The Tyler Dickerhoof Show

Tyler Dickerhoof

The Tyler Dickerhoof Show is a podcast for leaders who want to make an impact without losing themselves in the process. Hosted by leadership coach and author Tyler Dickerhoof, the show explores the real forces shaping how we lead—mindset, insecurity, ownership, relationships, faith, and vision—often more than strategy ever will. Through personal stories, practical frameworks, and conversations with leaders, thinkers, and high performers, Tyler challenges listeners to do the inner work that leads to healthier leadership and lasting impact. In Tyler’s upcoming book, The Things We Hide, he shares his personal journey and the lessons learned from confronting insecurity, identity, and responsibility. This podcast expands on those themes—but goes far beyond them—bringing real-time conversations, fresh insights, and honest dialogue to the challenges leaders face today.

  1. 5D AGO

    Ep 249 Growth That Doesn't Destroy: Colin Hodge on Real Progress

    What does startup growth reveal about a founder? In this episode, Tyler talks with Colin Hodge, startup founder, growth strategist, co-owner of the dating app Down, and author of Outrageous Startup Growth, about the highs and lows of building fast-growing companies and what those experiences teach you about leadership, identity, and resilience. Colin shares how early viral traction and massive attention created a misleading definition of success, and how that eventually led to burnout, self-doubt, and what Tyler calls a “mirror-shattering moment.” Together, they unpack the emotional side of entrepreneurship, including founder ego, external validation, sustainable growth, authenticity, empathy, and the internal work required to build something meaningful over the long term. This conversation goes beyond startup tactics. It explores what happens when success becomes part of your identity, why so many founders chase the wrong metrics, and how values, reflection, and user empathy can help leaders grow both healthier companies and healthier lives. In this episode: How Colin built and scaled startup products to millions of users The danger of chasing vanity metrics What happens when founder identity gets tied to success Why resilience matters more than hype How empathy and user psychology drive better growth The difference between fast growth and sustainable growth Why significance matters more than external recognition How founders can keep growing without losing themselves Learn more about your ad choices. Visit megaphone.fm/adchoices

    48 min
  2. 3D AGO

    Connect Better: How High Performers Build Stronger Relationships

    Relationships are not just valuable. They are everything. In this episode, Tyler sits down with Mo Lidsky and Bob Gould, co-authors of Konnect Better: Unlocking the Power of Your Relationships, for a conversation about why relationships are the real foundation of success, and why so many people still struggle to build them well. Drawing on decades of work with high-achieving individuals, entrepreneurs, and affluent families, Mo and Bob explain why many successful people feel misunderstood, disconnected, or unable to create the kind of intimacy and trust they actually want. They talk about what happens when people build lives around results and respect, but never learn how to lead with care in their closest relationships. This conversation goes deep into the real drivers of connection: commitment, communication, conflict, vulnerability, identity, acceptance, and the ability to listen without trying to fix. Tyler also brings in his own perspective on insecurity, self-worth, and the walls people build to protect themselves. If you’ve ever felt like success in one area of life hasn’t translated into deeper connection in the relationships that matter most, this episode will give language to what’s happening, and a better way forward. In this episode: Why relationships are the most important asset in life Why high performers often feel misunderstood How success can create distance instead of connection The hidden role identity plays in relationships Why many leaders struggle to receive help How to listen without trying to solve everything Why commitment, communication, and conflict matter so much What it takes to build deeper, healthier relationships Learn more about your ad choices. Visit megaphone.fm/adchoices

    1 hr
  3. MAR 29

    Why Founders Fail and What Great Leaders Do Differently

    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

    1h 9m
5
out of 5
43 Ratings

About

The Tyler Dickerhoof Show is a podcast for leaders who want to make an impact without losing themselves in the process. Hosted by leadership coach and author Tyler Dickerhoof, the show explores the real forces shaping how we lead—mindset, insecurity, ownership, relationships, faith, and vision—often more than strategy ever will. Through personal stories, practical frameworks, and conversations with leaders, thinkers, and high performers, Tyler challenges listeners to do the inner work that leads to healthier leadership and lasting impact. In Tyler’s upcoming book, The Things We Hide, he shares his personal journey and the lessons learned from confronting insecurity, identity, and responsibility. This podcast expands on those themes—but goes far beyond them—bringing real-time conversations, fresh insights, and honest dialogue to the challenges leaders face today.