your organization back, this episode will give you a lot to think about. The number one reason founders fail Why adaptability matters more than vision alone How founder ego and defensiveness create blind spots The hidden cost of emotional reactivity in leadership Why self-awareness is essential for scaling a company What healthy reflection looks like after failure How leaders can grow through transition instead of repeating old patterns The number one reason founders fail Why adaptability matters more than vision alone How founder ego and defensiveness create blind spots The hidden cost of emotional reactivity in leadership Why self-awareness is essential for scaling a company What healthy reflection looks like after failure How leaders can grow through transition instead of repeating old patterns In this episode: Learn more about your ad choices. Visit megaphone.fm/adchoices

What you're hiding is leading you! In this conversation, Tyler sits down with Jackson Lahmeyer to talk about what really drives leadership beneath the surface. They get into the pressure leaders carry, the patterns we develop to protect ourselves, and how those patterns quietly shape our decisions, relationships, and impact. Jackson shares his story of becoming a father at 17, the weight of trying to prove himself, and the moment he realized that hiding parts of his life was costing him more than he thought. They talk about why leaders live divided, how insecurity shows up in ways most people don’t recognize, and what it actually takes to move toward freedom. This isn’t a conversation about theory. It’s about what happens when you stop managing perception and start dealing with what’s real. If you’ve ever felt like something is off in how you’re showing up, this will help you understand why. Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode of The Tyler Dickerhoof Show, Tyler sits down with Sebastien Page, Head of Global Multi-Asset and Chief Investment Officer at T. Rowe Price and author of The Psychology of Leadership. Sebastien oversees hundreds of billions in assets, but his biggest insights aren’t about markets — they’re about how leaders make decisions under pressure. Together, Tyler and Sebastien explore the psychology behind leadership, decision-making under uncertainty, and the mental traps that often lead even smart leaders astray. Learn more about your ad choices. Visit megaphone.fm/adchoices

Most champions aren’t born in comfort — they’re built through adversity. In this episode, I sit down with Joe Delagrave, a Paralympic medalist, elite wheelchair rugby athlete, and coach whose life changed forever after a devastating injury. What followed wasn’t just a comeback story — it was a complete transformation of identity, belief, and purpose. Joe shares the powerful moment he realized that his injury didn’t define him. Instead, the story he told himself about that moment would determine the rest of his life. Learn more about your ad choices. Visit megaphone.fm/adchoices

Most entrepreneurs are stuck in scarcity — and it’s quietly capping their income. In this episode of The Tyler Dickerhoof Show, Sal Salpietro breaks down the exact mindset shift that helped him go from real estate investor to building an ATM empire generating $11,000,000 per month in surcharge revenue in just three years. Learn more about your ad choices. Visit megaphone.fm/adchoices

What if the future of your company depends on people you’re overlooking right now? In this powerful episode, Bruce Vojak reveals why breakthrough innovation doesn’t come from process, hierarchy, or fancy strategy decks — it comes from rare individuals who naturally see patterns others miss. These “pattern recognizers” anticipate trends before they’re obvious. They influence without authority. And they quietly shape the future from inside organizations. Most companies fail to identify and empower them. Learn more about your ad choices. Visit megaphone.fm/adchoices

Most leaders are stuck on a hamster wheel—overwhelmed by complexity, buried in meetings, and constantly firefighting. The worst part? Many don’t even realize the real problem isn’t workload… it’s hidden organizational friction. In this episode of The Tyler Dickerhoof Show, former military general turned leadership strategist Jimmy Burroughes reveals how outdated “command and control” leadership models are silently destroying performance in today’s volatile, uncertain, complex, and ambiguous (VUCA) world. Learn more about your ad choices. Visit megaphone.fm/adchoices

In this conversation, Tyler Dickerhoof and Nikki Barua explore the themes of reinvention, the impact of AI on humanity, and the journey of self-discovery. Nikki shares her insights on overcoming imposter syndrome, the importance of authenticity, and the role of vulnerability in building meaningful relationships. They discuss the transformative power of loss and grief, the significance of writing in healing, and the necessity of embracing change and uncertainty. The conversation emphasizes the importance of mastering new skills and adapting to the evolving landscape shaped by technology, ultimately empowering the next generation to navigate their futures with confidence. Learn more about your ad choices. Visit megaphone.fm/adchoices

In this conversation, Tyler Dickerhoof and Hugh Massey explore the profound connection between behavior and financial success. Hugh shares insights from his work at DNA Behavior International, emphasizing that leadership behavior significantly influences company culture and financial outcomes. They discuss the importance of balancing results with relationships, the unique advantages of founder-led companies, and the impact of personal identity on financial behavior. The conversation also touches on transformative experiences that lead to personal growth and the necessity of trust in leadership. Learn more about your ad choices. Visit megaphone.fm/adchoices

In this conversation, Tyler Dickerhoof and Frank Spring explore the profound impact of storytelling in leadership and politics. They discuss how narratives shape our understanding of identity, trust, and the political landscape. The dialogue delves into the evolution of American identity, the challenges of cognitive dissonance, and the necessity for collaborative storytelling to bridge divides. Frank emphasizes the importance of recognizing the stories we tell ourselves and how they influence our actions and perceptions. The conversation culminates in a call for a new narrative that embraces shared experiences and fosters unity. Learn more about your ad choices. Visit megaphone.fm/adchoices